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Journal of Food Composition and Analysis 99 (2021) 103873

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Journal of Food Composition and Analysis


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Short communication

Carotenoid and phenolic compound profiles of cooked pulps of orange and


yellow peach palm fruits (Bactris gasipaes) from the Brazilian Amazonia
Renan Campos Chisté a, b, *, Evellyn Laís Neves Costa a, Sara Fonseca Monteiro a,
Adriana Zerlotti Mercadante c
a
Faculty of Food Engineering (FEA), Institute of Technology (ITEC), Federal University of Pará (UFPA), 66075-110, Belém, Pará, Brazil
b
Graduate Program of Food Science and Technology (PPGCTA), Institute of Technology (ITEC), Federal University of Pará (UFPA), 66075-110, Belém, Pará, Brazil
c
University of Campinas (UNICAMP), Department of Food Science, 13083-862, Campinas, São Paulo, Brazil

A R T I C L E I N F O A B S T R A C T

Keywords: Peach palm fruits are native from the Amazonia biome and available as different varieties with distinct colour of
Amazonian fruits the fruit peel. Although peach palm fruits have been known to exhibit high bioactive compound content, the
Bioactive compounds carotenoid profile of some varieties, but not all, was reported, while the phenolic compounds of all varieties
β-Carotene
remain unknown until now. In our study, the carotenoid and phenolic compound profiles were scrutinized for the
Flavones
Schaftoside
first time in cooked pulps of orange and yellow peach palm fruits by HPLC-DAD-MS. The major carotenoid in
Vicenin-2 pulps of both orange and yellow peach palm fruits was β-carotene (20% and 24%, respectively), and lutein
accounted for 14% in the yellow variety, which may explain the colour difference between the fruits. Both pulps
of peach palm fruits presented the same phenolic compounds profile, mostly composed by di-C-glycosyl flavones,
with schaftoside the major compound in yellow (45%) and orange (32%) varieties, while vicenin-2 was detected
at high relative concentration (21%) in the pulp of orange peach palm fruits, in contrast to 6% found in the
yellow fruits. Therefore, orange and yellow peach palm fruits exhibited a promising composition of bioactive
compounds for the research and development of high-quality derived food products with claimed health benefits.

1. Introduction diseases (Luna-Guevara et al., 2018; Britton, 2020). Although the total
content of phenolic compounds is higher than that of total carotenoids in
Peach palm (Bactris gasipaes Kunth) (Brazilian name: pupunha) is a peach palm fruits (Rojas-Garbanzo et al., 2012, 2016), to the best of our
palm tree (Arecaceae) native to the Amazonia biome, in which the small knowledge, the phenolic composition of peach palm fruits remains un­
elliptical fruits can be from different varieties depending on the colour of known in the scientific literature until this moment.
the peel at full ripe stage (green, yellow, orange and red). The fruit pulp The carotenoid composition of the raw pulp of peach palm,
usually accounts for 72% of the fruit weight, followed by seeds (21%) comprising major and minor compounds determined by HPLC-DAD-MS,
and peel (6%) (Chisté and Fernandes, 2016). In Northern Brazil, the was reported in the literature for the first time by De Rosso and Mer­
consumption of peach palm fruits is traditionally done after cooking in cadante (2007), being β-carotene, δ-carotene and γ-carotene the major
salty water. In addition, studies show the potential use of peach palm compounds. Before that, previous researches with supplementation
fruits to produce flour (Carvalho et al., 2010; Rojas-Garbanzo et al., studies in rats only mentioned the high carotenoid content in peach
2011) that showed potential to be used in extruded (Carvalho et al., palm fruits, especially β-carotene, and the carotenoids were separated
2010) and baked products (Pires et al., 2021). by open column chromatography, followed by total quantification by
Like other Amazonian fruits, peach palm has a promising composi­ spectrophotometry (Yuyama et al., 1991; Yuyama and Cozzolino, 1996).
tion of bioactive compounds, mainly carotenoids and phenolic com­ Rodriguez-Amaya (1999) compiled information concerning Latin
pounds (De Rosso and Mercadante, 2007; Matos et al., 2019). According American food sources of carotenoids and stated that δ-carotene was the
to the literature, the frequent intake of these compounds has been major carotenoid in the boiled pulp of peach palm fruits, followed by β-
associated with a decrease in the incidence of chronic degenerative and γ-carotene. However, none of these studies provided information

* Corresponding author at: Faculdade de Engenharia de Alimentos (FEA), Instituto de Tecnologia (ITEC), Universidade Federal do Pará (UFPA), Rua Augusto
Corrêa, 01-Guamá, CEP 66075-110, Belém, Pará, Brazil.
E-mail address: rcchiste@ufpa.br (R.C. Chisté).

https://doi.org/10.1016/j.jfca.2021.103873
Received 18 December 2020; Received in revised form 23 February 2021; Accepted 27 February 2021
Available online 2 March 2021
0889-1575/© 2021 Elsevier Inc. All rights reserved.
R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

regarding the fruit varieties. salts and solvents of analytical grade were purchased from Synth (São
Thenceforward, following the previous carotenoid identification (De Paulo, Brazil). Ultrapure water was obtained from a Milli-Q system
Rosso and Mercadante, 2007), some studies have been published, such (Millipore, Billerica, USA). The standards showed at least 95% of purity,
as the changes in the carotenoid composition of boiled peach palm pulps as determined by HPLC-DAD. For the chromatographic analysis, sam­
of six varieties (red, light orange and light yellow) (Jatunov et al., 2010), ples and solvents were filtered using membranes of 0.22 and 0.45 μm,
alterations during flour processing (red fruits) (Rojas-Garbanzo et al., respectively, both from Millipore.
2011) and application of carotenoid extract in oil-in-water food emul­
sion to improve carotenoid bioaccessibility (Mesquita et al., 2020). In all 2.2. Peach palm fruits
these studies, the carotenoid profiles were confirmed and monitored
only by HPLC-DAD. The peach palm fruits (Bactris gasipaes Kunt) were acquired from
Therefore, in our study, we are reporting for the first time the profiles local farmers in a small street market in Belém, Pará State, Brazil (lati­
of the major and minor carotenoids and phenolic compounds, by HPLC- tude 01◦ 27’21’’S and longitude 48◦ 30’16’’W) and two varieties were
DAD-MS, in the cooked pulps of orange and yellow peach palm, which selected based on the colour of the peel at full ripe maturity: orange and
are fruits highly accessible and consumed in Northern Brazil. This in­ yellow (2 kg each). The access to the selected fruits was registered in the
formation is of paramount importance due to the increased number of Brazilian National System for the Management of Genetic Heritage and
studies aiming the valorisation and sustainable use of peach palm fruits Associated Traditional Knowledge (SisGen, ACC7773). The peach palm
for the development of high-quality derived food products with claimed fruits were sanitized in a sodium hypochlorite solution (100 mg/L) for
health benefits. 10 min before cooking in water under pressure in a pressure cooker for
30 min, following the traditional procedure in Northern Brazil. The
2. Material and methods cooked pulps of both orange and yellow peach palm fruits were manu­
ally separated from the peel and seed, freeze-dried (Liobras, model
2.1. Chemicals L101, São Paulo, Brazil), ground in a knife mill (Tecnal, model Willye
TE-650, São Paulo, Brazil), vacuum-packed and stored at -20 ◦ C, pro­
Acetonitrile, methyl tert-butyl ether (MTBE), methanol and aceto­ tected from light, until use.
nitrile, all of chromatographic grade, were obtained from J. T. Baker
(Phillipsburg, USA). Formic acid, apigenin, caffeic acid, schaftoside,
2.3. Determination of carotenoid and phenolic compound profiles
vicenin-2, (all-E)-lutein and (all-E)-β-carotene were acquired from
Sigma-Aldrich Co. LLC (St. Louis, USA). Acetone, methanol, potassium
The identification of carotenoids and phenolic compounds in the
hydroxide (KOH), diethyl ether, petroleum ether and all other chemical
cooked pulps of both orange and yellow peach palm fruits was carried

Fig. 1. HPLC-DAD chromatograms representing the profiles of carotenoid and phenolic compounds of cooked pulps of orange and yellow peach palm fruits. Peak
characterization of carotenoids and phenolic compounds are given in Tables 1 and 2, respectively (For interpretation of the references to colour in this figure legend,
the reader is referred to the web version of this article).

2
R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

Table 1
Carotenoid profile of cooked pulps of orange and yellow peach palm fruits (Bactris gasipaes) by HPLC-DAD-APCI-MS.
Peaka Carotenoidb Relative tR (min)c λdmax %III/ %AB/ [M+H]+ MS2 (m/z)f
concentration II AII (m/z)

Orange Yellow
1 (all-E)-Neochrome nd 1% 7.0− 7.1 293, 398, 421, 448 81 0 583e 565 [M+H-18]+, 547 [M+H-18− 18]+, 491
[M+H-92]+, 221
2 (9Z)-Neochrome nd 1% 7.5− 7.6 293, 306, 398, 420, 75 8 601 583 [M+H-18]+, 565 [M+H-18− 18]+, 547
447 [M+H-18− 18-18]+,
509 [M+H-92]+, 491 [M+H-18− 92]+, 221
3 5′ ,6′ -Epoxy-lutein nd 3% 9.0.9.1 260, 422, 444, 472 23 0 585 567 [M+H-18]+, 549 [M+H-18− 18]+, 511
[M+H-18− 56]+, 221
4 13Z-Epoxy-carotenoid nd 3% 10.2− 10.3 270, 330, 412, 439, 18 45 601 583 [M+H-18]+, 565 [M+H-18− 18]+, 477
465 [M+H-18− 106]+, 221
5 (all-E)-Lutein 2 14% 12.5− 12.6 266, 420, 444, 472 63 0 551c 533 [M+H-18]+, 495 [M+H-56]+, 459
[M+H-92]+
6 (all-E)-Zeaxanthin 1 5% 14.6− 14.7 272, 420, 450, 476 28 0 569 551 [M+H-18]+, 533 [M+H-18− 18]+, 477
[M+H-92]+
7 (all-E)-Phytoene < 1% < 1% 17.2− 17.3 276, 286, 300 0 0 545 461 [M+H-84]+, 406 [M+H-137]+, 340
[M+H-205]+
8 9Z-Lutein nd 2% 19.0− 19.1 265, 330, 420, 444, 37 7 569 551 [M+H-18]+, 533 [M+H-18− 18]+, 477
472 [M+H-92]+
9 (all-E)-Phytofluene < 1% <1% 19.5− 19.6 270, 330, 347, 366 72 0 543 461 [M+H-82]+, 406 [M+H-137]+, 338
[M+H-205]+
10 (all-E)- 1% 4% 22.2− 22.3 273, 420, 450, 476 28 0 553 535 [M+H-18]+, 461 [M+H-92]+, 400
β-Cryptoxanthin [M+H-153]+
11 Z-β-Carotene 1% 1% 22.6− 22.8 272, 338, 420, 447, 10 9 537 456 [M-80]+, 444 [M-92]+, 413, 399 [M-
472 137]+
12 Not identified Z- 3% 3% 24.3− 24.4 282, 348, 425, 450, 0 31 553 535 [M+H-18]+, 497 [M+H-56]+
carotenoid 474
13 (13Z)-β-Carotene 6% 4% 25.4− 25.5 274, 338, 420, 444, 11 42 537 456 [M-80]+, 444 [M-92]+, 413, 399 [M-
469 137]+
14 9Z,13Z-β-Carotene 2% 2% 27.8− 27.9 273, 338, 420, 440, 12 21 537 456 [M-80]+, 444 [M-92]+, 413, 399 [M-
465 137]+
15 (all-E)-β-Carotene 20% 24% 31.9− 32.0 276, 420, 451, 477 28 0 537 456 [M-80]+, 444 [M-92]+, 413, 399 [M-
137]+
16 Not identified Z- 3% 7% 32.6− 32.7 280, 350, 431, 454, 50 7 553 535 [M+H-18]+, 497 [M+H-56]+, 429
carotenoid 482 [M+H-18− 106]+, 221
17 (9Z)-β-Carotene 8% 3% 33.6− 33.8 276, 338 420, 447, 28 nc 537 456 [M-80]+, 444 [M-92]+, 413, 399 [M-
472 137]+
18 di-Z-δ-Carotene 3% nd 37.6− 37.8 280, 349, 431, 454, 33 26 537 481 [M+H-56]+, 467 [M-69]+, 444 [M-92]+,
482 413, 399 [M-137]+
19 Not identified nd 5% 39.3− 39.4 282, 293, 440, 470, 50 0 537 467 [M-69], 455, 444 [M-92]+, 413, 399 [M-
500 137]+
20 Z-γ-Carotene (isomer 5% 11% 40.2− 40.3 285, 350, 437, 460, 40 nc 537 467 [M-69]+, 455, 444 [M-92]+, 413, 399 [M-
1) 490 137]+
21 (all-E)-δ-Carotene 11% 3% 41.6− 41.7 281, 432, 455, 484 50 0 537 481 [M+H-56]+, 467 [M-69]+, 444 [M-92]+,
413, 399 [M-137]+
22 di-Z-γ-Carotene 3% nd 42.4− 42.5 285, 338 428, 452, 45 9 537 467 [M-69]+, 455, 444 [M-92]+, 413, 399 [M-
(isomer 2) 481 137]+
23 (all-E)-γ-Carotene 11% 1% 48.4− 48.5 285, 296, 436, 461, 61 0 537 467 [M-69]+, 455, 444 [M-92]+, 413, 399 [M-
491 137]+
24 9Z-γ-Carotene (isomer 14% 3% 49.1− 49.3 285, 350, 437, 460, 66 5 537 467 [M-69]+, 455, 444 [M-92]+, 413, 399 [M-
3) 492 137]+
25 Z-Lycopene 6% 1% 56.2− 56.3 285, 296, 360, 440, 70 7 537 467 [M-69]+, 455, 444 [M-92]+
466, 497
a
Numbered according to Fig. 1. bTentative identification based on Uv–vis and mass spectra as well as retention times on C30 column and published data. cRetention time
on the C30 column. dLinear gradient of methanol/MTBE. eIntense in-source detected fragment ([M+H-18]+). fIn the MS2 spectra, the most abundant ions are shown in
boldface. nd: not detected. nc: not calculated.

out on a Shimadzu HPLC (Prominence UFLC model, Kyoto, Japan), Briefly, after exhaustive solid-liquid extraction with acetone, followed
consisted of a binary pump (LC-20AD), a degasser unit (DGU-20A3R), an by liquid-liquid partition with petroleum ether/diethyl ether (1:1, v/v),
automatic injector (SIL-20AHT), and an oven (CTO-20A), connected in overnight saponification with 10% KOH in methanol, and another
series to a DAD detector (SPD-M20A) and a mass spectrometer with ion- liquid-liquid partition to remove the alkali, an aliquot of the saponified
trap as the m/z analyzer from Bruker Daltonics (AmaZon speed, Bremen, carotenoid extract was evaporated under N2 flow, dissolved in meth­
Germany), equipped with atmospheric pressure chemical ionization anol/MTBE (70:30, v/v) and injected into the chromatographic system.
(APCI) and electrospray ionization (ESI) sources for the identification of The carotenoids were separated at a flow rate of 0.9 mL/min on a C30
carotenoids and phenolic compounds, respectively. YMC column (5 μm, 250 mm × 4.6 mm) at 29 ◦ C, using a linear gradient
of methanol/MTBE from 95:5 to 70:30 in 30 min, followed to 50:50 in
2.3.1. HPLC-DAD-APCI-MS analysis of carotenoids 20 min and keeping this ratio for 35 min. The UV–vis spectra were ob­
The extraction and HPLC-DAD-APCI-MS analysis of carotenoids (n = tained between 200 and 600 nm and the chromatograms were processed
2) from the freeze-dried pulp of peach palm fruits (5 g) were carried out at 450 nm, but also at 286 nm and 347 nm to detect phytoene and
according to a previous procedure described for carotenoid analysis of phytofluene, respectively. The relative percentage of each carotenoid
Amazonian fruits (De Rosso and Mercadante, 2007), with adaptations. was calculated considering the total area of all identified compounds at

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R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

450 nm. The eluate from the column was entirely directed to the APCI although not observed in peak 1 due to in-source fragmentation of m/z
interface of the MS for ionizing carotenoid molecules in positive ion 601, and the fragments at m/z 583, m/z 565 and m/z 547 in their MS2
mode, applying the same parameters previously described by our spectra represent three consecutive losses of water molecules. Peak 3
research group (Chisté and Mercadante, 2012), and the mass spectra ([M+H]+ at m/z 585) was identified as 5′ ,6′ -epoxy-lutein considering
were acquired at m/z from 100 to 800. The carotenoids were identified the fragment at m/z 511 [M+H-18− 56]+ due to the combined elimi­
according to the combined information of elution order on C30 column, nation of OH and ε-ring (− 56 u) groups. The epoxy position of peak 3
co-chromatography with authentic standards, UV–vis [λmax, spectral was attributed considering that an epoxy substituent at the 5′ 6′ -position
fine structure (%III/II), cis-peak intensity (%AB/AII), “far UV peaks”], (ε-ring) does not decrease the λmax of (all-E)-lutein (444 nm), as
and mass spectra features [protonated molecule ([M+H]+) and MS2 ion observed in peak 3. Peak 4 ([M+H]+ at m/z 601) was tentatively
fragments] compared with data available in the literature (Briton et al., identified as 13Z-epoxy-carotenoid considering the characteristic frag­
2004; De Rosso and Mercadante, 2007; Chisté and Mercadante, 2012; ments of hydroxylated carotenoids and increased %AB/AII values (45%),
Rivera Van Bremen et al., 2012; Murillo, 2018; Matos et al., 2019). but its specific chemical structure could not be assigned based on the
acquired spectroscopic information. Furthermore, peaks 1-4 were
2.3.2. HPLC-DAD-ESI-MS analysis of phenolic compounds confirmed as epoxy-xanthophylls due to the presence of MS2 ions at m/z
The phenolic compounds of the freeze-dried pulps of peach palm 221, suggesting the presence of an epoxy substituent in a β-ring with OH
fruits (3 g) were extracted with methanol/water (80:20, v/v) by a solid- group in the carotenoid structures.
liquid extraction procedure, followed by centrifugation (3000 × g, 5 Peaks 5, 6 and 8 were isomers with the [M+H]+ at m/z 569 and
min, 4 ◦ C) and these steps were repeated five times before injection into identified as (all-E)-lutein, (all-E)-zeaxanthin and 9Z-lutein. (all-E)-
the HPLC system (Ribeiro et al., 2016). The phenolic compounds were Lutein (peak 5) was positively confirmed with authentic standard, and
separated at a flow rate of 0.9 mL/min on a C18 Synergi Hydro column (4 its MS spectrum is characterized by an intense in-source fragment at m/z
μm, 250 × 4.6 mm, Phenomenex) at 29 ◦ C, with a linear gradient of 551 [M+H-18]+ when compared to (all-E)-zeaxanthin due to the loss of
water/formic acid (99.5:0.5, v/v) (solvent A) and acetonitrile/formic an OH group allylic to the double bond in ε-ring of lutein (Van Breeemen
acid (99.5:0.5, v/v) (solvent B) from A:B 99:1 to 50:50 in 50 min, et al., 2012). Additionally, zeaxanthin (peak 6) has 11 conjugated
following from 50:50 to 1:99 in 5 min, keeping this later ratio for an double bonds (c.d.b.) and higher λmax (450 nm) compared to lutein (10
additional 5 min (Chisté and Mercadante, 2012). The UV–vis spectra c.d.b and λmax =444 nm).
were obtained between 200 and 600 nm and the chromatograms were Peaks 7 and 9 were assigned as the colourless carotenes (all-E)-
processed at 280 (hydroxybenzoic acids), 320 (hydroxycinnamic acids), phytoene ([M+H]+ at m/z 545) and (all-E)-phytofluene ([M+H]+ at m/z
336 (flavones) and 360 nm (flavonols). The relative percentage of each 543); both presented the same MS fragmentation pattern and λmax
phenolic compound was calculated considering the total area of all described for these same compounds in other Amazonian fruits, such as
identified compounds at 336 nm. After HPLC-DAD, the column eluate buriti, mamey, marimari and physalis (De Rosso and Mercadante, 2007).
was split to allow only 0.15 mL/min to enter the ESI chamber for Peak 10 was namely (all-E)-β-cryptoxanthin due to the [M+H]+ at m/z
ionizing the phenolic compound molecules in negative ion mode, 553 and intense fragments at m/z 535 (− 18 u), m/z 461 (− 92 u, loss of
applying the same parameters previously used by our research group toluene) and m/z 400 that represent the loss of the hydroxylated β-ring
(Chisté and Mercadante, 2012), and the mass spectra were acquired at with cleavage at the 7,8-C-C bond from the [M+H]+ (Van Breeemen
m/z from 100 to 1000. The phenolic compounds were identified based et al., 2012). Peaks 12 and 16 could not be identified based on the
on the elution order on the C18 column, UV–vis and mass spectra fea­ spectroscopic information, but both showed [M+H]+ at m/z 553 with
tures [deprotonated molecule ([M− H]− ) and MS2 and MS3 ion frag­ characteristic fragments of oxygen-derived carotenoids (neutral loss of
ments] as compared to standards and data available in the literature for water), as well as other frequent carotenoid fragments, such as elimi­
the same identified compounds (Cuyckens and Claeys, 2004; Colombo nation of toluene (− 92 u, peak 12) and xylene (− 106 u, peak 16) groups.
et al., 2008; Cao et al., 2014; Geng et al., 2016). Peaks 11, 13–15 and 17–25 were identified as carotenes and all of
them exhibited the same [M+H]+ at m/z 537; however, their differen­
3. Results and discussion tiation was possible due to the MS2 fragments and/or characteristic
UV–vis compared to the same compounds already identified in other
3.1. Carotenoid profile Amazonian fruits, including peach palm fruits (unknown variety) (De
Rosso and Mercadante, 2007; Chisté and Mercadante, 2012; Murillo,
In our study, the HPLC-DAD-APCI-MS allowed the separation (Fig. 1) 2018). Peak 15 was positively identified as (all-E)-β-carotene through
and identification of 22 carotenoids (Table 1), with 16 compounds found co-elution, comparison with an authentic standard, and MS2 fragments
in orange peach palm and 20 in the yellow fruits. For all the identified at m/z 456 (-80 u, loss of methyl-cyclopentadiene), m/z 444 (− 92 u, loss
peaks, the [M+H]+ was confirmed considering the expected MS2 frag­ of toluene), and m/z 399 (− 137 u, loss of β-ring + methylene group),
ments for both the polyene chain and functional groups of carotenoids, which are formed by free radical fragmentation from [M] + (De Rosso

as well as by their UV–vis spectra. All the carotenoid MS2 spectra and Mercadante, 2007; Van Breemen et al., 2012; Bijttebier et al., 2013).
mentioned in Table 1 are available as Supplementary Material (Sup­ Its isomers, (13Z)-β-carotene (peak 13), 9,13-di-Z-β-carotene (peak 14)
plementary Fig. 1). Since Z-isomers of carotenoids are not distinguished and (9Z)-β-carotene (peak 17) were assigned considering the decrease in
from the corresponding (all-E) by MS analysis, their final characteriza­ the λmax and %III/II values and the increase in the cis-peak intensity (%
tion was based on the observation of the [M+H]+, decreased %III/II and AB/AII) as the cis-double bond was getting closer to the centre of the
%AB/AII values (≈ 10% = 9Z; ≈ 45% = 13Z and ≈ 56% = 15Z-carot­ molecule as compared to (all-E)-β-carotene (Britton et al., 2004).
enoid) compared to its assigned (all-E)-isomer (Briton et al., 2004; De Peak 21 [(all-E)-δ-carotene] and its isomer (peaks 18) were identi­
Rosso and Mercadante, 2007). fied due to the MS2 fragment at m/z 481 [M+H-56]+, which represents
Peaks 1, 2, 3, 4, 5, 6, 8, 10, 11, 12 and 16 were identified as xan­ the neutral loss of an ε-ring, a fragment at m/z 467 [M+H-69]+ due to
thophylls mainly considering the fragments representing the neutral loss the neutral loss of a ψ-end group and another fragment at m/z 444 (loss
of water molecules (− 18 u) observed in all the MS2 spectra due to the of toluene). Peak 23 was assigned as (all-E)-γ-carotene, and its isomers
elimination of OH groups. Dehydrated fragment ions from [M+H]+ (peaks 19, 20, 22 and 24), all showed characteristic MS2 fragments at
([M+H-nH2O]+) have been described for all hydroxylated carotenoids m/z 467 due to the neutral loss of a ψ-end group, fragments at m/z 444
(De Rosso and Mercadante, 2007; Van Breeemen et al., 2012; Rivera (loss of toluene) and m/z 399 (− 137 u, elimination of a β-ring with an
et al., 2013). Peaks 1 and 2 were assigned as (all-E)-neochrome and additional methylene group). Peak 25 was tentatively identified as Z-
(9Z)-neochrome, both 5,8-epoxy carotenoids, with [M+H]+ at m/z 601, lycopene due to the same λmax, %III/II, cis-peak intensity values and MS2

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R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

Table 2
Phenolic compounds profile of cooked pulps of orange and yellow peach palm fruits (Bactris gasipaes) by HPLC-DAD-ESI-MS.
Peaka Phenolic compoundb Relative tR (min)c ʎmax [M-H]− MS2 (m/z)e MS3 (m/z)e
concentration (nm)d (m/z)

Orange Yellow
1 Flavone derivative 9% 7% 16.4− 16.6 272, nd nd nd
334
2 Maloyl caffeoylshikimic acid 9% 7% 17.1− 17.3 270, 451 433 (77), 335 (100), 291 (52), [451→335]: 291 (91), 173
326 173 (18) (100)
3 Apigenin 6-C-hexoside sulphate 9% 9% 18.3− 18.4 270, 511 465 (10), 431 (100), 413 (6), 395 [511→431]: 413 (8), 341 (41),
(Isovitexin sulfate) 334 (8), 341 (5) 311 (100), 283 (4)
4 Apigenin 6,8-di-C-hexoside 21% 6% 20.0− 20.1 271, 593 575 (8), 503 (36), 473 (100), 383 [593→473]: 383 (22), 353
(Vicenin-2) 336 (28), 353 (62) (100)
5 Apigenin 6-C-hexoside 8-C- 3% 3% 20.7− 20.8 271, 563 545 (15), 503 (26), 473 (89), 443 [563→353]: 325 (100), 297
pentoside (Neoschaftoside) 334 (78), 383 (66), 353 (100) (11), 283 (6)
6 Apigenin 6-C-pentoside 8-C- 5% 7% 21.4− 21.5 271, 563 545 (27), 503 (51), 473 (100), [563→473]: 383 (13), 353
hexoside (Isoschaftoside) 334 443 (56), 383 (52), 353 (90) (100)
7 Apigenin 6-C-hexoside 8-C- 32% 45% 22.0− 22.1 271, 563 545 (16), 503 (24), 473 (67), 443 [563→443]: 425 (4), 383 (35),
pentoside (Schaftoside) 336 (100), 383 (46), 353 (60) 353 (100)
8 Apigenin 6-C-pentoside 8-C- 4% 6% 22.7− 22.9 271, 563 545 (18), 503 (17), 473 (100), [563→473]: 455, 413, 383, 353
hexoside (Vicenin-1) 336 443 (63), 383 (63), 353 (90)
9 Apigenin 6-C-hexoside 8-C- 2% 5% 23.0− 23.1 271, 563 545 (12), 503 (6), 473 (53), 443 [563→443]: 383 (19), 353
pentoside (Vicenin-3) 334 (100), 383 (33), 353 (57) (100)
10 Apigenin 8-C-hexoside (Vitexin) 2% 3% 25.2− 25.3 270, 431 413 (4), 341 (11), 311 (100), 283 [431→311]: 283 (100)
334 (2)
11 Apigenin 6-C-hexoside (Isovitexin) 3% 3% 25.5− 25.6 270, 431 413 (10), 341 (41), 311 (100), [431→311]: 293 (5), 283
334 283 (4) (100),
a
Numbered according to Fig. 1.
b
Tentative identification based on UV–vis and mass spectra as well as relative retention time on C18 column and published data.
c
Retention time range on the C18 Synergi Hydro (4 μm) column.
d
Solvent: gradient of 0.5% formic acid in water and acetonitrile with 0.5% formic acid.
e
In the MS2 and MS3 spectra, the relative intensities are shown between parenthesis and the most abundant ions are shown in boldface. nd: not detected.

fragments of Z-lycopene previously reported (Bijttebier et al., 2013), 3.2. Phenolic compound profile
including in peach palm fruits (De Rosso and Mercadante, 2007), while
its (all-E)-isomer was not detected. The HPLC-DAD-ESI-MS analysis allowed the separation (Fig. 1) and
As a contrast, Murillo (2018) raised the fact that (all-E)-δ-carotene identification of 11 phenolic compounds in peach palm fruits (Table 2).
was not identified properly by De Rosso and Mercadante (2007) in peach All the obtained MS spectra of the identified phenolic compounds are
palm fruits (unknown variety) by comparing the far UV peaks of ca­ available as Supplementary Material (Supplementary Fig. 2). This is the
rotenoids extracted from peach palm fruits (red-smooth variety) in its first study reporting the identification of phenolic compounds in peach
study. Murillo (2018) showed that both the λmax and far UV peak in­ palm fruits.
formation of the supposed δ-carotene did not coincide with E/Z isomers Peak 1 was assigned as a flavone derivative compound considering
of δ-carotene (far UV peak = 280− 282 nm) and that such carotenoid was its characteristic UV–vis absorption spectrum (272 and 334 nm) of fla­
actually the Z isomer of γ-carotene (far UV peak = 282− 285 nm). vones, as also observed for the other flavone peaks (peaks 3-11); how­
However, in our study with orange and yellow peach palm fruits, we ever, its [M− H]− was not clearly visible in the first-order mass spectra.
decided to keep the identification of δ-carotene because the far UV peaks Peak 2 was identified as a maloyl caffeoylshikimic acid ([M− H]− at m/z
of the compounds assigned as E/Z-isomers of δ-carotene (peaks 18 and 451) due to an intense fragment at m/z 335 [M− H-116]− in the MS2
21) and γ-carotene (peaks 19, 20, 22, 23 and 24) were distinct (Table 1). spectrum, which represents a caffeoylshikimic acid molecule after the
We must highlight that identification based only on UV–vis spectra and neutral loss of a malic acid moiety. The MS3 spectrum of m/z 335
elution order from the column is not definite. showed characteristic neutral loss of 44 u (CO2) from the carboxylic acid
In the cooked pulps of both orange and yellow peach palm fruits, (all- group at m/z 291, and an intense fragment at m/z 173, suggesting the
E)-β-carotene was the major carotenoid, accounting for 20% and 24% of presence of a shikimic acid after the elimination of a caffeoyl molecule
the identified compounds, respectively. Interestingly, in the cooked pulp (− 162 u). These observed MS spectral features were similar to those
of yellow peach palm fruits, (all-E)-lutein accounted for 14% of the reported for caffeoylshikimic acids identified in Phoenix dactylifera
identified carotenoids, which may explain the colour difference between flowers by LC–MS, and according to the authors, caffeic acid can be
the varieties. Among the 18 carotenoids previously identified by LC–MS esterified at positions 3, 4 or 5 on shikimic acid to give three positional
in the raw pulp of peach palm fruits (unknown variety) (De Rosso and isomers (Said et al., 2017).
Mercadante, 2007), only eight were also detected in the present study, Peaks 3–11 showed similar UV–vis absorption spectra (270–272 and
including the major carotenoids β- (peak 15), δ- (peak 21), γ-carotene 334− 336 nm), which are characteristic of flavone structures, and pre­
(peak 23), and the minor compounds 13Z-β-carotene (peak 13), sented the same MS fragmentation patterns extensively reported for
9Z-β-carotene (peak 16), Z-δ-carotene (peak 18) and Z-isomers of flavonoid C-glycosides (Cuyckens and Claeys, 2004; Colombo et al.,
γ-carotene (peak 24) and lycopene (peak 25). In our study, the carot­ 2008; Cao et al., 2014; Jeong et al., 2017; Tchoumtchoua et al., 2019).
enoid profiles were determined in cooked pulps of orange and yellow According to the literature, the first-order mass spectrum provides the
peach palm fruits, following the traditional procedure of cooking in molecular mass of the flavonoid C-glycoside, but it has limited structural
Northern Brazil, and considering that the carotenoid profile reported by information since sugars are directly linked to the flavonoid nucleus via
De Rosso and Mercadante (2007) was carried out in raw peach palm an acid-resistant C-C bond (Cuyckens and Claeys, 2004). These same
fruits from an unknown variety, the observed differences in composition authors highlight that tandem MS spectra show key information con­
are not surprising. cerning the fragmentation pathways of flavonoid C-glycosides, related
to cross-ring cleavage of the sugar residue and loss of water molecules to

5
R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

Fig. 2. Proposed pathway for flavonoid biosynthesis in peach palm fruits (Bactris gasipaes), based on the compounds tentatively identified in the present study
(shown in boldface), data available in the literature (Hamilton et al., 2012; Ito et al., 2017, adapted) and KEGG (Kyoto Encyclopedia of Genes and Genomes)
database of flavonoid biosynthesis (https://www.genome.jp/kegg/pathway.html). Enzymes: 4CL = 4-coumarate:CoA ligase, CHS = chalcone synthase, CHI =
chalcone isomerase, FS = flavone synthase, F2H = flavanone 2-hydroxylase, DH = dehydratase, C-GT = C-glucosyltransferase, C-AT = C-arabinosyltransferase.

differentiate both the type of sugar (hexose from pentose) and their ([M− H]− at m/z 563) were assigned as isomers of di-C-glycosyl apige­
linkage to the C-6-and/or C-8-positions of the flavonoid nucleus. As nins with hexose and pentose as the predominant sugars considering the
known in the literature, the direct neutral loss of a sugar moiety is high intensity of the main ions observed in the MS2 and MS3 spectra after
characteristic of a flavonoid O-glycoside, while fragments representing the cross-ring cleavage of hexose (0,2X = [M− H-120]− ) and/or pentose
the cross-ring cleavage of a sugar moiety indicate a C-glycoside (0,2X = [M− H-90]− ). Importantly, C-linked sugars are reported to be
(Cuyckens and Claeys, 2004; Abad-García et al., 2009). only found at the 6-C- and/or 8-C-positions of the flavonoid nucleus
Peaks 3, 10 and 11 were identified as apigenin C-hexoside and the (Cuyckens and Claeys, 2004). In the MS2 experiments, the compounds 5,
sugar assignment was due to the characteristic intense neutral loss of 7 and 9 showed intense neutral loss of 120 u (m/z 443, 0,2X =
120 u observed in the MS2 and/or MS3 spectra related to the cross-ring [M− H-120]− ), suggesting one hexose bound to 6-C-position, while
cleavages of a hexose residue. Peak 3 was identified as apigenin 6-C- compounds 6 and 8 exhibited a more intense neutral loss of 90 u (m/z
hexoside sulphate (isovitexin sulphate) since it presented [M− H]− at m/ 473, 0,2X = [M− H-90]− ), indicating one pentose bound to 6-C-position.
z 511, a neutral loss of 80 u (sulphate) in the MS2 spectrum resulting in For all these compounds, the ion at m/z 353 reveals an apigenin mole­
an intense fragment at m/z 431 (apigenin C-hexoside), which frag­ cule with two C2H2O residues from sugar moieties linked to 6-C- and
mented in abundant ions at m/z 311 (0,2X = [M− H-120]− ). The frag­ 8-C-positions. Furthermore, apigenin 6,8-di-C-hexoside (vicenin-2, peak
ment at m/z 311 represents the C2H2O residue of the hexose moiety 4) and apigenin 6-C-hexoside 8-C-pentoside (schaftoside, peak 7) were
attached to apigenin. Although sulphate flavonoids may be less positively confirmed with authentic standards.
commonly found in plant species families, the family Arecaceae (Pal­ Although the HPLC-DAD-ESI-MS analysis did not allow the direct
mae) seem to exhibit a wide occurrence of flavones and flavonoid sul­ assignment of the sugar moiety, the tentative identification of each
phates among the monocotyledons (Harborne, 1975; Teles et al., 2018). flavone was possible based on information available in the literature
Peaks 10 and 11 were assigned as the isomers apigenin 8-C-hexoside regarding food composition in fruits and vegetables and biosynthetic
(vitexin) and apigenin 6-C-hexoside (isovitexin), respectively, due to the pathways. The most common sugars reported in the literature for these
same [M− H]− at m/z 431 and characteristic fragments in the MS2 type of flavones are glucose and arabinose, with apigenin 6-C-glucoside
spectra with intense ions at m/z 311 (0,2X = [M− H-120]− ). The differ­ 8-C-arabinose (schaftoside, peak 7) and its isomer apigenin 6-C-arabi­
entiation between these isomers was possible considering the relative noside 8-C-glucoside (isoschaftoside, peak 6) the most frequently
intensities of the fragments resulted from both the neutral losses of a detected compounds (Jiang et al., 2016; Jeong et al., 2017). However,
water molecule (− 18 u) and the 0,3X ion generated by one of the xylose can also be found to a lesser extent, such as apigenin 6-C-xyloside
cross-ring cleavages of hexose ([M− H-90]− ), which is higher for 6-C- 8-C-glucoside (vicenin-1, peak 8) and apigenin 6-C-glucoside 8-C-xylo­
than 8-C-glycosyl flavones (Cao et al., 2014; Geng et al., 2016). side (vicenin-3, peak 9) (Jeong et al., 2017). All these C-glycosyl fla­
Peak 4 ([M− H]− at m/z 593) was namely apigenin 6,8-di-C-hexoside vones, along with apigenin 8-C-glucoside (vitexin, peak 10), apigenin
(vicenin-2) due to the characteristic neutral loss of 120 u found as the 6-C-glucoside (isovitexin, peak 11) and apigenin 6,8-di-C-glucoside
main ion in both MS2 (m/z 473) and MS3 (m/z 353) spectra. Peaks 5 to 9 (vicenin-2) are generated through glucosylation of 2-hydroxynaringenin

6
R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

by enzyme C-glucosyltransferase in the presence of UDP-glucose as the Acknowledgements


first step, followed by the action of dehydratase enzymes to complete
conversion to the flavone (Hamilton et al., 2012). Importantly, the The authors acknowledge FAPESPA (Fundação Amazônia de Amparo
insertion of arabinose to generate di-C-glycosyl flavones, such as a Estudos e Pesquisas, Belém, PA, Brazil, Project 2017/52864 - ICAAF Nº
schaftoside and isoschaftoside, was reported to occur only after 013/2018) and FAPESP (Fundação de Amparo à Pesquisa do Estado de São
sequential glucosylation and arabinosylation of 2-hydroxynaringenin Paulo, São Paulo, Brazil, Projects 2013/07914-8 and 2018/23752-1) for
with UDP-glucose (first step) and UDP-arabinose (second step), respec­ the financial support.
tively (Hamilton et al., 2012; Ito et al., 2017). Considering all these
information and the compounds tentatively identified, we are proposing Appendix A. Supplementary data
a pathway for flavone biosynthesis in peach palm fruits (Fig. 2).
The pulps of both orange and yellow peach palm fruits presented the Supplementary material related to this article can be found, in the
same phenolic compounds profile; as can be seen in Table 2, they are online version, at doi:https://doi.org/10.1016/j.jfca.2021.103873.
flavonoids mostly composed of di-C-glycosyl apigenins. The flavone
schaftoside (apigenin 6-C-glucoside 8-C-arabinoside, peak 7) was the References
major phenolic compound in both varieties of peach palm fruits, ac­
counting for 32–45% of the identified compounds. Vicenin-2 (apigenin Abad-García, B., Berrueta, L.A., Garmón-Lobato, S., Gallo, B., Vicente, F., 2009.
A general analytical strategy for the characterization of phenolic compounds in fruit
6,8-di-C-hexoside, peak 4) was detected at a high relative amount (21%) juices by high-performance liquid chromatography with diode array detection
only in the pulp of orange peach palm fruits, while at only 6% in the coupled to electrospray ionization and triple quadrupole mass spectrometry.
yellow ones. There is limited information concerning promising sources J. Chromatogr. A 1216, 5398–5415. https://doi.org/10.1016/j.
chroma.2009.05.039.
of schaftoside and vicenin-2, and to the best of our knowledge, these Bijttebier, S.K.A., D’Hondt, E., Hermans, N., Apers, S., Voorspoels, S., 2013. Unravelling
compounds were not yet reported in any species from the genus Bactris ionization and fragmentation pathways of carotenoids using orbitrap technology: a
until now. Regarding other natural sources of these compounds, schaf­ first step towards identification of unknowns. J. Mass Spectrom. 48, 740–754.
https://doi.org/10.1002/jms.3203.
toside was previously identified in cotyledons of Prosopis alba (Faba­ Britton, G., 2020. Carotenoid research: history and new perspectives for chemistry in
ceae) (≈30%) (Cattaneo et al., 2016) and in Desmodium styracifolium biological systems. Biochim. Biophys. Acta (BBA) – Mol. Cell Biol. Lipids 1865 (11),
(Leguminosae) (≈86%) (Guo et al., 2015), while vicenin-2 can be found 158699. https://doi.org/10.1016/j.bbalip.2020.158699.
Britton, G., Liaaen-Jensen, S., Pfander, H., 2004. Carotenoids – Handbook. Birkhäuser
at high levels in Cyclopia subternata (Fabaceae) (Lee and Bae, 2020).
Basel. https://doi.org/10.1007/978-3-0348-7836-4, 647 pp.
Concerning the biological potential of flavonoids, schaftoside was Cao, J., Yin, C., Qin, Y., Cheng, Z., Chen, D., 2014. Approach to the study of flavone di-C-
reported to exert anti-melanogenic (Kim et al., 2018), glycosides by high performance liquid chromatography-tandem ion trap mass
anti-neuroinflamatory (Zhou et al., 2019) activities, and hep­ spectrometry and its application to characterization of flavonoid composition in
Viola yedoensis. J. Mass Spectrom. 49, 1010–1024. https://doi.org/10.1002/
atoprotective effects (Liu et al., 2020); also being traditionally used to jms.3413.
treat hepatitis, liver cirrhosis, gallstone disease (Liu et al., 2020). Carvalho, A.V., Vasconcelos, M.A.M., Silva, P.A., Assis, G.T., Ascheri, J.L.R., 2010.
Meanwhile, vicenin-2 was reported to exhibit anti-diabetic, anti-­ Technological chracterization of third generation extruded from cassava (Manihot
esculenta Crantz) and pupunha (Bactris gasipaes Kunth.) flour. Ciência e
glycation (Islam et al., 2014), anti-inflammatory (Marrassini et al., Agrotecnologia 34 (4), 995–1003. https://doi.org/10.1590/S1413-
2011) and hepatoprotective (Lee and Bae, 2020) activities. 70542010000400028.
Cattaneo, F., Costamagna, M.S., Zampini, I.C., Sayago, J., Alberto, M.R., Chamorro, V.,
Pazos, A., Thomas-Valdés, S., Schmeda-Hirschmann, G., Isla, M.I., 2016. Flour from
4. Conclusion Prosopis alba cotyledons: a natural source of nutrient and bioactive phytochemicals.
Food Chem. 208, 89–96. https://doi.org/10.1016/j.foodchem.2016.03.115.
Chisté, R.C., Fernandes, E., 2016. In: Silva, L.R., Silva, B. (Eds.), Bioactive Compounds
As peach palm fruits are widely consumed by the population in the
from Amazonian Fruits and Their Antioxidant Properties. Bentham Science
Amazonia region of Brazil, our study showed that the cooked pulps of Publishers, Sharjah, UAE, pp. 244–264.
both orange and yellow peach palm fruits have a promising bioactive Chisté, R.C., Mercadante, A.Z., 2012. Identification and quantification, by HPLC-DAD-
compound composition for the research and development of high- MS/MS, of carotenoids and phenolic compounds from the Amazonian fruit Caryocar
villosum. J. Agric. Food Chem. 60, 5884–5892. https://doi.org/10.1021/jf301904f.
quality derived food products with claimed health benefits to improve Colombo, R., Yariwake, J.H., McCullagh, M., 2008. Study of C- and O-glycosylflavones in
the human life-quality. In general, orange peach palm fruits exhibited a sugarcane extracts using liquid chromatography - exact mass measurement mass
higher relative percentage of provitamin A carotenoids and vicenin-2 spectrometry. J. Braz. Chem. Soc. 19 (3), 483–490. https://doi.org/10.1590/S0103-
50532008000300016.
than yellow fruits, indicating the high biological potential of the or­ Cuyckens, F., Claeys, M., 2004. Mass spectrometry in the structural analysis of
ange peach palm fruit variety. flavonoids. J. Mass Spectrom. 39, 1–15. https://doi.org/10.1002/jms.585.
To the best or our knowledge, this if the first report concerning the De Rosso, V.V., Mercadante, A.Z., 2007. Identification and quantification of carotenoids,
by HPLC-PDA-MS/MS, from Amazonian fruits. J. Agric. Food Chem. 55, 5062–5072.
identification of phenolic compounds in peach palm fruits and consid­ https://doi.org/10.1021/jf0705421.
ering the reported biological activities of schaftoside and vicenin-2, both Geng, P., Sun, J., Zhang, M., Li, X., Harnly, J.M., Chen, P., 2016. Comprehensive
fruits can be seen as a natural source of these compounds, which in­ characterization of C-glycosyl flavones in wheat (Triticum aestivum L.) germ using
UPLC-PDA-ESI/HRMSn and mass defect filtering. J. Mass Spectrom. 51 (10),
crease the strategies for the valorisation of these Amazonian fruits,
914–930. https://doi.org/10.1002/jms.3803.
encouraging different sectors of the production chain. Guo, P., Yan, W., Han, Q., Wang, C., Zhang, Z., 2015. Simultaneous quantification of 25
active constituents in the total flavonoids extract from Herba Desmodii styracifolii by
high-performance liquid chromatography with electrospray ionization tandem mass
Author contribution statement spectrometry. J. Sep. Sci. 38, 1156–1163. https://doi.org/10.1002/jssc.201401360.
Hamilton, M.L., Kuate, S.P., Brazier-Hicks, M., Caulfield, J.C., Rose, R., Edwards, R.,
Evellyn Laís Neves Costa, Sara Monteiro: Data curation; Formal Torto, B., Pickett, J.A., Hooper, A.M., 2012. Elucidation of the biosynthesis of the di-
C-glycosylflavone isoschaftoside, an allelopathic component from Desmodium spp.
analysis; Investigation; Methodology; Software; Validation; Visualiza­ that inhibits Striga spp. development. Phytochemistry 84, 169–176. https://doi.org/
tion; Roles/Writing – original draft. Renan Chisté, Adriana Merca­ 10.1016/j.phytochem.2012.08.005.
dante: Data curation; Funding acquisition, Supervision, Project Harborne, J.B., 1975. Flavonoid sulphates: a new class of sulphur compounds in higher
plants. Phytochemistry 14, 1147–1155. https://doi.org/10.1016/S0031-9422(00)
administration, Resources, Visualization, Investigation, Conceptualiza­ 98585-6.
tion, Methodology, Writing – review & editing. Islam, M.N., Ishita, I.J., Jung, H.A., Choi, J.S., 2014. Vicenin 2 isolated from Artemisia
capillaris exhibited potent anti-glycation properties. Food Chem. Toxicol. 69, 55–62.
https://doi.org/10.1016/j.fct.2014.03.042.
Ito, T., Fujimoto, S., Suito, F., Shimosaka, M., Taguchi, G., 2017. C-Glycosyltransferases
Declaration of Competing Interest
catalyzing the formation of di-C-glucosyl flavonoids in citrus plants. Plant J. 91,
187–198. https://doi.org/10.1111/tpj.13555.
The authors report no declarations of interest.

7
R.C. Chisté et al. Journal of Food Composition and Analysis 99 (2021) 103873

Jatunov, S., Quesada, S., Díaz, C., Murillo, E., 2010. Carotenoid composition and Rivera, S.M., Christou, P., Canela-Garayoa, R., 2013. Identification of carotenoids using
antioxidant activity of the raw and boiled fruit mesocarp of six varieties of Bactris mass spectrometry. Mass Spectrom. Rev. 33 (5), 353–372. https://doi.org/10.1002/
gasipaes. Archivos Latinoamericanos de Nutrición 60 (1), 99–104. mas.21390.
Jeong, K.M., Yang, M., Jin, Y., Kim, E.M., Ko, J., Lee, J., 2017. Identification of major Rodriguez-Amaya, D.B., 1999. Latin american food sources of carotenoids. Archivos
flavone C-glycosides and their optimized extraction from Cymbidium kanran using Latinoamericanos de Nutrición 49 (3 Suppl 1), 74–84.
deep eutectic solvents. Molecules 22, 2006. https://doi.org/10.3390/ Rojas-Garbanzo, C., Pérez, A.M., Bustos-Carmona, J., Vaillant, F., 2011. Identification
molecules22112006. and quantification of carotenoids by HPLC-DAD during the process of peach palm
Jiang, N., Doseff, A.I., Grotewold, E., 2016. Flavones: from biosynthesis to health (Bactris gasipaes H.B.K.) flour. Food Res. Int. 44, 2377–2384. https://doi.org/
benefits. Plants 5, 27. https://doi.org/10.3390/plants5020027. 10.1016/j.foodres.2011.02.045.
Kim, P.S., Shin, J.H., Jo, D.S., Shin, D.W., Choi, D.-W., Kim, W.J., Park, K., Kim, J.K., Rojas-Garbanzo, C., Pérez, A.M., Castro, M.L.P., Vaillant, F., 2012. Major
Joo, C.G., Lee, J.S., Choi, Y., Shin, Y.W., Shin, J.J., Jeon, H.B., Seo, J.-H., Cho, D.-H., physicochemical and antioxidant changes during peach palm (Bactris gasipaes H.B.
2018. Anti-melanogenic activity of schaftoside in Rhizoma arisaematis by increasing K.) flour processing. Fruits 67, 415–427. https://doi.org/10.1051/fruits/2012035.
autophagy in B16F1 cells. Biochem. Biophys. Res. Commun. 503, 309–315. https:// Rojas-Garbanzo, C., Pérez, A.M., Vaillant, F., Pineda-Castro, M.L., 2016. Physicochemical
doi.org/10.1016/j.bbrc.2018.06.021. and antioxidant composition of fresh peach palm (Bactris gasipaes Kunth) fruits in
Lee, I.-C., Bae, J.-S., 2020. Hepatoprotective efects of vicenin‑2 and scolymoside through Costa Rica. Braz. J. Food Technol. 19, e2015097 https://doi.org/10.1590/1981-
the modulation of inflammatory pathways. J. Nat. Med. 74, 90–97. https://doi.org/ 6723.9715.
10.1007/s11418-019-01348-x. Said, R.B., Hamed, A.I., Mahalel, U.A., Al-Ayed, A.S., Kowalczyk, M., Moldoch, J.,
Liu, M., Zhang, G., Wu, S., Song, M., Wang, J., Cai, W., Mi, S., Liu, C., 2020. Schaftoside Oleszek, W., Stochmal, A., 2017. Tentative characterization of polyphenolic
alleviates HFD-induced hepatic lipid accumulation in mice via upregulating compounds in the male flowers of Phoenix dactylifera by liquid chromatography
farnesoid X receptor. J. Ethnopharmacol. 255, 112776 https://doi.org/10.1016/j. coupled with mass spectrometry and DFT. Int. J. Mol. Sci. 18, 512. https://doi.org/
jep.2020.112776. 10.3390/ijms18030512.
Luna-Guevara, M.L., Luna-Guevara, J.J., Hernández-Carranza, P., Ruíz-Espinosa, H., Tchoumtchoua, J., Mathiron, D., Pontarin, N., Gagneul, D., Van Bohemen, A.I.,
Ochoa-Velasco, C.E., 2018. Phenolic compounds: a good choice against chronic N’nang, E.O., Mesnard, F., Petit, E., Fontaine, J.X., Molinié, R., Quéro, A., 2019.
degenerative diseases. Studies in Natural Products Chemistry 59, 79–108. https:// Phenolic profiling of flax highlights contrasting patterns in Winter and Spring
doi.org/10.1016/B978-0-444-64179-3.00003-7. varieties. Molecules 24, 4303. https://doi.org/10.3390/molecules24234303.
Marrassini, C., Davicino, R., Acevedo, C., Anesini, C., Gorzalczany, S., Ferraro, G., 2011. Teles, Y.C.F., Souza, M.S.R., Souza, M.F.V., 2018. Sulphated flavonoids: biosynthesis,
Vicenin-2, a potential anti-infammatory constituent of Urtica circularis. J. Nat. Prod. structures, and biological activities. Molecules 23, 480. https://doi.org/10.3390/
74, 1503–1507. https://doi.org/10.1021/np100937e. molecules23020480.
Matos, K.A.N., Lima, D.P., Barbosa, A.P.P., Mercadante, A.Z., Chisté, R.C., 2019. Peels of Van Breemen, R.B., Dong, L., Pajkovic, N.D., 2012. Atmospheric pressure chemical
tucumã (Astrocaryum vulgare) and peach palm (Bactris gasipaes) are by-products ionization tandem mass spectrometry of carotenoids. Int. J. Mass Spectrom. 312,
classified as very high carotenoid sources. Food Chem. 272, 216–221. https://doi. 163–172. https://doi.org/10.1016/j.ijms.2011.07.030.
org/10.1016/j.foodchem.2018.08.053. Yuyama, L.K.O., Cozzolino, S.M.F., 1996. Effect of supplementation with peach palm as
Mesquita, L.M.S., Neves, B.V., Pisani, L.P., De Rosso, V.V., 2020. Mayonnaise as a model source of vitamin A: study with rats. Revista Saúde Pública 30 (1), 61–66. https://
food for improving the bioaccessibility of carotenoids from Bactris gasipaes fruits. doi.org/10.1590/S0034-89101996000100008.
LWT - Food Sci. Technol. 122, 109022 https://doi.org/10.1016/j.lwt.2020.109022. Yuyama, L.K.O., Favaro, R.M.D., Yuyama, K., Vannucchi, H., 1991. Bioavailability of
Murillo, E., 2018. Far UV peaks contribute for identification of carotenoids E/Z isomers. vitamin A from peach palm (Bactris gasipaes H.B.K. and from mango (Mangifera
J. Food Compos. Anal. 67, 159–162. https://doi.org/10.1016/j.jfca.2017.12.037. indica L.) in rats. Nutr. Res. 11 (10), 1167–1175. https://doi.org/10.1016/s0271-
Pires, M.B., Amante, E.R., Lopes, A.S., Rodrigues, A.M.C., Silva, L.H.M., 2021. Peach 5317(05)80694-3.
palm flour (Bactris gasipae Kunth): potential application in the food industry. Food Zhou, K., Wu, J., Chen, J., Zhou, Y., Chen, X., Wu, Q., Xu, Y., Tu, W., Lou, X., Yang, G.,
Sci. Technol. (Campinas) 39 (3), 613–619. https://doi.org/10.1590/fst.34617. Jiang, S., 2019. Schaftoside ameliorates oxygen glucose deprivation-induced
Ribeiro, A.B., Chisté, R.C., Lima, J.L.F.C., Fernandes, E., 2016. Solanum diploconos fruits: inflammation associated with the TLR4/Myd88/Drp1-related mitochondrial fission
profile of bioactive compounds and in vitro antioxidant capacity of different parts of in BV2 microglia cells. J. Pharmacol. Sci. 139, 15–22. https://doi.org/10.1016/j.
the fruit. Food Funct. 7, 2249. https://doi.org/10.1039/c6fo00326e. jphs.2018.10.012.

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