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PHNG PHP CHIT HESPERIDIN T V QU QUT HNG


HUYN LAI VUNG - NG THP
L Th Thanh Xun *
Tm tt
Qu qut hng thu hi ti vn huyn Lai Vung, tnh ng Thp, c x l s b v thc hin
phng php tch, chit tin hnh tch hesperidin t v qu qut hng, sn phm thu c l tinh th
mu trng kt tinh trong methanol. Tinh th sau khi thu c tin hnh xc nh nhm chc bng ph
IR. ng thi thc hin qu trnh chng ct thu c tinh du v xc nh thnh phn ha hc chnh
trong tinh du l limonene chim 86,162%.
T kha: Qut hng, phng php tch, tch hesperidin, tinh du, thnh phn ha hc.
Abstract
Tangerines are harvested in the garden of Lai Vung district, Dong Thap province, which are treated
crudely. Through extraction method, hesperidin is separated from Tangerines skin and a white crystal
is obtained, which is crystalized in methanol. After the crystal is obtained, it is defined its group by
spectrum IR. At the same time, as the process of distillation is carried out, essential oil is obtained, and
the main chemical composition in essential oil to be defined is limonene with 86,162%.
Keywords: Tangerines of Lai Vung, separation method, separation hesperidin, essential oil, chemical
composition.
1. M u

2. Thc nghim

Qut (Citrus Reticulata Blanco) thuc chi Cam


(Citrus), h Cam (Rutaceae), l cy n qu c
trng ph bin Vit Nam nhng nhiu nht l
cc tnh min ng Nam B v ng bng sng
Cu Long. V qu qut hng c cha nhiu tinh
du v hp cht hesperidin. Hesperidin l mt loi
hot cht qu c s dng rng ri trong bo ch
nhiu loi thuc, bit dc v thc phm chc
nng. Hesperidin c tc dng khng vim, chng
xy ha, chng d ng, chng ung th, khng vi
sinh vt (vi khun, nm, vi rt), chng long
xng v c bit khi dng phi hp vi vitamin C
c tc dng cng hng v h tr hp th vitamin
C rt tt. Ngy nay, trong y hc lm sng, ngi
ta ang s dng nhiu loi thuc v bit dc
c bo ch t hesperidin iu tr mt s bnh
theo nhm dc l nh bnh v h mch, bnh
thp khp v bnh khp, Hesperidin thuc vo
nhm cc hp cht flavonoid c trong hu ht cc
phn ca thc vt bao gm: trong qu, thn, l, r
v hoa, trong hesperidin tp trung ch yu
lp v ci di dng kt tinh. Hesperidin l hp
cht flavonoid ch yu trong v qu cy h Cu
l hng (Rutaceae) thng c gi l h Cam.
Nhiu loi thuc trong s ny v ang c s
dng trong iu tr bnh ti Vit Nam.

2.1. Quy trnh tch Hesperidin t v qu


qut hng

2.1.1. Chit citroflavonoid ton phn bng ethanol


Thuyt minh quy trnh
V qu qut hng sau khi x l s b, c
chit nng vi cn nhit 70 800C trong 2
gi. Dch chit thu c em c quay thu hi dung
mi c cao ethanol, cao ethanol sau khi c quay
tin hnh acid ha iu chnh pH=5-6 s thu c
ta hot cht th c mu vng. Ta tan trong cn
700 sau lc nng loi b b v tp cht, thu
c dch lc, dch lc em kt tinh 24 gi thu
citroflavonoid ton phn.

2.1.2. Tch v tinh ch hesperidin ra khi


citroflavonoid ton phn
Thuyt minh quy trnh
- Citroflavonoid ton phn c chit ra t v
qu qut hng. Sau , chng ti tin hnh tch
hesperidin ra khi hn hp citroflavonoid ton

Thc s - Khoa Ha-Sinh-KTNN, Trng i hc ng Thp

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Khoa hoc Cong nghe

phn. Thc hin theo phng php chit rn


lng, ln lt bng aceton:ethylacetat (3:1), vi t
l rn/ lng l 1/5 trong 0,5 gi.
- Tinh ch sn phm: ha tan hesperidin th
vi methanol nhit si theo t l hesperidin/

2.2. Quy trnh ly trch tinh du v qu qut hng


Thuyt minh quy trnh
Qu qut hng c thu hi trn a bn huyn
Lai Vung, tnh ng Thp. Chn nhng qu ti
va chn ti, v nhn, ra ro nc, b cung,
bc rut, ly phn v v xay nhuyn. Nguyn liu

methanol l 1/200. Lc dung dch thu c qua


giy lc loi b tp cht khng tan. Trung ha
nng dung mi v 85% bng nc, Hesperidin
kt tinh nhit phng, ra nhiu ln thu c
hesperidin tinh th.

sau khi x l s b cho vo b chng ct li cun


hi nc. Tinh du sau khi chng ct tin hnh lm
khan bng Na2SO4. Thu c tinh du sn phm,
tinh du sn phm c lc vi dietylete sau
ui dung mi thu c tinh du qut hng c
mu vng nht, c hunh quang xanh, mi thm
d chu v nh hn nc.

3. Kt qu
3.1. nh danh nhm chc bng IR ca hesperidin

T kt qu phn tch ph hng ngoi (IR), chng ti nhn thy tng ng vi cc nhm chc sau:

Hnh1: Ph hng ngoi ca hp cht hesperidin

* 3546,54 cm-1; 3474,02 cm-1 v 3428,93cm-1:


chng t c nhm -OH lin kt hiro mnh.
* 2980,39 cm-1; 2938,49 cm-1 v 2915,87 cm-1:
chng t c nhm -CH (bo).

* 2850.13 cm-1: CH chng t c nhm OCH3


(aryl ete tn s cao).
* 1606,46 cm-1; 1520,32 cm-1; 1468,78 cm-1;
1443,83 cm-1 v 1402,15 cm-1: chng t c nhm

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3.2. Mt s ch s ha l

C=C (thm).
* 1647,98 cm : chng t c nhm C=O.

Bng 1. Ch s ha l ca tinh du

-1

* 1299,39 cm-1; 1278,01 cm-1; 1241,85 cm-1;


1204,63 cm-1; 1184,08 cm-1; 1156,30 cm-1; 1132,28
cm-1; 1096,83 cm-1; 1069,42 cm-1; 1053,60 cm-1;
1032,88 cm-1 v 1012,80 cm-1: chng t c nhm
CO.
* 1358.31 cm-1 cm-1 v 1340.97 cm-1: O H
ng phng.

Mu

T trng

Ch s
axit

Ch s este
ha

Tinh
0,8563 g/ml 0,648
11,59
du
Tinh du v qu qut hng c mu vng nht,
c hunh quang xanh, mi thm d chu v nh
hn nc.

* 974.55 cm-1: chng t c nhm C=C lin hp


vi nhm C=O.

3.3. Thnh phn ha hc ca tinh du bng


phng php GC/MS

Bng phng php ph hng ngoi (IR)


nhn danh c cc nhm chc: -OH; -CH (bo);
-OCH3; C=C (thm); C=O; -CO.

Mu tinh du sau khi chit, tch v lm khan


chng ti gi phn tch bng phng php GC/MS
ti Vin Khoa hc Vt liu thnh ph H Ch Minh
thu c kt qu sau:

Hnh2: Ph GC/MS ca tinh du

Kt qu phn tch ph cho thy trong tinh du


v qu qut hng c s hin din ca 28pic vi thi
gian lu khc nhau. Nhng chng ti nhn danh

c 23 cht, trong c Limonene (86,162%)


chim t l rt cao v y l thnh phn chnh trong
tinh du v qu qut hng.

Bng 1. Thnh phn hp cht c trong tinh du


STT

1
2
3
4
5
6
7
8
9
10
11

Thi gian
lu

6,043
7,268
7,819
8,249
9,295
9,928
10,317
10,787
11,477
11,955
15,208

Tn hp cht

1R-.alpha.-Pinene
Bicyclo[3.1.0]hexane, 4-methylen-1-(1-methylethyl)Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylen-, (1S)
2,6-Octadien-1-ol, 2,7-dimethylLimonene
1,3,6-Octatriene, 3,7-dimethyl, (Z)1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)1-Octanol
Bicyclo[4.1.0]hept-2-ene, 3,7,7-trimethyl1,6-Octadien-3-ol, 3,7-dimethyl3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-

Hm lng
(%)

1,758
0,737
5,292
0,447
86,162
0,233
0,107
0,901
0,073
1,279
0,198

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Khoa hoc Cong nghe

12
13
14
15
16
17
18
19

15,791
16,473
16,781
17,032
17,462
18,103
19,376
20,098

20

22,117

21
22
23

23,707
25,167
25,499

24

28,014

25

29,190

26

29,725

27
.28

38,314
55,418

3-Cyclohexen-1-methanol, .alpha.,.alpha.4-trimethylDecanal
#
2- Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-,cis6-Octen-1-ol, 3,7-dimethyl2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)4-(2,2-Dimethyl-6-methylenecyclohexyl)butanal
#
Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-1-(1methylethyl)-, (3R-trans)Copaene
#
Caryophyllene
1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-7-methyl3-methylene-4-(1-methylethyl)-, [3aS-(3a.alpha.,3b.beta.,4.beta.,7.
alpha.,7aS*)]#
Napthalene,
1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1methylethyl)-,[1S-(1.alpha.,4a.beta.,8a.alpha.)]#
1,2-Benzenedicarboxylic acid, diisooctyl ester

Bn cnh , c mt s hp cht khc:


Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylen-,
(1S) (5,292%); 1R-alpha-Pinene (1,758%);
1,6-Octadien-3-ol, 3,7-dimethyl- (1,279%). Ngoi
ra, cn c mt s hp cht chim t l rt thp
cha c nh danh l 0,209%; 0,064%; 0,181%;
0,092%; 0,071%....

0,511
0,415
0,071
0,082
0,290
0,056
0,194
0,209
0,067
0,161
0,064
0,124
0,084
0,181
0,093
0,092
0,12

4. Kt lun
Qu qut hng thu hi t nh vn huyn
Lai Vung, tnh ng Thp qua qu trnh x l s
b tm phng php tch hp cht hesperidin
v xc nh nhm chc bng phng php ph
IR. Phng php chng ct li cun hi nc thu
c tinh du v nh danh thnh phn hp cht
trong tinh du bng phng php GC/MS.

Ti liu tham kho


Dilexa Valera, Roimar Rivas, Jorge Luis Avila, Lianne Aubert, Miguel Alonso-Amelot and Alfredo
Usubillaga. 2003. The essential oil of Coleus amboinicus Loureiro chemical coamposition and evaluation
of insect anti-feedant effects Ciencia. Scietific Journal from the Experimental Faculty of Sciences at La
Universidad del Zulia.
Dng Phc An, Hunh Th Bch Tuyn, Nguyn Ngc Khi. 2010. Kho st hot tnh gii lo u
ca mt s tinh du t v qu cy chi Citrus h Rutaceace. Tp ch Y hc TP.HCM. s 12.
Tt Li. 2006. Nhng cy thuc v v thuc Vit Nam. NXB Y hc.
Nguyn Kim Phi Phng. 2007. Phng php c lp hp cht hu c. NXB HQG TP H Ch Minh.
Phm Th Minh Chung, Phm Duy Ton, Nguyn Th Tho Trn, L Ngc. 2009. Kho st tinh du
v tri v l qut ng (Citrus Reticulata Blanco) trng ti Tin Giang. Tp ch Dc liu. Tp 14.
(s 3). tr.145 150.
Rashmi Sahay Khare, Shanta Banerjee and Kanika Kundu. Colus aromaticus benth A nutritive
medicinal plant of potential therapeutic value. Department of Chemistry, MMV, Banaras Hindu
University, Varanasi, India 2Plantachem GbR, Industrie- und Gewerbegebiet 21, 16278 Pinnow (UM).
Germany.

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