The dried aerial parts (leaves and seeds) of L. lanatus were extracted separately.

Dried leaves
(950.0 g) were extracted with cold MeOH (5 L), five times. After concentration under vacuum, the
MeOH extract (280.0 g) was acidified to pH 2 – 3 and exhaustively extracted with Et2O to yield the
acidic ether extract (10.5 g). The pH of the aqueous fraction was adjusted to pH 8 – 9 and it was
exhaustively extracted with CH2Cl2 to yield the basic DCM extract (2.3 g). The DCM fraction was
subjected to a silica gel (230 – 400 mesh, 87.0 g) CC eluted with a gradient of CH2Cl2: MeOH to
give 83 fractions. Fractions 5 – 7 (CH2Cl2: MeOH, 92:8) with contained a Dragendorff’s positive
spot in TLC, were combined (25.0 mg) and resubmitted to a silica gel column (5.0 g) eluted with
CH2Cl2 containing increasing amounts of MeOH (up to 20%) to give 13-a-trans-
cinnamoyloxylupanine (2, mp 276 – 278 °C; [a] D25 + 42 {c 0.1, CH2Cl2}, 22 mg). Fractions 13 – 17
(CH2Cl2/MeOH 90:10), consisting of one alkaloid, were combined and concentrated in vacuum to
give 13-a-hydrioxylupanine (3, yellowish oil: [a] D25 + 45° {c 0.1, MeOH} 40 mg). Fractions 28-34
(CH2Cl2/MeOH 80:20), with contained a Draggendorf – positive spot in TLC, were combined (27.0
mg) and resubmitted to a silica gel column (5.0 g) eluted with CH2Cl2 containing increasing
amounts of MeOH (up to 40%) to give lanatine A (1,22 mg).

Dried seeds (1.230g) were extracted with hot hexane (6 L), three times to yielding, after
evaporation, (1.1 g) of fixed oil. The defeated seeds were extracted with MeOH (5 L), four times.
After concentration under vacuum, the MeOH extract (489.0 g) was acidified to pH 2 – 3 and
exhaustively extracted with Et2O to yield the acidic ether extract (16.0 g). The pH of the aqueous
fraction was adjusted to pH 8 – 9 with NH4OH and it was exhaustively extracted with CH2Cl2 to
yield the basic DCM extract (4.2 g). The CH2Cl2 fraction (2.0 g) was subjected to a silica gel (230 –
400 mesh, 160.0 g) CC eluted with a gradient of CH2Cl2/MeOH to give 52 fractions. Fraction 23 –
26 (CH2Cl2/MeOH 80:20), the only with contained a Dragendorff’s positive spot in TLC, were
combined and concentrated in vacuum to give multiflorine (4, yellowish oil: [a] D25 = -290° [c = 0.1,
MeOH], 21.0 mg).

Alcaloides de quinolizidina, como la lupanina, Multiflorina, esparteína y anagirina, se distribuyen

ampliamente en plantas del género. Sus efectos biológicos, como antiarrítmicos,
hipoglucemiantes, hipotensos, deprimentes del SNC, alucinógenos y se han estudiado actividades
estimulantes respiratorias, entre otras previamente

Las partes aéreas secas (hojas y semillas) de L. lanatus se extrajeron por separado. Las hojas secas
(950.0 g) se extrajeron con MeOH frío (5 l), cinco veces. Después de concentrar al vacío, el extracto
de MeOH (280.0 g) se acidificó a pH 2 - 3 y se extrajo exhaustivamente con Et2O para producir el
extracto de éter ácido (10.5 g). El pH de la fracción acuosa se ajustó a pH 8 - 9 y se extrajo
exhaustivamente con CH2Cl2 para producir el extracto básico de DCM (2,3 g). La fracción de DCM
se sometió a un gel de sílice (malla 230 - 400, 87.0 g) CC eluido con un gradiente de CH2Cl2: MeOH
para dar 83 fracciones. Las fracciones 5-7 (CH2Cl2: MeOH, 92: 8) con una mancha positiva de
Dragendorff contenida en TLC, se combinaron (25,0 mg) y se volvieron a someter a una columna de
gel de sílice (5,0 g) eluida con CH2Cl2 que contenía cantidades crecientes de MeOH (hasta 20%)
para dar 13-a-trans-cinamoilxilupanina (2, pf 276 - 278 ° C; [a] D25 + 42 {c 0.1, CH2Cl2}, 22 mg). Las
fracciones 13-17 (CH2Cl2 / MeOH 90:10), que consta de un alcaloide, se combinaron y se
concentraron al vacío para dar 13-a-hidrioxilupanina (3, aceite amarillento: [a] D25 + 45 ° {c 0.1,
MeOH} 40 mg). Las fracciones 28-34 (CH2Cl2 / MeOH 80:20), con una mancha positiva de
Draggendorf contenida en TLC, se combinaron (27,0 mg) y se volvieron a someter a una columna
de gel de sílice (5,0 g) eluida con CH2Cl2 que contenía cantidades crecientes de MeOH (hasta al
40%) para dar lanatina A (1,22 mg).

Las semillas secas (1.230 g) se extrajeron con hexano caliente (6 l), tres veces hasta obtener,
después de la evaporación, (1.1 g) de aceite fijo. Las semillas derrotadas se extrajeron con MeOH
(5 l), cuatro veces. Después de concentrar al vacío, el extracto de MeOH (489.0 g) se acidificó a pH
2 - 3 y se extrajo exhaustivamente con Et2O para producir el extracto de éter ácido (16.0 g). El pH
de la fracción acuosa se ajustó a pH 8 - 9 con NH4OH y se extrajo exhaustivamente con CH2Cl2
para producir el extracto básico de DCM (4,2 g). La fracción de CH2Cl2 (2,0 g) se sometió a un gel
de sílice (malla 230 - 400, 160,0 g) CC eluida con un gradiente de CH2Cl2 / MeOH para dar 52
fracciones. La fracción 23 - 26 (CH2Cl2 / MeOH 80:20), la única con una mancha positiva de
Dragendorff contenida en la TLC, se combinaron y se concentraron al vacío para proporcionar
multifloro (4, aceite amarillento: [a] D25 = -290 ° [c = 0,1, MeOH], 21,0 mg).