Lignans from stems and leaves of Cephalotaxus fortunei / 中草药

Objective: To study chemical constituents of Cephalotaxus fortunei. Methods: The chemical constituents were separated and purified by preparative thin-layer chromatography, silica gel, ODS, HP20 macroporous resin and Sephadex LH-20 gel column chromatography, and semi-preparative HPLC. Their structures were determined by NMR and ESI-MS spectroscopic techniques. Results: Seventeen lignans were isolated from the ethanol extracts of C. fortunei and their structures were identified as shonanin (1), arctigenin (2), α-conidendrin (3), matairesinol (4), nortrachelogenin (5), epinortrachelogenin (6), (7'S)- hydroxymatairesinol (7), (7'R)-hydroxymatairesanol (8), (7'S)-hydroxyarctigenin (9), secoisolariciresinol (10), 4,4'-di-O-methylcephafortin A (11), 5-(3″,4″-dimethoxyphenyl)-3-hydroxy-3-(4'-hydroxy-3'-methoxybenzyl)-4-hydroxymethyl-dihydrofuran-2-one (12), cephafortin B (13), dihydrodehydrodiconiferyl alcohol (14), 7R,8S-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan (15), 7R,8R-4,7,9,9'- tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan (16), and threo-1,2-bis-(4-hydroxy-3-methoxyphenyl)-1,3-propanediol (17). Conclusion: Compounds 3, 6, 10 and 17 were isolated from genus Cephalotaxus for the first time, and compounds 4, 5, 7-9, 12 and 14 were isolated from C. fortunei for the first time.

Lignan constituents from Balanophora involucrate and their anti-inflammatory activities / 中草药

Objective: To study the chemical constituents in the whole herb of Balanophora involucrate. Methods: The compounds were isolated and purified using polyamide, silica gel colimu, ODS, MCI gel, and semi-preparative HPLC, and their structures were elucidated by means of physicochemical properties and spectroscopic analysis. The anti-inflammatory activities of all the isolated compounds were evaluated using Griess method and ELISA for the determination of LPS-induced NO and IL-6 releases in inflammation cell model induced by LPS. Results: Eleven lignans were isolated from 75% ethyl alcohol extract from the whole herb of B. involucrata and identified as (+)-pinoresinol (1), (+)-5’-hydroxypinoresinol (2), isolariciresinol 4-O-β-D-glucopyranoside (3), (+)-isolariciresinol (4), burselignan (5), (+)-9-acetoxyisolariciresinol (6), yunnanensin A (7), (-)-secoisolariciresinol-4-O-β-D- glucopyranoside (8), (-)-secoisolariciresinol (9), dihydrocubebin (10), and secoisolariciresinol-9’-acetate (11). Conclusion: Among them, compound 11 is a new natural product, and compound 2, 5, 7, 8, and 10 are isolated from the genus of Balanophora for the first time. All compounds showed strong anti-inflammatory activities.

Study on lignan constituents from aerial part of Rubia cordifolia / 中草药

Objective To investigate the chemical constituents of the aerial part of Rubia cordifolia. Methods All compounds were isolated and purified by silica gel, Sephadex LH-20, and MCI column chromatography. Their structures were determined by physicochemical properties and spectral data. Results Eleven compounds were isolated and identified as: (-)-episyringaresinol (1), (-)-secoisolariciresinol (2), (-)-3,4-divanillyl tetrahydrofuran (3), lignans (+)-demethoxypinoresinol (4), (+)-syringaresinol (5), (+)-isolariciresinol (6), burselignan (7), (7S,8R)-dihydrodehydroconiferyl alcohol (8), 4,5'-dimethoxy-lariciresinol (9), (+)-7R,8S-5- methoxydihydrodehydroconifery alcohol (10), and 5,5'-dimethoxy-7-oxolariciresinol (11). Conclusion All compounds are isolated from this plant for the first time.

Liposoluble Constituents of Urticae Rhizoma / 中国药学杂志

OBJECTIVE: To investigate the liposoluble constituents of Urticae Rhizoma. METHODS: The compounds were isolated and purified by silica gel, Sephadex LH-20, ODS gel column chromatographies, and semi-preparative HPLC. The structures were elucidated on the basis of spectral data and physiochemical properties. RESULTS: Twenty-one compounds were isolated from the ethyl acetate fraction of Urticae Rhizoma, and identified as(-)-urticol(1),(-)-secoisolariciresinol(2), 23-hydroxybetulinic acid(3), 2α,3β, 24-trihydroxy-12-oleanen-28-oic acid(4), cleomiscosin A (5), dihydro-4-hydroxy-5-hydroxymethyl-2(3H)-furanone(6), methyl chlorogenate(7), kaempferol(8), pinoresinol monomethyether-4'-O-β-D-glucopyranoside(9), martairesinol-4'-O-β-D-glucopyranoside(10), cycloolivil-6-O-β-D-glucopyranoside(11), stigmasterol-3-O-β-D-glucopyranoside(12), nicotinamide(13), trans-caffeic acid-4-O-β-D-glucopyranoside(14), esculin(15), 5-hydroxyl-7-methoxycoumarin-8-O-β-D-glucopyranoside(16), 6-oxymethyluteolin-7-O-β-D-glucopyranoside(17), luteolin-7-O-β-D-glucopyranoside(18), quercetin-3-O-(4″-methoxy)-α-L-rhamnopyranoside(19), 2'-deoxy uridine(20), and apigenin-6, 8-di-C-β-D-glycoside(21), respectively. CONCLUSION: All the compounds, except 8 and 12, are isolated from U. fissa for the first time. Meanwhile, compounds 5, 6, 9, 10, 11, 14, 16, 17, and 19 are all found in Urticaeae plants for the first time.

Chemical constituents from stem bark of Styrax perkinsiae / 中草药

Objective: To study the chemical constituents from the stem bark of S. perkinsiae. Methods: The chemical constituents were separated and purified by chromatographic methods after solvent extraction and were identified by spectroscopic analyses. Results: Ten lignans were isolated from the stem bark of S. perkinsiae and identified as following: obassioside B (1), lariciresinol 4-O-β-D-glucoside (2), (-)-secoisolariciresinol 4-O-β-D-glucopyranoside (3), lariciresinol 4′-O-β-D-glucoside (4), lanicepside A (5), isolariciresinol 4-O-β-D-glucopyranoside (6), (+)-lariciresinol 9-O-β-D-glucopyranoside (7), isotachioside (8), 2R*, 3S*-dihydro-dehydrodiconiferyl alcohol 4′-O-β-D-glucopyranoside (9), and pinoresinol (10). Conclusion: Eight compounds (2-9) are isolated from the plants of Styrax Linn. for the first time.

Chemical constituents from seeds of Ferula sinkiangensis / 中草药

Objective: To study the chemical constitutions from the seeds of Ferula sinkiangensis. Methods: Using different chromatographic methods to isolate and purify the compounds and to identify their structures by physicochemical properties and spectroscopic technology. Results: Thirty-two compounds were isolated and elucidated as butanedioic acid (1), variecolorquinonesa (2), β-sitosterol (3), stigmasterol-3-O-glucoside (4), 1-(3-ethylphenyl)-1,2-ethanediol (5), pinoresinol (6), (7,8-cis-8,8'-trans)- 2',4'-dihydroxyl-3,5-dimethoxy-lariciresinol (7), secoisolariciresinol (8), n-hexacosanol (9), isoquercitrin (10), quercetin (11), ferulic acid (12), stigmasterol (13), luteolin-7-O-β-D-gluronide (14), (R)-2'-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexacosan-2-yl] nonadanamide (15), macrathoinf (16), 1,5-di-O-caffeoylquinic (17), arctiin (18), parvifoliolsg (19), 5-hydroxymethyl fufural (20), daucosterol (21), vanillic acid (22), sucrose (23), rutin (24), neoarctina (25), methyl chlorogenate (26), 5-O-caffeoylquinic (27), uridine (28), inosine (29), 7-hydroxy coumarin (30), chlorogenic acid (31), and caffeic acid (32). Conclusion: Compounds 2, 5-11, 14-20, 22, 24-29, 31, and 32 are isolated from the plants of Ferula L. for the first time.

Consumo materno de dois compostos bioativos da semente da linhaça sobre parâmetros bioquímicos e hormonais das mães e proles durante a lactação / Maternal consumption of two bioactive compounds from flax seed on biochemical and hormonal parameters of mothers and offspring during lactation

Avaliamos o efeito do consumo materno de SDG (Diglicosídeo Secoisolariciresinol) e de óleo de Linhaça+SDG sobre parâmetros bioquímicos e hormonais das ratas e das proles machos e fêmeas na lactação. As ratas lactantes foram separadas em: controle (C), ração controle cuja proteína foi caseína; (SDG): ração C com 400mg de SDG/Kg de ração; OLSDG: ração C com 400mg de SDG/Kg de ração e 7% de óleo de linhaça. No 14º e 20º dias de lactação as ratas foram ordenadas e no 21º dia foram sacrificadas por punção cardíaca. Leite e soro foram coletados para avaliação bioquímica e hormonal. Hormônios foram quantificados por radioimunoensaio. As proles machos e fêmeas foram sacrificadas aos 14 e 21 dias de idade. Os animais foram eviscerados para análise da composição corporal. Monitoramos a ingestão alimentar e a massa corporal (MC) durante o período experimental. As ratas SDG apresentaram maior gordura corporal (GC; +39%), enquanto as OLSDG menor conteúdo mineral (-20%) e trigliceridemia (TG) (-39%). As ratas SDG e OLSDG apresetaram hiperprolactinemia (+389% e 153%, respectivamente) sem alteração na concentração de estradiol. No 14º dia de lactação, o leite das ratas OLSDG apresentou menores teores de lactose (-17%) e de proteínas (-20%) e o das ratas SDG apenas menor teor de proteína (-21%). A partir do 13º dia de lactação tanto os machos quanto as fêmeas OLSDG apresentaram menor MC (-14%, -16%, respectivamente). No 14º dia de lactação os machos SDG e OLSDG apresentaram menor gordura corporal (-24%, -55%, respectivamente) e a prole SDG maior massa de gordura visceral (+39%). Os machos SDG apresentaram maiores concentrações de TG (+105%) e hipoprolactinemia (-41%). Os machos OLSDG também apresentaram hipoprolactinemia (-41%). As fêmeas SDG e OLSDG apresentaram maior estradiol aos 14 dias (+86% e +176%) que se normalizou aos 21 dias, maior colesterolemia (+16%) e as SDG apresentaram maior trigliceridemia (+74%). Aos 21 dias os machos e as fêmeas SDG e OLSDG...

We evaluated the mother's intake of SDG (Diglicoside secoisolariciresinol) and flaxseed oil + SDG upon biochemical and hormonal parameters of lactating female rats and the male and female offspring during lactation. The female lactating rats were divided into: Control (C): feeding a diet with casein; (SDG): feeding diet C added 400mg of SDG/Kg diet; (OLSDG): diet C added 400mg of SDG/Kg diet and 7% of flaxseed oil. Milk samples were obtained on the 14th and 20th days of lactation and the mothers were sacrificed and blood collected by cardiac puncture on the 21st day. Milk and serum were collected for biochemical and hormonal analysis. The male and female offsprings were sacrified on the 14th and 21th day. The hormonal dosages were measured by radioimunassay. The animals were completely eviscerated to analyze body composition. Body mass (BM) and food intake were monitored during all experimental period. The SDG rats showed higher fat mass (+39%) while the OLSDG rats showed lower mineral content (-20%) and triglycerides (TG) serum levels (-39%). The SDG and OLSDG rats showed higher prolactin levels (+339% and +153% respectively) without changes in serum estradiol. On the 14th day of lactation we observed lower lactose (-17%) and protein (-20%) content in the OLSDG rat's milk while in the SDG only lower protein (-21%). From the 13th day of lactation both the males and females OLSDG showed lower BM (-14%, -16%, respectively). On the 14th day the male SDG and OLSDG showed lower fat mass (-24%, -55%, respectively), and the SDG offspring showed higher visceral fat mass (+39%). The SDG male also showed higher TG levels (+105%) and lower prolactin levels (-41%). The OLSDG males also showed lower prolactin serum levels (-41%). The OLSDG female showed higher serum estradiol at 14 days (+86% e +176%), which normalized at 21 days and higher cholesterolemia (+16%) and the SDG female presented higher TG levels (+74%). On day 21th day the male and female SDG and OLSDG...

EFFECTS OF SECOISOLARICIRESINOL ON PROLIFERATION OF BREAST CANCER MCF-7 CELLS / 营养学报

Objective To observe the effects of secoisolariciresinol (SECO) and its metabolites, enterolactone (ENL) and enterodiol (END), on proliferation of MCF-7 cell line and to the probable mechanism. Method Effect of SECO, END, ENL and genistein (GEN) on MCF-7 proliferation was investigated by MTT assay. Cell cycle arrest was measured by flow cytometry (FCM). Cell morphology was observed by optical microscope. The anticarcinogenic mechanism of SECO was analyzed. Results SECO had promotive effect on the cell growth at lower concentration (≤40 ?mol/L) but inhibition effect at higher concentration (100 ?mol/L). ENL and END, however, showed significant inhibition effect at all tested concentrations (10~100?mol/L). The cell cycle progression was arrested at G2/M phase and apoptosis was observed by optical microscope. Conclusion Effect of SECO on the MCF-7 cell proliferation depends on its concentration. Inhibition effect of SECO may relate to its metabolites ENL or END.