Chemical constituents from stems and leaves of Clausena emarginata / 中国中药杂志

The chemical constituents from the stems and leaves of Clausena emarginata were separated and purified by column chromatographies on silica gel,ODS,Sephadex LH-20,and PR-HPLC. The structures of the isolated compounds were identified on the basis of physicochemical properties and spectroscopic analysis,as well as comparisons with the data reported in the literature. Sixteen compounds were isolated from the 90% ethanol extract of the stems and leaves of C. emarginata,which were identified as siamenol( 1),murrastanine A( 2),3-formyl-1,6-dimethoxycarbazole( 3),3-methoxymethylcarbazole( 4),3-methylcarbazole( 5),murrayafoline A( 6),3-formylcarbazole( 7),3-formyl-1-hydroxycarbazole( 8),3-formyl-6-methoxycarbazole( 9),murrayanine( 10),murrayacine( 11),girinimbine( 12),nordentatin( 13),chalepin( 14),8-hydroxy-6-methoxy-3-pentylisocoumarin( 15) and ethyl orsellinate( 16). Compounds 1-4,14-16 were isolated from C. emarginata for the first time. Among them,compounds 1,2,15 and 16 were isolated from the genus Clausena for the first time. All isolated compounds were evaluated for their cytotoxic activities against five human cancer cell lines: HL-60,SMMC-7721,A-549,MCF-7 and SW480 in vitro. Compounds 12 and 14 showed significant inhibitory effects against various human cancer cell lines with IC_(50) values comparable to those of doxorubicin.

Lignans from stems of Clausena emarginata / 中草药

Objective To investigate the lignans from the stems of Clausena emarginata. Methods The compounds were isolated and purified by chromatography on kieselguhr, silica gel, MPLC, and preparative HPLC. Their structures were identified on the basis of spectral data and physicochemical properties. Inhibitory activities on LPS-induced NO production of the lignans were initially investigated. Results Sixteen lignans were isolated from the CHCl3 fractions of 95% ethanol extract of the stems of C. emarginata, and their structures were identified as buddlenol C (1), hedyotol D (2), hedyotol C (3), 3-(2,4-dihydroxy-3-methoxybenzyl)-4- (4-hydroxy-3-methoxybenzyl) tetrahydrofuran (4), tripterygiol (5), busaliol (6), 2,3-bis [(4-hydroxy-3,5-dimethoxyphenyl)-methyl]- 1,4-butanediol (7), polystachyol (8), syringaresinol (9), nitidanin (10), 4-[3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy- 2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol (11), erythro-guaiacylglycerol-β-O-4’-sinapyl ether (12), erythro-guaiacylglycerol- 8-O-4’-(coniferyl alcohol) ether (13), erythro-1-(4-hydroxy-3-methoxyphenyl)-2-(4-formyl-2-methoxyphenoxy)-propane-1,3-diol (14), rosalaevin B (15), and dehydroconiferyl alcohol (16). Conclusion Compounds 1-15 are isolated from this plant for the first time. Compounds 8 and 16 show inhibitory effects against LPS-induced NO production in microglia BV2 Cell.

Chemical constituents from stems of Clausena emarginata / 中草药

Objective: To investigate the chemical constituents from the stems of Clausena emarginata. Methods: The compounds were isolated by macroporous resin, silica gel, ODS column chromatography, Sephadex LH-20, reversed-phase MPLC, and then purified by preparative HPLC. Their structures were determined by the analysis of ultraviolet spectrum, mass spectrum, and NMR spectrum. Neuroprotective activities of compounds 11 and 12 were initially investigated. Results: Sixteen compounds were isolated from the petroleum ether and acetone fractions of 95% ethanol extract of the stems of Cl. emarginata, and their structures were identified as 1H-Indole-3-carboxaldehyde (1), E-N-benzoiltiramine (2), dehydrodiconiferyl alcohol (3), tortoside A (4), zhebeiresinol (5), evofolin B (6), 2,3,5,4'-tetrahydroxystilbene-2-O-β-D-glucopyranoside (7), echipuroside A (8), 3-methylcarbazole (9), murrayafoline A (10), clausine Z (11), indizoline (12), clausenaline B (13), mafaicheenamine A (14), dictamnine (15), and honokiol (16). Conclusion: Compounds 1-8 are isolated from the plants of genus Clausena L. for the first time, compounds 1-16 are isolated from this plant for the first time. Compounds 11 and 12 show the neuroprotective activity against rotenone induced PC12 cell damage.