Academic Journal

Oleanolic acid and hederagenin glycosides from Weigela stelzneri.

التفاصيل البيبلوغرافية
العنوان: Oleanolic acid and hederagenin glycosides from Weigela stelzneri.
المؤلفون: Rezgui, Abdelmalek1, Mitaine-Offer, Anne-Claire1, Miyamoto, Tomofumi2, Tanaka, Chiaki2, Delemasure, Stéphanie3, Dutartre, Patrick3, Lacaille-Dubois, Marie-Aleth1 m-a.lacaille-dubois@u-bourgogne.fr
المصدر: Phytochemistry. Mar2016, Vol. 123, p40-47. 8p.
مصطلحات موضوعية: *GLYCOSIDES, *WEIGELA, *CHEMICAL inhibitors, *NUCLEAR magnetic resonance spectroscopy, *ANTI-inflammatory agents
مستخلص: Four previously undescribed and one known oleanolic acid glycosides were isolated from the roots of Weigela stelzneri , and one previously undescribed and three known hederagenin glycosides were isolated from the leaves. Their structures were elucidated mainly by 2D NMR spectroscopic analysis and mass spectrometry as 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-α- l -arabinopyranosyloleanolic acid, 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-β- d -xylopyranosyloleanolic acid, 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -glucopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-β- d -xylopyranosyloleanolic acid, 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-α- l -arabinopyranosyloleanolic acid 28- O -β- d -glucopyranosyl-(1 → 6)-β- d -glucopyranosyl ester, and 3- O -β- d -glucopyranosyl-(1 → 2)-α- l -arabinopyranosylhederagenin 28- O -β- d -xylopyranosyl-(1 → 6)-[α- l -rhamnopyranosyl-(1 → 2)]-β- d -glucopyranosyl ester. The majority of the isolated compounds were evaluated for their cytotoxicity against two tumor cell lines (SW480 and EMT-6), and for their anti-inflammatory activity. The compounds 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-α- l -arabinopyranosyloleanolic acid and 3- O -β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 4)-β- d -xylopyranosyl-(1 → 3)-α- l -rhamnopyranosyl-(1 → 2)-β- d -xylopyranosyloleanolic acid exhibited the strongest cytotoxicity on both cancer cell lines. They revealed a 50% significant inhibitory effect of the IL-1β production by PBMCs stimulated with LPS at a concentration inducing a very low toxicity of 23% and 28%, respectively. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:00319422
DOI:10.1016/j.phytochem.2015.12.016