Cytotoxic Oleanane-Type Saponins from Albizia inundata

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• 作者：Huaping Zhang ; Abbas K. Samadi ; Karumanchi V. Rao ; Mark S. Cohen ; Barbara N. Timmermann
• 刊名：Journal of Natural Products
• 出版年：2011
• 出版时间：March 25, 2011
• 年：2011
• 卷：74
• 期：3
• 页码：477-482
• 全文大小：749K
• 年卷期：v.74,no.3(March 25, 2011)
• ISSN：1520-6025

文摘

Bioassay-guided fractionation of a CH₂Cl₂鈭扢eOH extract of the aerial parts of Albizia inundata resulted in the isolation of two new natural oleanane-type triterpene saponins {3-O-[伪-l-arabinopyranosyl(1鈫?)]-2-acetamido-2-deoxy-尾-d-glucopyranosyl oleanolic acid (1) and 3-O-[伪-l-arabinopyranosyl(1鈫?)-伪-l-arabinopyranosyl(1鈫?)]-2-acetamido-2-deoxy-尾-d-glucopyranosyl acacic acid lactone (2)} along with seven known saponins {3-O-[伪-l-arabinopyranosyl(1鈫?)]-2-acetamido-2-deoxy-尾-d-glucopyranosyl echinocystic acid (3), 3-O-[尾-d-xylopyranosyl (l鈫?)-伪-l-arabinopyranosyl(l鈫?)]-2-acetamido-2-deoxy-尾-d-glucopyranosyl acacic acid lactone (concinnoside D) (4), 3-O-[尾-d-glucopyranosyl(l鈫?)]-尾-d-glucopyranosyl oleanolic acid (5), 3-O-[伪-l-arabinopyranosyl(1鈫?)-伪-l-arabinopyranosyl(l鈫?)]-尾-d-glucopyranosyl oleanolic acid (6), 3-O-[尾-d-xylopyranosyl(1鈫?)-伪-l-arabinopyranosyl(l鈫?)]-尾-d-glucopyranosyl oleanolic acid (7), 3-O-[伪-l-arabinopyranosyl(l鈫?)-伪-l-arabinopyranosyl(1鈫?)-[尾-d-glucopyranosyl(l鈫?)]-尾-d-glucopyranoside echinocystic acid (8), and 3-O-[尾-d-xylopyranosyl(l鈫?)-伪-l-arabinopyranosyl(1鈫?)-[尾-d-glucopyranosyl(l鈫?)]-尾-d-glucopyranoside echinocystic acid (9)}. The structures of 1 and 2 were established on the basis of extensive 2D NMR (¹H鈭?sup>1H COSY or DQF-COSY, HSQC, HMBC, TOCSY, and HSQC-TOCSY) spectroscopic, ESIMS, and chemical methods. Saponins 1, 3, 6, and 7 showed cytotoxicity against human head and neck squamous cells (JMAR, MDA1986) and melanoma cells (B16F10, SKMEL28) with IC₅₀ values in the range 1.8鈭?2.4 渭M, using the MTS assay.