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玄参中的一种糖酯和一种环烯醚萜苷。

A sugar ester and an iridoid glycoside from Scrophularia ningpoensis.

作者信息

Nguyen Anh-Tho, Fontaine Jeanine, Malonne Hugues, Claeys Magda, Luhmer Michel, Duez Pierre

机构信息

Laboratory of Pharmacognosy, Bromatology and Human Nutrition, Institute of Pharmacy CP 205-9, Université Libre de Bruxelles, B-1050 Brussels, Belgium.

出版信息

Phytochemistry. 2005 May;66(10):1186-91. doi: 10.1016/j.phytochem.2005.03.023.

DOI:10.1016/j.phytochem.2005.03.023
PMID:15924924
Abstract

From cytotoxic extracts of the roots of Scrophularia ningpoensis Hemsl. (Scrophulariaceae) a new sugar ester, ningposide D (3-O-acetyl-2-O-p-methoxycinnamoyl-alpha(beta)-L-rhamnopyranose) (1) and a new iridoid glycoside, scrophuloside B4 (6-O-(2''-O-acetyl-3''-O-cinnamoyl-4''-O-p-methoxycinnamoyl-alpha-L-rhamnopyranosyl) catalpol) (2) along with known compounds: oleanonic acid (3), ursolonic acid (4), cinnamic acid (5), 3-hydroxy-4-methoxy benzoic acid (6), 5-(hydroxymethyl)-2-furfural (7) and beta-sitosterol (8) were isolated. The structures of the new compounds were elucidated by spectral data (1, 2D NMR, EI, HRESI-MS and MS/MS). Oleanonic acid (3) and ursolonic acid (4) were found to be cytotoxic against a series of human cancer cell lines with IC50=4.6, 15.5 microM on MCF7; 4.2, 14.5 microM on K562; 14.8, 44.4 microM on Bowes; 24.9, 43.6 microM on T24S; 61.3, 151.5 microM on A549, respectively. Beta-sitosterol (8) inhibited Bowes cells growth at IC50=36.5 microM. Scrophuloside B4 (2) showed activity on K562 and Bowes cells at IC50=44.6, 90.2 microM, respectively.

摘要

从玄参(玄参科)根的细胞毒性提取物中,分离得到一种新的糖酯,玄参苷D(3 - O - 乙酰基 - 2 - O - 对甲氧基肉桂酰基 - α(β) - L - 鼠李吡喃糖)(1)和一种新的环烯醚萜苷,玄参苷B4(6 - O - (2'' - O - 乙酰基 - 3'' - O - 肉桂酰基 - 4'' - O - 对甲氧基肉桂酰基 - α - L - 鼠李吡喃糖基)梓醇)(2),以及已知化合物:齐墩果酸(3)、熊果酸(4)、肉桂酸(5)、3 - 羟基 - 4 - 甲氧基苯甲酸(6)、5 - (羟甲基) - 2 - 糠醛(7)和β - 谷甾醇(8)。通过光谱数据(1D、2D NMR、EI、HRESI - MS和MS/MS)阐明了新化合物的结构。发现齐墩果酸(3)和熊果酸(4)对一系列人类癌细胞系具有细胞毒性,在MCF7细胞系上的IC50分别为4.6、15.5 μM;在K562细胞系上为4.2、14.5 μM;在Bowes细胞系上为14.8、44.4 μM;在T24S细胞系上为24.9、43.6 μM;在A549细胞系上为61.3、151.5 μM。β - 谷甾醇(8)在IC50 = 36.5 μM时抑制Bowes细胞生长。玄参苷B4(2)在K562和Bowes细胞系上分别以IC50 = 44.6、90.2 μM显示出活性。

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