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印苦楝果实中的三萜类化合物(楝科)。

Triterpenoids from the fruits of Azadirachta indica (Meliaceae).

机构信息

Graduate School of Pharmaceutical Sciences, University of Tokushima, Shomachi 1-78, Tokushima 770-8505, Japan.

Department of Botany, Faculty of Biological Sciences, Jahangirnagar University, Savar, Dhaka 1342, Bangladesh.

出版信息

Fitoterapia. 2014 Jan;92:200-5. doi: 10.1016/j.fitote.2013.11.004. Epub 2013 Nov 14.

DOI:10.1016/j.fitote.2013.11.004
PMID:24239747
Abstract

Four new triterpenoids, indicalilacols A-D (1-4), were isolated from the MeOH extract of the fruits of Azadirachta indica, including a new 19(10→9β)abeo-tirucallane derivative, two new tirucallane-type triterpenoids, and a new euphane-type triterpenoid, along with three known tirucallane-type triterpenoids. Their structures were elucidated on the basis of spectroscopic analyses. The absolute configuration of 2 was elucidated by the chemical conversion of 2 into 21-oxo-melianodiol 24,25-acetonide. Compounds 2, 6-8 exhibited moderate cytotoxicity against three human cancer cell lines, including multidrug-resistant (MDR) cancer cells (KB-C2). Although compound 5 was not cytotoxic against any of the tested cancer cell lines, 5 showed cytotoxicity against KB-C2 cells in the presence of 2.5 μM colchicine, suggesting that 5 might have an MDR-reversal effect.

摘要

从印楝果实的甲醇提取物中分离得到了四种新的三萜类化合物,分别为 indicalilacols A-D(1-4),包括一个新的 19(10→9β)abeo-齐墩果烷衍生物、两个新的齐墩果烷型三萜类化合物和一个新的乌苏烷型三萜类化合物,以及三种已知的齐墩果烷型三萜类化合物。根据光谱分析确定了它们的结构。通过将 2 转化为 21-氧-苦木二醇 24,25-缩酮,确定了 2 的绝对构型。化合物 2、6-8 对三种人癌细胞系(包括多药耐药(MDR)癌细胞(KB-C2))表现出中等的细胞毒性。虽然化合物 5 对任何测试的癌细胞系均无细胞毒性,但在 2.5 μM 秋水仙素存在下,5 对 KB-C2 细胞表现出细胞毒性,表明 5 可能具有逆转多药耐药性的作用。

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