Ivorenoids A-F: limonoids from Khaya ivorensis

被引：15

作者：

Wu, Wen-Bin ^{[1
]}

Zhang, Hua ^{[1
]}

Liu, Hong-Chun ^{[1
]}

Dong, Shi-Hui ^{[1
]}

Wu, Yan ^{[1
]}

Ding, Jian ^{[1
]}

Yue, Jian-Min ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 22期

关键词：

Khaya ivorensis; Limonoid; Ivorenoid; Cytotoxicity; STEM BARK; MACROLIDE;

D O I：

10.1016/j.tet.2014.04.007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six new limonoids, ivorenoids A-F (1-6), along with ten known analogues, were isolated from an ethanolic extract of the stems of Khaya ivorensis. Their structures were elucidated on the basis of spectroscopic analyses. Compounds 1 and 2 possessed a rare rearranged skeleton of khayanolides and a unique gamma-lactone (C-16/C-8) replacing the common and characteristic delta-lactone D-ring (C-16/C-17) of limonoids. A mechanism of the interesting deuteration of H-2 and H-15 beta of 1, and H-15 beta of the solvent CD3OD due to the keto enol tautomerism was demonstrated. Compounds 3 and 6 showed moderate activity against HL-60 cell line with IC50 values of 15.3 and 17.5 mu M, respectively. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3570 / 3575

页数：6

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