Unusual cytotoxic sulfated cadinene-type sesquiterpene glycosides from cottonseed (Gossypium hirsutum)

被引:6
|
作者
Piccinelli, Anna Lisa [1 ]
Lotti, Cinzia [1 ]
Severino, Lorella [2 ]
Luongo, Diomira [2 ]
Rastrelli, Luca [1 ]
机构
[1] Univ Salerno, Dipartimento Sci Farmaceut, I-84084 Fisciano, SA, Italy
[2] Univ Naples Federico II, Dipartimento Patol & Sanita Anim, Sez Tossicol, Naples, Italy
关键词
cotton; whole cottonseed; Gossypium hirsutum; sesquiterpenes; desoxyhemigossypol; sulfate; cytotoxic; Jurkat cells;
D O I
10.1016/j.tet.2008.04.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new sulfated cadinene-type sesquiterpene glycosides, 13-hydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol (1) and 13,15-dihydroxy-7-O-(6'-O-sulfate-beta-D-glucopyranosyl)-desoxyhemigossypol (2), have been isolated from whole cottonseed (Gossypium hirsutum). Their structures, which possess an unusual 6-O-sulfate-glucopyranosyl moiety, were determined through the interpretation of 2D NMR spectral data and H/D exchange ESI-MS experiments. Compounds 1 and 2 were screened for their toxicity on Jurkat cells. Both compounds inhibited cellular proliferation with IC50 values of 8.1 and 4.2 mu g, respectively. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5449 / 5453
页数:5
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