Crystal and molecular structures of a natural equimolecular mixture of two epimeric diterpenes

被引:16
作者
Sun, HD
Qiu, SX [1 ]
Lobkovsky, EB
Lin, LZ
Farnsworth, NR
Clardy, J
Fong, HHS
机构
[1] Univ Illinois, Coll Pharm, Program Collaborat Res Pharmaceut Sci, Chicago, IL 60612 USA
[2] Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China
[3] Cornell Univ, Dept Chem, Baker Lab, Ithaca, NY 14850 USA
关键词
acetals; terpenoids; isodon irrorata; complexes; epimerisation;
D O I
10.1016/S0040-4020(00)00985-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Irroratin A (1), isolated from the aerial Darts of Isodon irrorata (Forrest.) (Labiatae), was shown to be an equimolecular mixture of two C-20 epimers of a new ent-kaurene diterpene both in the crystalline state and pyridine solution, based on X-ray, LC/MS/MS, FABMS as well as extensive 1D- and 2D-NMR spectral analysis. The two epimers were hound together by hydrogen bonds, and when in chloroform and methanol solution, the 20S-epimer predominates. Irroratin A exhibited potent cytotoxicity against several human cancer cell lines. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:65 / 70
页数:6
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