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

来源：

TETRAHEDRON | 2001年 / 57卷 / 01期

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

页码：65 / 70

页数：6

共 21 条

[1] STRUCTURAL STUDIES OF METABOLIC PRODUCTS OF DOPAMINE .2. CRYSTAL AND MOLECULAR-STRUCTURE OF 1-1 COMPLEX OF 6-HYDROXYDOPAMINE HYDROCHLORIDE AND ITS OXIDIZED, PARA-QUINONOID, FORM [J].