抗肿瘤剂，138. 紫穗槐中的鱼藤酮类化合物和异黄酮作为细胞毒性成分

Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.

作者信息

Li L, Wang H K, Chang J J, McPhail A T, McPhail D R, Terada H, Konoshima T, Kokumai M, Kozuka M, Estes J R

机构信息

Natural Products Laboratory, School of Pharmacy, University of North Carolina, Chapel Hill 27599.

出版信息

J Nat Prod. 1993 May;56(5):690-8. doi: 10.1021/np50095a005.

DOI:10.1021/np50095a005

PMID:8326318

Abstract

Eight cytotoxic compounds have been isolated from the CHCl3 extract of Amorpha fruticosa. One compound, 6'-O-D-beta-glucopyranosyldalpanol [10], is a new cytotoxic rotenoid. Another known rotenoid, 12 alpha beta-hydroxyamorphigenin [6], was first shown to exhibit extremely potent cytotoxicity (ED50 < 0.001 microgram/ml) in six neoplastic cell lines. In addition to these compounds, three isoflavones (afrormosin [1], 7,2',4', 5'-tetramethoxyisoflavone [2], 8-methylretusin [3]) and five rotenoids (amorphispironone [4], amorphigenin [5], dalpanol [7], 12a beta-hydroxydalpanol [8], and tephrosin [9]) were isolated. Compound 8 was isolated for the first time as a natural product from this plant. The structures of these compounds were established on the basis of spectral data; some were further confirmed by X-ray crystallographic analysis.

摘要

已从紫穗槐的氯仿提取物中分离出八种细胞毒性化合物。其中一种化合物，6'-O-D-β-吡喃葡萄糖基达帕醇[10]，是一种新的具有细胞毒性的鱼藤酮类化合物。另一种已知的鱼藤酮类化合物，12αβ-羟基紫穗槐素[6]，首次在六种肿瘤细胞系中显示出极强的细胞毒性（半数有效剂量<0.001微克/毫升）。除了这些化合物外，还分离出三种异黄酮（紫穗槐黄素[1]、7,2',4',5'-四甲氧基异黄酮[2]、8-甲基刺酮素[3]）和五种鱼藤酮类化合物（紫穗槐螺酮[4]、紫穗槐素[5]、达帕醇[7]、12αβ-羟基达帕醇[8]和灰叶素[9]）。化合物8首次作为天然产物从该植物中分离出来。这些化合物的结构是根据光谱数据确定的；有些通过X射线晶体学分析进一步得到证实。