梓树中具有抗肿瘤促进作用的萘醌类化合物。

Antitumor-promoting naphthoquinones from Catalpa ovata.

作者信息

Fujiwara A, Mori T, Iida A, Ueda S, Hano Y, Nomura T, Tokuda H, Nishino H

机构信息

Faculty of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-01, Japan.

出版信息

J Nat Prod. 1998 May;61(5):629-32. doi: 10.1021/np9800147.

DOI:10.1021/np9800147

PMID:9599262

Abstract

Bioassay-directed fractionation of an extract of the stem-bark of Catalpa ovata led to the isolation of three new naphthoquinones: 8-methoxydehydroiso-alpha-lapachone (1), 9-methoxy-4-oxo-alpha-lapachone (2), and (4S,4aR,10R,10aR)-4, 10-dihydroxy-2,2-dimethyl-2,3,4,4alpha,10, 10alpha-hexahydrobenzo[g]chromen-5-one (3), which is a 1,4-reductive form of 6. The known compounds 3-hydroxydehydroiso-alpha-lapachone (4), 4,9-dihydroxy-alpha-lapachone (5), 4-hydroxy-alpha-lapachone (6), and 9-methoxy-alpha-lapachone (7), and catalpalactone (8) were also isolated. Their structures were elucidated by spectral methods. These compounds all exhibited significant inhibitory activity against 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced Epstein-Barr virus early antigen (EBV-EA) activation in Raji cells.

摘要

对梓树茎皮提取物进行生物活性导向的分离，得到了三种新的萘醌：8-甲氧基脱氢异-α-拉帕醌（1）、9-甲氧基-4-氧代-α-拉帕醌（2）和(4S,4aR,10R,10aR)-4,10-二羟基-2,2-二甲基-2,3,4,4α,10,10α-六氢苯并[g]色烯-5-酮（3），它是6的1,4-还原形式。还分离出了已知化合物3-羟基脱氢异-α-拉帕醌（4）、4,9-二羟基-α-拉帕醌（5）、4-羟基-α-拉帕醌（6）、9-甲氧基-α-拉帕醌（7）和梓树内酯（8）。通过光谱方法阐明了它们的结构。这些化合物均对12-O-十四烷酰佛波醇-13-乙酸酯（TPA）诱导的Raji细胞中Epstein-Barr病毒早期抗原（EBV-EA）激活表现出显著的抑制活性。