仿生合成硫代二氢白屈菜红碱 A 和 B。

Biomimetic synthesis of thiaplidiaquinones A and B.

机构信息

School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.

出版信息

J Nat Prod. 2012 Dec 28;75(12):2256-60. doi: 10.1021/np300790g. Epub 2012 Dec 10.

Abstract

A biomimetic synthesis of the biologically active ascidian metabolites thiaplidiaquinones A and B is described. Reaction of geranylbenzoquinone with Et(3)N in CH(2)Cl(2) yielded two isomeric quinones, comprising the benzo[c]chromene-7,10-dione core of the natural products. Subsequent reaction with hypotaurine yielded the title compounds and their dioxothiazino regioisomers.

摘要

本文描述了具有生物活性的内海鞘代谢产物硫代二氢醌 A 和 B 的仿生合成。在 CH(2)Cl(2)中，用 Et(3)N 处理香叶基苯醌得到两种异构的醌，它们包含天然产物的苯并[c]色烯-7,10-二酮核心。随后与次牛磺酸反应得到标题化合物及其二氧杂噻嗪的区域异构体。