来自子囊菌纲真菌甲壳虫状拟青霉的免疫调节成分以及巨噬菌素D的绝对结构修正

Immunomodulatory constituents from an Ascomycete, Eupenicillium crustaceum, and revised absolute structure of macrophorin D.

作者信息

Fujimoto H, Nakamura E, Kim Y P, Okuyama E, Ishibashi M, Sassa T

机构信息

Graduate School of Pharmaceutical Sciences, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

出版信息

J Nat Prod. 2001 Sep;64(9):1234-7. doi: 10.1021/np010152n.

DOI:10.1021/np010152n

PMID:11575965

Abstract

Fractionation guided by immunomodulatory activity of the EtOAc extract of the Ascomycete Eupenicillium crustaceum has afforded two new naturally occurring products, 4'-oxomacrophorin D (1) and 4'-oxomacrophorin A (2), as the immunosuppressive components of this fungus [1: 3-hydroxy-3-methylglutaryl (HMG) conjugate of 2]. The structures including the absolute configurations of 1 and 2 have been determined on the basis of chemical correlation of 1 with macrophorin D (3). The absolute configuration of the HMG moiety in 3 has been revised from 3R to 3S.

摘要

对子囊菌甲壳虫状优美青霉乙酸乙酯提取物的免疫调节活性进行分级分离，得到了两种新的天然产物，4'-氧代巨噬蛋白D（1）和4'-氧代巨噬蛋白A（2），它们是这种真菌的免疫抑制成分[1：2的3-羟基-3-甲基戊二酰（HMG）共轭物]。基于1与巨噬蛋白D（3）的化学关联，确定了1和2的结构，包括其绝对构型。3中HMG部分的绝对构型已从3R修正为3S。