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新型哺乳动物细胞周期抑制剂——烟曲霉产生的色肽菌素A、B及其他二酮哌嗪。II. 物理化学性质与结构

Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. II. Physico-chemical properties and structures.

作者信息

Cui C B, Kakeya H, Osada H

机构信息

Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.

出版信息

J Antibiot (Tokyo). 1996 Jun;49(6):534-40. doi: 10.7164/antibiotics.49.534.

DOI:10.7164/antibiotics.49.534
PMID:8698635
Abstract

Two novel diketopiperazines named tryprostatins A and B and a new natural product belonging to the diketopiperazine series, designated as demethoxyfumitremorgin C, together with four known diketopiperazines, fumitremorgin C, 12,13-dihydroxyfumitremorgin C, fumitremorgin B and verruculogen, are new M phase inhibitors of the mammalian cell cycle, which were isolated from the secondary metabolites of Aspergillus fumigatus. The structures of tryprostatins A, B and demethoxyfumitremorgin C were determined mainly by the use of spectroscopic methods especially by detailed analyses of their 1H and 13C NMR spectra with the aid of 2D NMR techniques including pulse field gradient heteronuclear multiple-bond correlation (PFG-HMBC) spectroscopy. Their absolute configurations were determined on the basis of the optical rotational values and CD spectra.

摘要

两种名为曲前列他汀A和B的新型二酮哌嗪以及一种属于二酮哌嗪系列的新天然产物,命名为去甲氧基fumitremorgin C,与四种已知的二酮哌嗪,即fumitremorgin C、12,13-二羟基fumitremorgin C、fumitremorgin B和疣孢菌素一起,是从烟曲霉的次级代谢产物中分离得到的新型哺乳动物细胞周期M期抑制剂。曲前列他汀A、B和去甲氧基fumitremorgin C的结构主要通过光谱方法确定,特别是借助二维核磁共振技术,包括脉冲场梯度异核多键相关(PFG-HMBC)光谱,对它们的1H和13C核磁共振谱进行详细分析来确定。它们的绝对构型是根据旋光值和圆二色光谱确定的。

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