Aflastatin A, a Novel Inhibitor of Aflatoxin Production of Aspergillus parasiticus, from Streptomyces.

Aflastatin A, a Novel Inhibitor of Aflatoxin Production of Aspergillus parasiticus, from Streptomyces.
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Aflastatin A,一种来自链霉菌的寄生曲霉黄曲霉毒素生产的新型抑制剂。

DOI:
10.1002/chin.199648260
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发表时间:
1996
期刊:
影响因子:
--
通讯作者:
A. Isogai
A. Isogai
中科院分区:
--
文献类型:
--
作者:
S. Sakuda;M. Ono;K. Furihata;J. Nakayama;A. Suzuki;A. Isogai

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黄曲霉毒素是一种由真菌产生的霉菌毒素,是最强效的环境致癌物之一,引起全世界对农产品污染的关注。为了保护食品免受污染,通常使用一些杀菌剂来杀死生产者。然而,由于它们对哺乳动物有一定的毒性,并且容易产生耐药菌株,因此需要一种具有更高选择性、更安全的药物。这促使我们利用寄生曲霉和黄曲霉毒素敏感细菌系统来寻找黄曲霉毒素生物合成的抑制剂。 1 在筛选过程中,链霉菌属 sp.人们发现 MRI142 会产生一种强抑制剂,称为黄曲霉毒素 A (1),它会抑制黄曲霉毒素的生物合成,但不会抑制其生产者的生长。本通讯描述了对 1. 黄曲他汀的结构和生物合成的初步阐明,黄曲他汀是从 MRI142 菌株的菌丝体甲醇提取物中分离出来的,为白色粉末。 2 通过元素分析、HR-FABMS谱和NMR谱分析,确定1的分子式为C62H115NO24。 1的UV光谱对pH敏感,1在DMSO-d6溶液中的IR和1H NMR光谱表明1是多羟基化的。通过分析 1 的 DQF-COSY、DQF 中继 COSY、HMQC 和 HMBC 光谱,阐明了高度氧化的部分结构 (A) 的存在。其他小
Aflatoxin, a mycotoxin produced by fungi, is one of the most potent environmental carcinogens, which causes worldwide concern about contamination of agricultural products. To protect foods from contamination, some fungicides are usually used to kill the producer. However, because they are toxic to mammals to some extent and easily produce a drug resistant strain, a safer drug having higher selectivity is desired. This prompted us to search for an inihibitor of aflatoxin biosynthesis using a system of Aspergillus parasiticus and an aflatoxinsensitive bacteria. 1 During the course of the screening, Streptomyces sp. MRI142 was found to produce a strong inhibitor, named aflastatin A (1), which inhibits aflatoxin biosynthesis, but does not inhibit the growth of its producer. This Communication describes the preliminary elucidation of the structure and biosynthesis of 1.Aflastatin was isolated from a mycelial MeOH extract of the MRI142 strain as a white powder. 2 The molecular formula of 1 was determined as C62H115NO24 from elemental analysis, and analysis of the HR-FABMS spectrum and NMR spectra. The UV spectrum of 1 was pH-sensitive, and the IR and 1H NMR spectra of 1 in a DMSO-d6 solution showed that 1 is polyhydroxylated. By analyzing the DQF-COSY, DQF-relayed COSY, HMQC, and HMBC spectra of 1, the presence of a highly oxygenated partial structure (A) was clarified. Other small