Structures and biosynthesis of aflastatins: novel inhibitors of aflatoxin production by Aspergillus parasiticus.

Structures and biosynthesis of aflastatins: novel inhibitors of aflatoxin production by Aspergillus parasiticus.
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黄曲霉汀的结构和生物合成:寄生曲霉产生黄曲霉毒素的新型抑制剂。

DOI:
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发表时间:
1998
期刊:
Journal of antibiotics (Tokyo. 1968)
影响因子:
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通讯作者:
A. Isogai
A. Isogai
中科院分区:
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文献类型:
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作者:
M. Ono;S. Sakuda;H. Ikeda;K. Furihata;J. Nakayama;A. Suzuki;A. Isogai

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从链霉菌菌丝体提取液中分离到两种新的寄生曲霉黄曲霉毒素抑制物。通过核磁共振谱和化学降解实验确定了两个化合物的结构。这些化合物具有一个新的骨架,它是一个四酸衍生物,具有一个高度氧化的长烷基链。用13C标记的乙酸酯、丙酸、葡萄糖和乙醇酸进行的掺入实验表明,Flastatin A的烷基链部分的C2和C3单元大部分是由醋酸和丙酸生物合成的,但烷基链中的5个C2单元来自乙醇酸。
Two novel inhibitors of aflatoxin production by Aspergillus parasiticus were isolated from the mycelial extracts of Streptomyces sp. MRI142 and termed aflastatin A and B. The structures of aflastatin A (1) and B (5) were elucidated by NMR and chemical degradation experiments. These compounds have a novel skeleton of a tetramic acid derivative with a highly oxygenated long alkyl chain. The incorporation experiments using 13C-labeled acetates, propionate, glucose and glycolate suggested that most of the C2 and C3 units involved in the alkyl chain moiety of aflastatin A were biosynthesized from acetic and propionic acids, but five C2 units in the alkyl chain originated from glycolic acid.