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

Makoto Ono, Shohei Sakuda, Hiroyuki Ikeda, Kazuo Furihata, Jiro Nakayama, Akinori Suzuki, Akira Isogai

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)1019-1028
Number of pages10
JournalJournal of Antibiotics
Volume51
Issue number11
DOIs
Publication statusPublished - Jan 1 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Drug Discovery

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