RRC ID 15481
Author Aoki Y, Yoshida M, Kawaide H, Abe H, Natsume M.
Title Structural determination of hypnosin, a spore germination inhibitor of phytopathogenic Streptomyces sp. causing root tumor in melon (Cucumis sp.).
Journal J Agric Food Chem
Abstract The structure of a germination inhibitor, hypnosin, isolated from phytopathogenic Streptomyces sp. causing root tumor of melon was determined to be 3-acetylaminopyrazine-2-carboxylic acid (1) by mass spectrometry, computational chemical prediction of UV spectrum, and synthesis of candidates. The structure-activity relationship of hypnosin and anthranilic acid was examined, and it was concluded that pyrazinecarboxylic acid or pyridine-2-carboxylic acid was the fundamental structure with activity, that methylation of the carboxyl group or decarboxylation destroyed activity, and that the presence of an amino group was inhibitory to the activity, whereas acetylation or deletion of an amino group enhanced activity. Hypnosin inhibited spore germination of some Streptomyces spp. in addition to the species with which it was isolated.
Volume 55(26)
Pages 10622-7
Published 2007-12-26
DOI 10.1021/jf072719x
PMID 18052243
MeSH Carboxylic Acids / chemistry Carboxylic Acids / pharmacology Cucumis / microbiology* Hot Temperature Plant Diseases / microbiology* Pyrazines / chemistry* Pyrazines / pharmacology Pyridines / chemistry Spores, Bacterial / drug effects* Spores, Bacterial / growth & development* Streptomyces / chemistry Streptomyces / drug effects Streptomyces / growth & development* Structure-Activity Relationship
IF 4.192
Times Cited 3
WOS Category AGRICULTURE, MULTIDISCIPLINARY CHEMISTRY, APPLIED FOOD SCIENCE & TECHNOLOGY
Resource
General Microbes JCM 4265 JCM 7913