Document Detail

Structural determination of hypnosin, a spore germination inhibitor of phytopathogenic Streptomyces sp. causing root tumor in melon (Cucumis sp.).
MedLine Citation:
PMID:  18052243     Owner:  NLM     Status:  MEDLINE    
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.
Yuu Aoki; Masahiro Yoshida; Hiroshi Kawaide; Hiroshi Abe; Masahiro Natsume
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Publication Detail:
Type:  Journal Article     Date:  2007-12-05
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  55     ISSN:  0021-8561     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2007 Dec 
Date Detail:
Created Date:  2007-12-19     Completed Date:  2008-02-28     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  10622-7     Citation Subset:  IM    
Science of Plant and Animal Production Course, United Graduate School of Agricultural Science, Tokyo University of Agriculture and Technology, Japan.
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MeSH Terms
Carboxylic Acids / chemistry,  pharmacology
Cucumis / microbiology*
Hot Temperature
Plant Diseases / microbiology*
Pyrazines / chemistry*,  pharmacology
Pyridines / chemistry
Spores, Bacterial / drug effects*,  growth & development*
Streptomyces / chemistry,  drug effects,  growth & development*
Structure-Activity Relationship
Reg. No./Substance:
0/3-acetylaminopyrazine-2-carboxylic acid; 0/Carboxylic Acids; 0/Pyrazines; 0/Pyridines

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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