Isolation and Characterization of Gibbestatin B, an Inhibitor of Gibberellin-induced Expression of α-Amylase, and Gibbestatin C from Streptomycetaes

• Published in: Journal of antibiotics 1999/10/25, Vol.52(10), pp.917-920
• Main Authors: HAYASHI, KEN-ICHIRO, NOZAKI, HIROSHI
• Format: Article
• Language: English
• Subjects: alpha-Amylases - metabolism; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Antibiotics. Antiinfectious agents. Antiparasitic agents; Biological and medical sciences; Epoxy Compounds - chemistry; Epoxy Compounds - isolation & purification; Epoxy Compounds - pharmacology; Fermentation; General aspects; gibberellins; Gibberellins - antagonists & inhibitors; gibbestatin B; gibbestatin C; Medical sciences; Microbial Sensitivity Tests; Molecular Structure; Pharmacology. Drug treatments; Phenylacetates - chemistry; Phenylacetates - isolation & purification; Phenylacetates - pharmacology; Streptomyces; Structure-Activity Relationship
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.52.917

The plant hormone, gibberellin, exerts various physiological effects in plants such as promotion of seed germination, stem elongation and flower initiation. In cereal seeds, gibberellin (GA) and abscisic acid (ABA) regulate the expression of various hydrolases production and seed germination. From the results of screening for the inhibitor of GA action on the expression of alpha -amylase, Streptomyces sp. C39 was found to produce an active compound, gibbestatin B (1) and a new related compound, gibbestatin C (2). 1, renamed as gibbestatin B, has been reported as an antibiotic 2-11-B from Streptomyces sp. 2-11. However, the biological activities and stereochemistry of antibiotic 2-11-B have not been reported. This report deals with the fermentation, isolation, structure determination and biological activity of 1 and 2.