STUDIES ON LIPOXYGENASE INHIBITORS I. MY3-469 (3-METHOXYTROPOLONE), A POTENT AND SELECTIVE INHIBITOR OF 12-LIPOXYGENASE, PRODUCED BY STREPTOVERTICILLIUM HADANONENSE KY11449

Streptoverticillium hadanonense KY11449 was found to produce a 12-lipoxygenase inhibitor MY3-469. The compound was purified by chromatography on Diaion HP-10, charcoal, Sephadex LH-20 and crystallization. The chemical structure of MY3-469 was determined to be 3-methoxytropolone on the basis of its p...

Full description

Saved in:
Bibliographic Details
Published inJournal of antibiotics Vol. 39; no. 4; pp. 589 - 593
Main Authors KITAMURA, SHIGETO, IIDA, TAKAO, SHIRAHATA, KUNIKATSU, KASE, HIROSHI
Format Journal Article
LanguageEnglish
Published Tokyo JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 1986
Japan Antibiotics Research Association
Subjects
Actinomycetales - metabolism
Animals
Arachidonate Lipoxygenases
Biological and medical sciences
Biotechnology
Cattle
Chemical Phenomena
Chemistry
Cycloheptanes - isolation & purification
Fundamental and applied biological sciences. Psychology
General pharmacology
Health. Pharmaceutical industry
Industrial applications and implications. Economical aspects
Lipoxygenase Inhibitors
Medical sciences
Other active biomolecules
Pharmacology. Drug treatments
Physicochemical properties. Structure-activity relationships
Production of active biomolecules
Tropolone - analogs & derivatives
Tropolone - isolation & purification
Tropolone - pharmacology
Fungi
Molecular structure
Arachidonate 12-lipoxygenase
Production
Enzyme inhibitor
Isolation
Fermentation
Biological activity
Physicochemical properties
Thallophyta
Online AccessGet full text

Cover

More Information
Summary:Streptoverticillium hadanonense KY11449 was found to produce a 12-lipoxygenase inhibitor MY3-469. The compound was purified by chromatography on Diaion HP-10, charcoal, Sephadex LH-20 and crystallization. The chemical structure of MY3-469 was determined to be 3-methoxytropolone on the basis of its physico-chemical properties. The half maximal inhibitory concentration (IC50) of MY3-469 against bovine platelet 12-lipoxygenase was 1.8×10-6 M. The compound did not inhibit bovine platelet cyclooxygenase at 10-3 M and showed weak inhibition (IC50 2.8×10-4) against 5-lipoxygenase of rat basophilic leukemia cells. The results indicate that MY3-469 is a potent and selective inhibitor of 12-lipoxygenase.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.39.589