Phthoxazolin A, a specific inhibitor of cellulose biosynthesis from microbial origin. I. Discovery, taxonomy of producing microorganism, fermentation, and biological activity.
A new inhibitor of cellulose biosynthesis named phthoxazolin A was discovered as a metabolite of Streptomyces sp. OM-5714. A newly established screening method, which utilized a cellulose-containing fungus, Phytophthora sp. as a test organism, was successfully employed for discovery of the compound. Phthoxazolin A, C16H22N2O3 (MW of 290), is a lipophilic triene compound with an oxazole moiety. It has moderate antifungal activity against Phytophthora spp. only and has potent herbicidal activity. Phosphate-limited fermentation conditions favored production of the active compound.
Tanaka
Y
Y
Research Center for Biological Function, Kitasato Institute, School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.
Kanaya
I
I
Takahashi
Y
Y
Shinose
M
M
Tanaka
H
H
Omura
S
S
D000818:Animals; D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002482:Cellulose / Q000096:biosynthesis*; D005233:Fatty Alcohols / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D005658:Fungi / Q000187:drug effects; D006540:Herbicides / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D008826:Microbial Sensitivity Tests; D010080:Oxazoles / Q000302:isolation & purification* / Q000494:pharmacology; D053284:Polyunsaturated Alkamides; D013302:Streptomyces / Q000145:classification / Q000378:metabolism*
D000900:Anti-Bacterial Agents; D005233:Fatty Alcohols; D006540:Herbicides; D010080:Oxazoles; D053284:Polyunsaturated Alkamides; C066102:phthoxazolin; D002482:Cellulose