title: Cytochrome P450 for Citreohybridonol Synthesis: Oxidative Derivatization of the Andrastin Scaffold.
abstract: A biosynthetic gene cluster similar to that for andrastin A (1) was discovered in Emericella variecolor NBRC 32302. Ctr-P450, a cytochrome P450 uniquely present in the cluster, was coexpressed with the andrastin A biosynthetic genes, leading to the production of the antifeedant agent citreohybridonol (4), along with four new andrastin derivatives. The results revealed the unusual multifunctionality of Ctr-P450 and indicated that this approach can be applied for further natural product diversification.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Yudai
authors.initials: Y
authors.lastname: Matsuda
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Zhiyang
authors.initials: Z
authors.lastname: Quan
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Takaaki
authors.initials: T
authors.lastname: Mitsuhashi
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Chang
authors.initials: C
authors.lastname: Li
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Ikuro
authors.initials: I
authors.lastname: Abe
mesh_terms: D000730:Androstadienes / Q000138:chemical synthesis* / Q000737:chemistry; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D032842:Emericella / Q000737:chemistry; D051231:Farnesyltranstransferase / Q000037:antagonists & inhibitors; D005247:Feeding Behavior / Q000187:drug effects; D015394:Molecular Structure; D005810:Multigene Family; D010084:Oxidation-Reduction
chemical_list: D000730:Androstadienes; C100395:andrastin A; C100397:andrastin C; C000607874:citreohybridonol; D003577:Cytochrome P-450 Enzyme System; D051231:Farnesyltranstransferase