title: Bioconversion of 6-epi-Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derivedAspergillussp.
abstract: We previously described the bioconversion of Notoamide T into (+)-Stephacidin A and (-)-Notoamide B, which suggested that Versicolamide B (8) is biosynthesized from 6-epi-Notoamide T (10) via 6-epi-Stephacidin A. Here we report that [13C]2-10was incorporated into isotopically enriched8and seven new metabolites, which were not produced under normal culture conditions. The results suggest that the addition of excess precursor activated the expression of dormant tailoring genes giving rise to these structurally unprecedented metabolites.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan.
authors.forename: Hikaru
authors.initials: H
authors.lastname: Kato
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Nakahara
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan.
authors.forename: Michitaka
authors.initials: M
authors.lastname: Yamaguchi
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan.
authors.forename: Ippei
authors.initials: I
authors.lastname: Kagiyama
authors.affiliation: Department of Chemistry, Colorado State University, 1301 Center Avenue, Fort Collins, Colorado 80523, USA.
authors.forename: Jennifer M
authors.initials: JM
authors.lastname: Finefield
authors.affiliation: Department of Chemistry, Colorado State University, 1301 Center Avenue, Fort Collins, Colorado 80523, USA.
authors.forename: James D
authors.initials: JD
authors.lastname: Sunderhaus
authors.affiliation: Life Sciences Institute and Department of Medicinal Chemistry, The University of Michigan, 210 Washtenaw Avenue, Ann Arbor, Michigan 48109-2216, USA.
authors.forename: David H
authors.initials: DH
authors.lastname: Sherman
authors.affiliation: Department of Chemistry, Colorado State University, 1301 Center Avenue, Fort Collins, Colorado 80523, USA ; University of Colorado Cancer Center, Aurora, Colorado 80045, USA.
authors.forename: Robert M
authors.initials: RM
authors.lastname: Williams
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan.
authors.forename: Sachiko
authors.initials: S
authors.lastname: Tsukamoto
keywords: Alkaloid; Aspergillus sp; Bioconversion; Notoamide