title: New duclauxamide from Penicillium manginii YIM PH30375 and structure revision of the duclauxin family.
abstract: Duclauxamide A1 (1), a new polyketide-derived heptacyclic oligophenalenone dimer with a N-2-hydroxyethyl moiety, was isolated from Penicillium manginii YIM PH30375. Spectroscopic analysis, X-ray single crystal diffraction, and (13)C NMR DFT calculations confirmed that compound 1 and other duclauxin analogues possess the unified S configuration at C-9', which corrects a long-standing misrepresentation of duclauxins as C-9'R epimers. A plausible biosynthetic pathway for duclauxins is proposed on the basis of previous acetate labeling results for duclauxin and sclerodin.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.
authors.forename: Pei
authors.initials: P
authors.lastname: Cao
authors.forename: Jing
authors.initials: J
authors.lastname: Yang
authors.forename: Cui-Ping
authors.initials: CP
authors.lastname: Miao
authors.forename: Yijun
authors.initials: Y
authors.lastname: Yan
authors.forename: Ya-Tuan
authors.initials: YT
authors.lastname: Ma
authors.forename: Xiao-Nian
authors.initials: XN
authors.lastname: Li
authors.forename: Li-Xing
authors.initials: LX
authors.lastname: Zhao
authors.forename: Sheng-Xiong
authors.initials: SX
authors.lastname: Huang
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002867:Chromones / Q000737:chemistry; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D018922:HL-60 Cells; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D002867:Chromones; D061065:Polyketides; C000600751:duclauxamide; C007564:duclauxin