title: A hexacyclic ent-trachylobane diterpenoid possessing an oxetane ring from Mitrephora glabra.
abstract: [chemical reaction: see text]. Three new ent-trachylobane diterpenoids (1-3) were isolated and structures elucidated from Mitrephora glabra Scheff. (Annonaceae). Mitrephorone A (1) possesses a hexacyclic ring system with adjacent ketone moieties and an oxetane ring, both of which are unprecedented among trachylobanes. All compounds were evaluated for cytotoxicity against a panel of cancer cells, where 1 displayed the most potent and broadest activity, and against a battery of antimicrobial assays, where all compounds were approximately equipotent.
authors.affiliation: Natural Products Laboratory, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709-2194, USA.
authors.forename: Chen
authors.initials: C
authors.lastname: Li
authors.forename: Dongho
authors.initials: D
authors.lastname: Lee
authors.forename: Tyler N
authors.initials: TN
authors.lastname: Graf
authors.forename: Sharnelle S
authors.initials: SS
authors.lastname: Phifer
authors.forename: Yuka
authors.initials: Y
authors.lastname: Nakanishi
authors.forename: Jason P
authors.initials: JP
authors.lastname: Burgess
authors.forename: Soedarsono
authors.initials: S
authors.lastname: Riswan
authors.forename: Fransisca M
authors.initials: FM
authors.lastname: Setyowati
authors.forename: Achmad M
authors.initials: AM
authors.lastname: Saribi
authors.forename: Djaja D
authors.initials: DD
authors.lastname: Soejarto
authors.forename: Norman R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: Joseph O
authors.initials: JO
authors.lastname: Falkinham
authors.forename: David J
authors.initials: DJ
authors.lastname: Kroll
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
authors.forename: Mansukh C
authors.initials: MC
authors.lastname: Wani
authors.forename: Nicholas H
authors.initials: NH
authors.lastname: Oberlies
mesh_terms: D000666:Amphotericin B / Q000494:pharmacology; D029061:Annonaceae / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; C512767:mitrephorone A; C512768:mitrephorone B; C512769:mitrephorone C; D000666:Amphotericin B