title: Asimitrin and 4-hydroxytrilobin, new bioactive annonaceous acetogenins from the seeds of Asimina triloba possessing a bis-tetrahydrofuran ring.
abstract: Bioactivity-directed fractionation of the seeds of Asimina triloba resulted in the isolation of asimitrin (1) and 4-hydroxytrilobin (2). Compound 1 represents an adjacent ring-hydroxylated bis-tetrahydrofuran (THF) acetogenin. Compound 2 has an adjacent bis-THF ring with two flanking hydroxyl groups and a alpha,beta-unsaturated gamma-lactone with a 4-hydroxyl group. Compounds 1 and 2 showed cytotoxic selectivity, with 100-10 000 times the potency of adriamycin against prostate adenocarcinoma (PC-3) and colon adenocarcinoma (HT-29) cell lines.
authors.affiliation: Narcotic & Neuropharmacological Drug Division, Drug Evaluation Department, Korea Food and Drug Administration, Seoul 122-020, Korea.
authors.forename: Eun Jung
authors.initials: EJ
authors.lastname: Kim
authors.forename: Kyung Mi
authors.initials: KM
authors.lastname: Suh
authors.forename: Dal Hwan
authors.initials: DH
authors.lastname: Kim
authors.forename: Eun Joo
authors.initials: EJ
authors.lastname: Jung
authors.forename: Chang Seob
authors.initials: CS
authors.lastname: Seo
authors.forename: Jong Keun
authors.initials: JK
authors.lastname: Son
authors.forename: Mi Hee
authors.initials: MH
authors.lastname: Woo
authors.forename: Jerry L
authors.initials: JL
authors.lastname: McLaughlin
mesh_terms: D000818:Animals; D001156:Artemia / Q000187:drug effects; D031042:Asimina / Q000737:chemistry*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D042967:Electron Transport Complex I / Q000037:antagonists & inhibitors; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008396:Maryland; D015394:Molecular Structure; D012639:Seeds / Q000737:chemistry
chemical_list: C498487:4-hydroxytrilobin; D005663:Furans; D007783:Lactones; C498486:asimitrin; D042967:Electron Transport Complex I