title: A new adjacent bis-tetrahydrofuran annonaceous acetogenin from the seeds of Uvaria chamae.
abstract: A novel acetogenin, joolanin ( 1), along with eight known acetogenins, squamocin ( 2), desacetyluvaricin ( 3), chamuvarinin ( 4), tripoxyrollin ( 5), diepoxyrollin ( 6), dieporeticanin-1 ( 7), dieporeticanin-2 ( 8) and dieporeticenin ( 9) were isolated from the seeds of Uvaria chamae (Annonaceae). Compound 1, the first adjacent bis-tetrahydrofuranic ring acetogenin bearing a ketone group at C-5, shows significant cytotoxicity towards the KB 3 - 1 cell line (IC (50) = 0.4 nM).
authors.affiliation: Laboratoire de Pharmacognosie, UMR CNRS 8076 (BioCIS), Faculté de Pharmacie, Université Paris Sud 11, Châtenay-Malabry, France.
authors.forename: Djibril
authors.initials: D
authors.lastname: Fall
authors.forename: Lorena
authors.initials: L
authors.lastname: Pimentel
authors.forename: Pierre
authors.initials: P
authors.lastname: Champy
authors.forename: Christophe
authors.initials: C
authors.lastname: Gleye
authors.forename: Alain
authors.initials: A
authors.lastname: Laurens
authors.forename: Reynald
authors.initials: R
authors.lastname: Hocquemiller
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D054378:Acetogenins; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D045744:Cell Line, Tumor; D005233:Fatty Alcohols / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity*; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity*; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D012639:Seeds / Q000737:chemistry; D031046:Uvaria / Q000737:chemistry*
chemical_list: D054378:Acetogenins; D000972:Antineoplastic Agents, Phytogenic; D005233:Fatty Alcohols; D007783:Lactones; C515796:joolanin; D015107:4-Butyrolactone