A new adjacent bis-tetrahydrofuran annonaceous acetogenin from the seeds of Uvaria chamae.
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).
Fall
Djibril
D
Laboratoire de Pharmacognosie, UMR CNRS 8076 (BioCIS), Faculté de Pharmacie, Université Paris Sud 11, Châtenay-Malabry, France.
Pimentel
Lorena
L
Champy
Pierre
P
Gleye
Christophe
C
Laurens
Alain
A
Hocquemiller
Reynald
R
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*
D054378:Acetogenins; D000972:Antineoplastic Agents, Phytogenic; D005233:Fatty Alcohols; D007783:Lactones; C515796:joolanin; D015107:4-Butyrolactone