title: Glabracins A and B, two new acetogenins from Annona glabra.
abstract: Two new bioactive bis-THF Annonaceous acetogenins, glabracins A (1) and B (2), and two previously known acetogenins, javoricin (3) and bullatanocin (4), have been isolated from the leaves of Annona glabra by activity-directed fractionation using the brine shrimp lethality test (BST). The structures of 1 and 2 were elucidated based on spectroscopic and chemical methods, and the absolute stereochemistries were partially determined by the advanced Mosher ester method. 1 and 2 showed selective cytotoxicities to certain human tumor cell lines, and 1 was significantly more potent although 1 and 2 differ only in the stereochemistry of their vicinal diols at C-23/24.
authors.affiliation: Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, IN 47907, USA.
authors.forename: X X
authors.initials: XX
authors.lastname: Liu
authors.forename: F Q
authors.initials: FQ
authors.lastname: Alali
authors.forename: D C
authors.initials: DC
authors.lastname: Hopp
authors.forename: L L
authors.initials: LL
authors.lastname: Rogers
authors.forename: E
authors.initials: E
authors.lastname: Pilarinou
authors.forename: J L
authors.initials: JL
authors.lastname: McLaughlin
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology / Q000633:toxicity; D001156:Artemia; D005591:Chemical Fractionation; D004354:Drug Screening Assays, Antitumor; D005431:Florida; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology / Q000633:toxicity; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology / Q000633:toxicity; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D013237:Stereoisomerism; D014197:Trees / Q000737:chemistry*; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D007783:Lactones; D010936:Plant Extracts; C115097:glabracin A