title: Facile synthetic access to and biological evaluation of the macrocyclic core of apoptolidin.
abstract: Oxidative cleavage of the C-20/C-21 bond in apoptolidin (1) provides two fragments of similar complexity, facilitating a divide-and-diversify strategy for the determination of the structural basis for apoptolidin's biological activity, the remarkably selective induction of apoptosis in sensitive cell lines. The ability of compounds derived from this cleavage to inhibit mitochondrial F(0)F(1)-ATPase is reported. [structure: see text]
authors.affiliation: Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA. wenderp@stanford.edu
authors.forename: Paul A
authors.initials: PA
authors.lastname: Wender
authors.forename: Orion D
authors.initials: OD
authors.lastname: Jankowski
authors.forename: Elie A
authors.initials: EA
authors.lastname: Tabet
authors.forename: Haruo
authors.initials: H
authors.lastname: Seto
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D018942:Macrolides / Q000737:chemistry* / Q000494:pharmacology*; D000432:Methanol / Q000737:chemistry; D025261:Mitochondrial Proton-Translocating ATPases / Q000037:antagonists & inhibitors; D010084:Oxidation-Reduction
chemical_list: D004791:Enzyme Inhibitors; D018942:Macrolides; D025261:Mitochondrial Proton-Translocating ATPases; C114125:apoptolidin; D000432:Methanol