title: Cryptophycin affinity labels: synthesis and biological activity of a benzophenone analogue of cryptophycin-24.
abstract: An efficient synthesis of a C16 side chain benzophenone analogue of cryptophycin-24 using a crotylboration reaction and Heck coupling as key steps is described. In an in vitro tubulin assembly assay, the benzophenone analogue of the beta isomer (IC(50)=7.4 microM) is twice as active as cryptophycin-24 (IC(50)=15 microM).
authors.affiliation: Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045, USA.
authors.forename: Ramdas
authors.initials: R
authors.lastname: Vidya
authors.forename: MariJean
authors.initials: M
authors.lastname: Eggen
authors.forename: Gunda I
authors.initials: GI
authors.lastname: Georg
authors.forename: Richard H
authors.initials: RH
authors.lastname: Himes
mesh_terms: D000345:Affinity Labels; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001577:Benzophenones / Q000737:chemistry*; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D047630:Depsipeptides; D006801:Humans; D020128:Inhibitory Concentration 50; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000187:drug effects
chemical_list: D000345:Affinity Labels; D000970:Antineoplastic Agents; D001577:Benzophenones; D047630:Depsipeptides; D010456:Peptides, Cyclic; D014404:Tubulin; C096566:arenastatin A; C088419:cryptophycin