title: Versatile synthesis of new cytotoxic agents structurally related to hemiasterlins.
abstract: A representative series of structural analogues of the antimitotic tripeptides hemiasterlins have been synthesized. The key-step of this synthetic strategy consists of an Ag(2)O-promoted nucleophilic substitution on a common precursor, a chiral non-racemic 2-bromoacyl derivative. Simple variation of nucleophile substituents allows a rapid and stereocontrolled development of new series of derivatives. Some reported compounds showed potent biological activity as growth inhibitors of cancer cell lines and tubulin polymerization inhibitors.
authors.affiliation: Department of Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17/19, 44100, Ferrara, Italy.
authors.forename: Daniele
authors.initials: D
authors.lastname: Simoni
authors.forename: Ray M
authors.initials: RM
authors.lastname: Lee
authors.forename: David E
authors.initials: DE
authors.lastname: Durrant
authors.forename: Nai-Wen
authors.initials: NW
authors.lastname: Chi
authors.forename: Riccardo
authors.initials: R
authors.lastname: Baruchello
authors.forename: Riccardo
authors.initials: R
authors.lastname: Rondanin
authors.forename: Cinzia
authors.initials: C
authors.lastname: Rullo
authors.forename: Paolo
authors.initials: P
authors.lastname: Marchetti
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats
chemical_list: D000970:Antineoplastic Agents; D009842:Oligopeptides; C467070:hemiasterlin