title: Chemical synthesis and cytotoxicity of dihydroxylated cyclopentenone analogues of neocarzinostatin chromophore.
abstract: Compounds containing the naphthoate moiety of Neocarzinostatin chromophore or 2-hydroxynaphthoate have been synthesized and evaluated for cytotoxic activity against a leukemia cell line and a small panel of human-tumor cell lines. Those compounds containing a cyclopentenone moiety were active, with the carbonyl group being essential for biological activity.
authors.affiliation: Center for Biomolecular Design and Drug Development, School of Chemistry, University of Sussex, Falmer, Brighton, BN1 9QJ, UK. s.caddick@sussex.ac.uk
authors.forename: Michael D
authors.initials: MD
authors.lastname: Urbaniak
authors.forename: Lisa M
authors.initials: LM
authors.lastname: Frost
authors.forename: John P
authors.initials: JP
authors.lastname: Bingham
authors.forename: Lloyd R
authors.initials: LR
authors.lastname: Kelland
authors.forename: John A
authors.initials: JA
authors.lastname: Hartley
authors.forename: Derek N
authors.initials: DN
authors.lastname: Woolfson
authors.forename: Stephen
authors.initials: S
authors.lastname: Caddick
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D003517:Cyclopentanes / Q000737:chemistry* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D053281:Enediynes; D019073:HT29 Cells; D006801:Humans; D006900:Hydroxylation; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D009353:Zinostatin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000903:Antibiotics, Antineoplastic; D003517:Cyclopentanes; D053281:Enediynes; C032372:neocarzinostatin chromophore; D009353:Zinostatin; C013905:cyclopentenone