Chemical synthesis and cytotoxicity of dihydroxylated cyclopentenone analogues of neocarzinostatin chromophore.
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.
Urbaniak
Michael D
MD
Center for Biomolecular Design and Drug Development, School of Chemistry, University of Sussex, Falmer, Brighton, BN1 9QJ, UK. s.caddick@sussex.ac.uk
Frost
Lisa M
LM
Bingham
John P
JP
Kelland
Lloyd R
LR
Hartley
John A
JA
Woolfson
Derek N
DN
Caddick
Stephen
S
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*
D000903:Antibiotics, Antineoplastic; D003517:Cyclopentanes; D053281:Enediynes; C032372:neocarzinostatin chromophore; D009353:Zinostatin; C013905:cyclopentenone