Synthesis and evaluation of double bond substituted combretastatins.
A series of combretastatins substituted with epoxides, amides and small alkyl groups has been synthesised and evaluated for cytotoxicity and their ability to inhibit the assembly of tubulin. The methyl and ethyl substituted phenols 36, 44 have shown potent antimitotic effects whilst exhibiting reduced cytotoxicity.
Hadfield
John A
JA
Centre for Molecular Drug Design, Cockcroft Building, University of Salford, Manchester M5 4WT, UK. j.a.hadfield@salford.ac.uk
Gaukroger
Keira
K
Hirst
Nicholas
N
Weston
Anna P
AP
Lawrence
Nicholas J
NJ
McGown
Alan T
AT
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001632:Bibenzyls / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002453:Cell Cycle / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005562:Formazans / Q000737:chemistry; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013056:Spectrophotometry, Ultraviolet; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013778:Tetrazolium Salts / Q000737:chemistry; D014404:Tubulin / Q000378:metabolism; D050257:Tubulin Modulators
D000577:Amides; D000970:Antineoplastic Agents; D001632:Bibenzyls; D004852:Epoxy Compounds; D005562:Formazans; D013267:Stilbenes; D013778:Tetrazolium Salts; D014404:Tubulin; D050257:Tubulin Modulators; C079782:MTT formazan; C040105:combretastatin