Arene cis-dihydrodiols: useful precursors for the preparation of analogues of the anti-tumour agent, 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC).
The synthesis of 6-epi-COTC, a diastereoisomer of Streptomyces metabolite 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC), is described. The anti-cancer activities of the novel analogue, in racemic and enantiomerically pure forms, are presented.
Arthurs
Claire L
CL
School of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK.
Raftery
James
J
Whitby
Helen L
HL
Whitehead
Roger C
RC
Wind
Natasha S
NS
Stratford
Ian J
IJ
D000970:Antineoplastic Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003512:Cyclohexanones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular
D000970:Antineoplastic Agents; D003512:Cyclohexanones; C011202:2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex- 2-enone