Microsome-mediated transformation of O-methylandrocymbine to demecolcine and colchicine.
Microsomal preparations from immature seeds of Colchicum autumnale L. catalyse the ring expansion reaction of O-methylandrocymbine to demecolcine in the presence of NADPH and O2. In addition evidence is given for further transformation of demecolcine to colchicine in the presence of acetyl-CoA and NADPH.
Rueffer
M
M
Lehrstuhl für Pharmazeutische Biologie, Ludwig-Maximilians-Universität München, Munich, Germany. Martina.Rueffer@lrz.uni-muenchen.de
Zenk
M H
MH
D000470:Alkaloids / Q000378:metabolism*; D002248:Carbon Monoxide / Q000378:metabolism; D002855:Chromatography, Thin Layer; D003078:Colchicine / Q000096:biosynthesis* / Q000031:analogs & derivatives; D003079:Colchicum / Q000201:enzymology*; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D003703:Demecolcine / Q000096:biosynthesis*; D006863:Hydrogen-Ion Concentration; D008027:Light; D008861:Microsomes / Q000378:metabolism*; D009249:NADP / Q000378:metabolism; D009584:Nitrogen / Q000378:metabolism; D010100:Oxygen / Q000378:metabolism; D010946:Plants, Medicinal; D012639:Seeds / Q000201:enzymology; D012997:Solvents
D000470:Alkaloids; C115662:O-methylandrocymbine; D012997:Solvents; C001891:androcymbine; D009249:NADP; D002248:Carbon Monoxide; D003577:Cytochrome P-450 Enzyme System; D009584:Nitrogen; D010100:Oxygen; D003078:Colchicine; D003703:Demecolcine