STEREOSELECTIVITY OF THE REDUCTION OF CARVONE AND DIHYDROCARVONE BY SUSPENSION CELLS OF NICOTIANA TABACUM

Article abstract of DOI:10.1016/0031-9422(82)85179-0

The biotransformation of foreign substrates with suspension cells of Nicotiana tabacum was tested with (4R)-(-)- and (4S)-(+)-carvones, (1R,4R)-(+)- and (1S,4S)-(-)-dihydrocarvones and (1S,4R)-(+)- and (1R,4S)-(-)-isodihydrocarvones.It was found that the cells reduced regio- and stereoselectively the C-C double bond adjacent to the carbonyl group from the si-face and then the carbonyl group from the re-face, leaving the C-C double bond in the 1-methylethenyl group unattacked. - Key Word Index - Nicotiana tabacum; Solanaceae; tissue culture; biotransformation; stereoselective reduction; carvone; dihydrocarvone; isodihydrocarvone.