Biotransformation of tabersonine in cell suspension cultures of Catharanthus roseus.
To investigate the reactions involved in the biosynthesis of vindoline from tabersonine, the bioconversion products formed when the latter compound was fed to cell suspension cultures of Catharanthus roseus were isolated and characterized. Two biotransformation products of tabersonine were isolated and shown to be lochnericine, which is formed by epoxidation of tabersonine at positions 14, 15, and lochnerinine, the 11-methoxylation product of lochnericine. The bioconversion ratio of the main biotransformation product, lochnericine, reached a value of 80.6% within three days.
Furuya
T
T
School of Pharmaceutical Sciences, Kitasato University, Tokyo, Japan.
Sakamoto
K
K
Iida
K
K
Asada
Y
Y
Yoshikawa
T
T
Sakai
S
S
Aimi
N
N
D000470:Alkaloids / Q000302:isolation & purification / Q000378:metabolism*; D001711:Biotransformation; D002455:Cell Division; D002478:Cells, Cultured; D002736:Chloroplasts / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D026121:Indole Alkaloids; D007211:Indoles; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010946:Plants, Medicinal / Q000378:metabolism*; D011804:Quinolines; D014747:Vinblastine / Q000031:analogs & derivatives / Q000378:metabolism
D000470:Alkaloids; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; C009373:tabersonine; C009667:vindoline; D014747:Vinblastine