Biotransformation of 4(20),11-taxadienes by cell suspension cultures of Platycodon grandiflorum.
Platycodon grandiflorum cell suspension cultures were employed to biotransform the taxane diterpenoids 2alpha,5alpha,10beta,14beta-tetraacetoxy-4(20),11-taxadiene (1) and 9alpha-hydroxy-2alpha,5alpha,10beta,14beta-tetraacetoxy-4(20),11-taxadiene (2). One product, 10beta-hydroxy-2alpha,5alpha,14beta-triacetoxy-4(20),11-taxadiene (3) was obtained from 1 and two products, 9alpha,10beta-dihydroxy-2alpha,5alpha,14beta-triacetoxy-4(20),11-taxadiene (4) and 10beta-hydroxy-2alpha,5alpha,9alpha,14beta-tetraacetoxy-4(20),11-taxadiene (5) were obtained from 2 incubated with Platycodon cultured cells respectively, among which 5 is characterized as a new taxoid compound. The effects of the addition stage for 1 and 2 on the biotransformation were investigated and the results revealed that: (1) the optimal addition stage for 1 was in the early logarithmic phase (6th day) of the cell growth period, in which 78% of 1 was converted and the yield for 3 reached 75%; (2) the optimal addition stage for 2 was on the mid-logarithmic phase (12th day) of the cell growth period, in which 25.3% of 2 was converted and the yields for 4 and 5 reached 18.9 and 14.5%, respectively.
Dai
Jun-Gui
JG
The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China.
Guo
Hong-Zhu
HZ
Ye
Min
M
Zhu
Wei-Hua
WH
Zhang
Da-Yong
DY
Hu
Qiu
Q
Han
Jian
J
Zheng
Jun-Hua
JH
Guo
De-An
DA
D000475:Alkenes / Q000008:administration & dosage / Q000737:chemistry / Q000493:pharmacokinetics*; D001711:Biotransformation; D002478:Cells, Cultured / Q000378:metabolism; D004224:Diterpenes / Q000008:administration & dosage / Q000737:chemistry / Q000493:pharmacokinetics*; D006801:Humans; D008517:Phytotherapy; D031238:Platycodon / Q000378:metabolism*; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D020946:Taxus
D000475:Alkenes; D004224:Diterpenes; C093125:taxa-4(5),11(12)diene