Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells.
Stereospecific olefin (C=C) and carbonyl (C=O) reduction of the readily available prochiral compound ketoisophorone (2,2,6-trimethyl-2-cyclohexene-1,4-dione) (1) by Marchantia polymorpha and Nicotiana tabacum cell suspension cultures produce the chiral products (6R)-levodione (2), (4R,5S)-4-hydroxy-3,3,5-trimethylcyclohexanone (3), and (4R,6R)-actinol (4) as well as the minor components (4R)-hydroxyisophorone (5) and (4S)-phorenol (6).
Hegazy
Mohamed-Elamir F
ME
Chemistry of Medicinal Plants Department, National Research Centre, Dokki, Cairo, Egypt. elamir77@yahoo.com
Hirata
Toshifumi
T
Abdel-Lateff
Ahmed
A
el-Razek
Mohamed H Abd
MH
Mohamed
Abou El-Hamd H
Ael-H
Hassan
Nahed M
NM
Paré
Paul W
PW
Mahmoud
Ahmed A
AA
D002478:Cells, Cultured; D003512:Cyclohexanones / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D047008:Marchantia / Q000235:genetics* / Q000378:metabolism; D011110:Polymorphism, Genetic; D013057:Spectrum Analysis; D013237:Stereoisomerism; D014026:Nicotiana / Q000166:cytology* / Q000378:metabolism
D003512:Cyclohexanones; C476259:ketoisophorone