Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells.

Mohamed-Elamir F Hegazy, Toshifumi Hirata, Ahmed Abdel-Lateff, Mohamed H Abd el-Razek, Abou El-Hamd H Mohamed, Nahed M Hassan, Paul W Paré, Ahmed A Mahmoud

Index: Z. Naturforsch., C, J. Biosci. 63(5-6) , 403-8, (2008)

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Abstract

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).