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  • Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells.

Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells.

Zeitschrift fur Naturforschung. C, Journal of biosciences (2008-08-02)
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
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).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2,6,6-Trimethyl-2-cyclohexene-1,4-dione, 98%
Sigma-Aldrich
4-Oxoisophorone, ≥98%, FG