Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells

  • Z Naturforsch C J Biosci. 2008 May-Jun;63(5-6):403-8. doi: 10.1515/znc-2008-5-615.
Mohamed-Elamir F Hegazy  1 ,  Toshifumi Hirata ,  Ahmed Abdel-Lateff ,  Mohamed H Abd el-Razek ,  Abou El-Hamd H Mohamed ,  Nahed M Hassan ,  Paul W Paré ,  Ahmed A Mahmoud
Affiliations
  • 1. Chemistry of Medicinal Plants Department, National Research Centre, Dokki, Cairo, Egypt. [email protected]
PMID: 18669027 DOI: 10.1515/znc-2008-5-615
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).

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