4.7 Article

Asymmetric bioreduction of substituted acenaphthenequinones using plant enzymatic systems: A novel strategy for the preparation of (+)- and (-)-mono hydroxyacenaphthenones

Journal

CHINESE CHEMICAL LETTERS
Volume 19, Issue 10, Pages 1179-1182

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2008.06.037

Keywords

Bioreduction; Plant enzymes; Acenaphthenequinone; Chiral hydroxyacenaphthenone

Funding

  1. Program for Changjiang Scholars
  2. Innovative Research Team in University [IRT0711]
  3. Technology Foundation of Shanghai [04DZ05605]

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Regio- and enantioselective reduction of substituted acenaphthenequinones were conducted under mild reaction conditions using plant enzymatic systems. A screening of 15 plants allowed the selection of two suitable plants fulfilling enantiocomplementarity. The (+)- and (-)-mono hydroxyacenaphthenones were achieved with high conversion and good enantiomeric purity using peach (Prunus persica (L.) Batsch., conversion 98%, 71% ee) and carrot (Daucus carota L., conversion 95%, 81% ee), respectively. (C) 2008 Jing Nan Cui. Published by Elsevier B. V. on behalf of Chinese Chemical Society. All rights reserved.

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