Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Amyloglucosidase Catalyzed Syntheses of Bakuchiol Glycosides in Supercritical Carbon Dioxide

  • Manohar, Balaraman (Food Engineering Department, Central Food Technological Research Institute) ;
  • Divakar, Soundar (Fermentation Technology and Bioengineering Department,Central Food Technological Research Institute) ;
  • Sankar, Kadimi Udaya (Food Engineering Department, Central Food Technological Research Institute)
  • Published : 2009.08.20
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Abstract

Enzymatic syntheses of water soluble Bakuchiol glycosides were carried out in di-isopropyl ether organic media using amyloglucosidase from Rhizopus mold. The reactions were carried out under conventional reflux conditions and in supercritical $CO_2$ atmospheric conditions. Out of the eleven carbohydrate molecules employed for the reaction, D-glucose, D-ribose and D-arabinose gave glycosides in yields of 9.0% to 51.4% under conventional reflux conditions. Under supercritical $CO_2$ atmosphere (100 bar pressure at 50 ${^{\circ}C}$), bakuchiol formed glycosides with Dglucose, D-galactose, D-mannose, D-fructose, D-ribose, D-arabinose, D-sorbitol and D-mannitol in yields ranging from 9% to 46.6%. Out of the bakuchiol glycosides prepared, 6-O-(6-D-fructofruranosyl)bakuchiol showed the best antioxidant (1.4 mM) and ACE inhibitory activities (0.64 mM).

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References

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Cited by

  1. ChemInform Abstract: Amyloglucosidase-Catalyzed Syntheses of Bakuchiol Glycosides in Supercritical Carbon Dioxide. vol.40, pp.52, 2009, https://doi.org/10.1002/chin.200952200