Chem. Pharm. Bull., 53(7),816-819, July 2005

Notes

Biotransformation of Ferulic Acid into Two New Dihydrotrimers by Momordica charantia Peroxidase


Hai-Li LIU,a Ling-Yi KONG,*,a Yoshiaki TAKAYA,b and Masatake NIWAb

a Department of Natural Medicinal Chemistry, China Pharmaceutical University; 24 Tong Jia Xiang, Nanjing 210009, The People's Republic of China: and b Faculty of Pharmacy, Meijo University; Tempaku, Nagoya 468-8503, Japan. * To whom correspondence should be addressed. e-mail: lykong@jlonline.com

As a result of a continuing investigation of the biotransformation of ferulic acid with H2O2/Momordica charantia peroxidase at pH 5.0 in the presence of acetone, triFA1 (1) and triFA2 (2), two new FA dehydrotrimers, have been isolated. The structures were elucidated from the spectroscopic data including 2D-NMR such as HSQC, HMBC and NOESY data. TriFA1 (1) is a unique FA dehydrotrimer possessing a 3a,9b-dihydro-1H-furo[3,4-c][1]benzopyran-3(4H)-one ring system. The possible mechanism for the formation of triFA1 was also discussed.

Key words Momordica charantia peroxidase; ferulic acid; FA dehydrotrimer