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1. (Article ID: 7393)
 
Bartmańska A, Tronina T, Huszcza E
Transformation of 8-prenylnaringenin by Absidia coerulea and Beauveria bassiana
Bioorganic and Medicinal Chemistry Letters 22(20) (2012) 6451-6453
 

Beauveria bassiana AM278 and Absidia coerulea AM93 converted 8-prenylnaringenin (1) into two glycoside derivatives (7-O-β-D-glucopyranoside) (2) and 7-O-β-D-4'''-O-methylglucopyranoside) (3) in high yields in processes conducted in Saboraud medium. 8-Prenylnaringenin 7-O-β-D-4'''-O-methylglucopyranoside (3) is a new compound. 8-Prenylnaringenin-7-sulfate (4) was obtained in transformation of 1 by Absidia coerulea AM93 in a buffer. Formation of conjugated products in this study proceeds in a manner analogous to mammalian systems which indicates the potential use of microbes to mimic mammalian metabolism.

sulfation, glycosidation, Beauveria bassiana, 8-prenylnaringenin, Absidia coerulea

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2. (Article ID: 7984)
 
Tronina T, Bartmańska A, Milczarek M, Wietrzyk J, Popłoński J, Rój E, Huszcza E
Antioxidant and antiproliferative activity of glycosides obtained by biotransformation of xanthohumol
Bioorganic and Medicinal Chemistry Letters 23(7) (2013) 1957-1960
 

The biotransformation of xanthohumol (1), a prenylated chalcone isolated from hops by selected fungi, was investigated. Microbial regioselective glycosylation at the C-4' position led to xanthohumol 4'-O-β-D-glucopyranoside (2) and xanthohumol 4'-O-β-D-(4'''-O-methyl)-glucopyranoside (3). The subsequent cyclization of 2 resulted in isoxanthohumol 7-O-β-glucopyranoside (4). The structures of the products were identified based on spectroscopic methods. The biological activity of isolated metabolites has been evaluated. Compared to xanthohumol (1), metabolite 2 is a better 2,2'-diphenyl-1-picrylhydrazyl (DPPH) radical scavenger, while 2 and 3 have stronger antiproliferative activity against the human HT-29 colon cancer cell line.

glycosylation, Antioxidant activity, Antiproliferative activity, biotransformation, xanthohumol, spent hops

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