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Paper | Regular issue | Vol 29, No. 11, 1989, pp.2167-2174
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5151
Studies in Cell Suspension Cultures of Cassia didymobotrya. Part II. The Biotransformation of Chalcones to Flavonones

B. Botta,* M. C. De Rosa, V. Vinciguerra, R. Scurria, P. Iacomacci, F. Ferrari, G. Delle Monache,* and D. Misiti

*Centro Chimica dei Recettori, C.N.R. , Università Cattolica del Sacro Cuore, Largo Francesco Vito 1, 00168 Roma, Italy

Abstract

An enzyme system derived from cell cultures of Cassia didymobotrya Showed, inter alia, a chalcone - flavanone isomerase which revealed a maximum activity when isolated from 22 day old cultures. Its substrate specificity was demonstrated by using sixteen chalcones featuring different substitutions patterns in rings A and B. The highest yields of flavanone formation were observed with various ring A functionalyzed chalcones lacking functionality in ring B. The chalcones having an isoprenyl side chain in the 3’- position of ring A were not transformed. The presence of a free hydroxyl group at C-4 of ring B stimulated flavanone formation relative to other ring B substrates. Some comments concerning the possible mechanism of the chalcone - flavanone isomerase reaction are provided.