DISTRIBUTION OF FLAVONOIDS, ALKALOIDS, ACETOPHENONES AND PHLOROGLUCINOLS IN THE GENUS BOSISTOA (RUTACEAE)

The leaves of six of the seven species currently assigned to the Austr alian genus Bosistoa (Rutaceae) have been examined. Major groups of me tabolites isolated were flavones and flavanones, 1,3,5-oxygenated acri done alkaloids, phloroglucinols and acetophenones, all of which are fu rther modified by the addition of 5-carbon prenyl substituents. In a r ecent revision Bosistoa was divided into two groups and the distributi on of flavonoid aglycones is found to coincide with Group II while spe cies in Group I yield acridones, phloroglucinols and acetophenones. It is suggested that secondary metabolite production in Bosistoa is best rationalized by considering a central triketide or tetraketide which through either internal cyclization (phloroglucinols, acetophenones) o r condensation with anthranilic acid (acridone alkaloids) or cinnamic acids (flavonoids) can give rise to all major groups of metabolites. ( C) 1997 Published by Elsevier Science Ltd.