Resumen de Metabolitos aislados de raputia heptaphylla y esenbeckia alata (rutaceae) y síntesis de precursores de análogos de alcaloides quinolínicos

Carlos Andrés Coy Barrera, Luis E. Cuca Suarez

• Previous studies on the Esenbeckia alata and Raputia heptaphylla,both species belonging to the Rutaceae family, have shownimportant results with respect to their chemistry. These species havesecondary metabolites (coumarins and alkaloids mainly), which act aschemotaxonomic markers. This paper presents, for the first time, the phytochemicalwork and isolated metabolites in these species: four coumarins:bergapten, xanthyletin, xanthotoxin, 3-isoprenyl-4-methoxy-coumarin;four alkaloids: skinmianine, kokusaginine, dictamnine, and 1-methyl-2-methoxy-4-quinolone; two lignans: sesamin and mesodihydroguaiareticacid; two sterols: -sitosterol, stigmasterol; and a pentacyclic triterpene:lupeol that have been isolated from leaves of E. alata. Five alkaloids7-methoxy-2,2-dimethyl-2,6-dihidro-piran[3,2,c] quinolin-5-one, flindersiamine,skinmianine, kokusaginine and dictamnine that have been isolatedfrom leaves of R. heptaphylla. Moreover, it presents a new method byobtaining quinolone alkaloid analogue precursors trough the condensationsof Mannich adduct vinylogous and aldehydes followed by radicalcyclization to obtain products with high regio- and stereoselectivity.