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

Carlos A. Coy Barrera, Luis E. Cuca Suárez

Resumen


Abstract. Previous studies on the Esenbeckia alata and Raputia heptaphylla,

both species belonging to the Rutaceae family, have shown

important results with respect to their chemistry. These species have

secondary metabolites (coumarins and alkaloids mainly), which act as

chemotaxonomic markers. This paper presents, for the first time, the phytochemical

work 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 mesodihydroguaiaretic

acid; two sterols: -sitosterol, stigmasterol; and a pentacyclic triterpene:

lupeol that have been isolated from leaves of E. alata. Five alkaloids

7-methoxy-2,2-dimethyl-2,6-dihidro-piran[3,2,c] quinolin-5-one, flindersiamine,

skinmianine, kokusaginine and dictamnine that have been isolated

from leaves of R. heptaphylla. Moreover, it presents a new method by

obtaining quinolone alkaloid analogue precursors trough the condensations

of Mannich adduct vinylogous and aldehydes followed by radical

cyclization to obtain products with high regio- and stereoselectivity.

 


Palabras clave


Raputia, Rutaceae, Esenbeckia, quinolinic alkaloids

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DOI: http://dx.doi.org/10.15765/e.v5i5.617

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