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J Nat Prod ; 69(2): 292-4, 2006 Feb.
Article in English | MEDLINE | ID: mdl-16499336

ABSTRACT

Bioassay-guided fractionation of the bark extract of Annona foetida afforded a new antileishmanial pyrimidine-beta-carboline alkaloid, N-hydroxyannomontine (1), together with the previously reported annomontine (2), O-methylmoschatoline (3), and liriodenine (4). The structure of compound 1 was established on the basis of extensive 1D and 2D NMR and MS analyses. This is the third reported pyrimidine-beta-carboline-type alkaloid and is particularly important for Annona genus chemotaxonomy. In addition, all compounds exhibit in vitro antileishmanial activity against promastigote forms of Leishmania braziliensis. Compounds 2 and 4 showed better activity than compounds 1 and 3 against L. braziliensis. Compound 2 was not active against L. guyanensis.


Subject(s)
Alkaloids/isolation & purification , Alkaloids/pharmacology , Annona/chemistry , Antiprotozoal Agents/isolation & purification , Antiprotozoal Agents/pharmacology , Carbolines/isolation & purification , Carbolines/pharmacology , Leishmania/drug effects , Plants, Medicinal/chemistry , Pyrimidines/isolation & purification , Pyrimidines/pharmacology , Alkaloids/chemistry , Animals , Antiprotozoal Agents/chemistry , Brazil , Carbolines/chemistry , Molecular Structure , Pyrimidines/chemistry
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