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Chem Biol Drug Des ; 78(3): 477-82, 2011 Sep.
Article in English | MEDLINE | ID: mdl-21668650

ABSTRACT

A series of new oxygenated analogues of marine 3-alkylpyridine alkaloids were prepared from 3-pyridinepropanol in few steps and in good yields. The key step for the synthesis of these compounds was a Williamson etherification under phase-transfer conditions. All new compounds were evaluated for their antiplasmodial activity and cytotoxicity. A significant reduction in parasitaemia was observed for some of the prepared compounds, and the majority of them exhibited a selectivity index (SI) ranging from 2.78 to 15.58, which suggests that these compounds may be a promising class of substances with antimalarial activity.


Subject(s)
Alkaloids/chemistry , Alkaloids/pharmacology , Antimalarials/chemistry , Antimalarials/pharmacology , Malaria, Falciparum/drug therapy , Plasmodium falciparum/drug effects , Alkaloids/chemical synthesis , Antimalarials/chemical synthesis , Cell Line , Cell Survival/drug effects , Humans , Pyridines/chemical synthesis , Pyridines/chemistry , Pyridines/pharmacology , Structure-Activity Relationship
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