ABSTRACT
A series of 1-phenyl-4-glycosyl-dihydropyridines (4-17 and 19-21) were prepared by the one pot multicomponent reaction of glcosyl aldehyde, beta-keto compounds and aniline or substituted aniline in the presence of TBAHS as catalyst. The compounds were screened in vitro and in vivo for their antileishmanial activities. Most of the compounds exhibited moderate to good activity against amastigotes and promastigotes of Leishmania donovani. The compounds 4, 11, 12, 13, and 17 exhibited potent in vivo activity with selectivity index (SI) values 7.43-18.93. Molecular docking studies with these compounds revealed L. donovani PTR1 as the possible target to show antileishmanial activities.
Subject(s)
Antiprotozoal Agents/chemical synthesis , Antiprotozoal Agents/pharmacology , Leishmania donovani/drug effects , Models, Molecular , Pyridines/chemical synthesis , Pyridines/pharmacology , Animals , Antiprotozoal Agents/metabolism , Antiprotozoal Agents/toxicity , Cell Line , Leishmania donovani/enzymology , Leishmania donovani/growth & development , Life Cycle Stages , Mice , Molecular Conformation , Oxidoreductases/chemistry , Oxidoreductases/metabolism , Pyridines/metabolism , Pyridines/toxicityABSTRACT
A series of azatricyclodiones and octahydro-benzo[f]isoindoles have been synthesized by (4+2) Diels-Alder cycloaddition of maleimides with furfuryl amine. Reaction of azatricyclodiones with isocyanates led to the respective ureides. All of the compounds were screened against a number of bacteria and fungi. One of the compounds (2) displayed moderate antitubercular activity while two compounds (2) and (4) inhibited the fungal growth at 25 µg/mL.
Subject(s)
Anti-Infective Agents/chemical synthesis , Aza Compounds/chemical synthesis , Isoindoles/chemical synthesis , Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Antitubercular Agents/chemical synthesis , Antitubercular Agents/chemistry , Antitubercular Agents/pharmacology , Aza Compounds/chemistry , Aza Compounds/pharmacology , Bacteria/drug effects , Cycloaddition Reaction , Fungi/drug effects , Isoindoles/chemistry , Isoindoles/pharmacology , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Molecular StructureABSTRACT
A series of 2-sulfanyl-6-methyl-1,4-dihydropyrimidines (8-21) were synthesized in good yields by alkylation of 5-methyl-6-phenyl-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid ethyl esters (2-7) with different alkyl or aralkyl halides in the presence of a combination of anhydrous K(2)CO(3) and catalytic amount of tetrabutyl ammonium bromide. The title compounds were evaluated for their antifilarial activity against adult parasites of human lymphatic filarial parasite Brugia malayi (sub-periodic strain) in vitro and in vivo at various concentrations. One of the compounds (18) showed promising antifilarial activity.
