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Eur J Med Chem ; 108: 287-300, 2016 Jan 27.
Artículo en Inglés | MEDLINE | ID: mdl-26695730

RESUMEN

A series of chalconyl blended triazole allied silatranes (7a-g/8a-g/9a-g) were synthesized in good yields using a simple, economical and biocompatible synthetic route. The blend of three different pharmacologically active moieties into a single scaffold resulted into synergistic effect in their bio-activity. Various substitutions were tried to study the structure activity relationship (SAR) of the synthesized compounds on the basis of biological results. All the newly synthesized compounds were well characterized by IR, (1)H and (13)C NMR, low resolution mass spectroscopy and elemental analysis. The structures of 7a and 7c were authenticated by single crystal X-ray crystallography. These compounds were screened by using Molinspiration software for their physicochemical properties and all the compounds showed good oral bioavailability. The antiparasitic activity of the newly synthesized compounds was evaluated against unicellular parasites (Giardia lamblia and Trichomonas vaginalis) in comparison to standard drug (metronidazole) by 3-(4,5-dimethylthiazol-yl)-diphenyl tetrazolium bromide (MTT) assay. All the compounds displayed significant activity against G. lamblia and T. vaginalis with IC50 values ranging from 19.58-131.2 µM to 18.24-101.26 µM respectively. The entire library of compounds was found to be more active than metronidazole except 9a, 9f and 9g. Notably, 9e and 7e were found to be most significant against G. lamblia and T. vaginalis respectively.


Asunto(s)
Antiparasitarios/síntesis química , Antiparasitarios/farmacología , Diseño de Fármacos , Giardia lamblia/efectos de los fármacos , Compuestos de Organosilicio/farmacología , Triazoles/farmacología , Trichomonas vaginalis/efectos de los fármacos , Antiparasitarios/química , Relación Dosis-Respuesta a Droga , Modelos Moleculares , Estructura Molecular , Compuestos de Organosilicio/síntesis química , Compuestos de Organosilicio/química , Pruebas de Sensibilidad Parasitaria , Relación Estructura-Actividad , Triazoles/síntesis química , Triazoles/química
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