Synthesis and characterization of a novel series of 1,4-dihydropyridine analogues for larvicidal activity against Anopheles arabiensis
Autor: | Katharigatta N. Venugopala, Raquel M. Gleiser, Subhrajyoti Bhandary, Bharti Odhav, Deepak Chopra, Kabange Kasumbwe, Bhaskara D. Dharma Rao |
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Rok vydání: | 2017 |
Předmět: |
0301 basic medicine
Ammonium carbonate Dihydropyridines Insecticides Magnetic Resonance Spectroscopy Stereochemistry Otras Ciencias Biológicas Molecular Conformation MULTI-COMPONENT REACTION Crystallography X-Ray 01 natural sciences Biochemistry Medicinal chemistry Aldehyde DIHYDROPYRIDINE Ciencias Biológicas Structure-Activity Relationship 03 medical and health sciences chemistry.chemical_compound Anopheles Drug Discovery Anopheles arabiensis Multi-component reaction medicine Animals Pharmacology chemistry.chemical_classification Aqueous medium 010405 organic chemistry Chemistry CRYSTALLOGRAPHY Aryl Organic Chemistry Dihydropyridine HANTZSCH SYNTHESIS 0104 chemical sciences 030104 developmental biology Benzyl alcohol Larva Molecular Medicine LARVICIDAL ACTIVITY CIENCIAS NATURALES Y EXACTAS medicine.drug |
Zdroj: | Chemical Biology & Drug Design. 90:397-405 |
ISSN: | 1747-0277 |
Popis: | The new-fangled bis(4-substituted benzyl) 4-(4-substitued phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate derivatives were synthesized by the union of substituted aryl aldehyde, tert-butyl acetoacetate, ammonium carbonate with 4-substituted benzyl alcohol via Hantzsch ester synthesis in aqueous medium under catalyst-free conditions. The newly synthesized compounds were characterized by spectroscopic techniques such as IR, NMR (1H and 13C), ESI mass, elemental analysis, and single-crystal X-ray diffraction. The characterized title compounds were evaluated for the larvicidal activity against Anopheles arabiensis by standard WHO larvicidal assay method using Temephos as standard at 4 μg/ml. The title compounds bis(4-methoxybenzyl) 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate and bis(4-chlorobenzyl) 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate exhibited promising larvicidal activity at 65.6% and 72.2%, respectively, when compared with the standard compound at 98.9%. Fil: Dharma Rao, Bhaskara D.. Indian Institute of Science Education and Research Bhopal; India Fil: Bhandary, Subhrajyoti. Indian Institute of Science Education and Research Bhopal; India Fil: Chopra, Deepak. Indian Institute of Science Education and Research Bhopal; India Fil: Venugopala, Katharigatta N.. Durban University of Technology; India Fil: Gleiser, Raquel M.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina Fil: Kasumbwe, Kabange. Durban University of Technology; India Fil: Odhav, Bharti. Durban University of Technology; India |
Databáze: | OpenAIRE |
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