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
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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