Synthesis of coumarin derivatives containing pyrazole and indenone rings as potent antioxidant and antihyperglycemic agents
Autor: | Yadav D. Bodke, R. Kenchappa, S. K. Peethambar, M. Aruna Sindhe, A. Chandrashekar |
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Rok vydání: | 2017 |
Předmět: |
Antioxidant
Chemistry(all) Indenone DPPH General Chemical Engineering medicine.medical_treatment Coumarin Pyrazole 010402 general chemistry 01 natural sciences Ferrous lcsh:Chemistry chemistry.chemical_compound In vivo medicine Organic chemistry Chelation Antihyperglycemic 010405 organic chemistry General Chemistry 0104 chemical sciences lcsh:QD1-999 chemistry Chemical Engineering(all) Streptozotocin–nicotinamide Nuclear chemistry |
Zdroj: | Arabian Journal of Chemistry, Vol 10, Iss S2, Pp S3895-S3906 (2017) |
ISSN: | 1878-5352 |
DOI: | 10.1016/j.arabjc.2014.05.029 |
Popis: | The present work describes the synthesis of 6-substituted-3-(1-(4-substituted)-4-((Z)-(5,6-dimethoxy-1-oxo-1H-inden-2(3H)-ylidene)methyl)-1H-pyrazol-3-yl)-2H-chromen-2-one derivatives ( 5a – l ) by Claisen–Schmidt condensation of 3-(6-substituted-2-oxo-2 H -chromen-3-yl)-1-(4-substituted)-1 H -pyrazole-4-carbaldehyde derivatives ( 4a – l ) with 5,6-dimethoxy-2,3-dihydro-1H-inden-1-one at reflux temperature for 8 h. The synthesized compounds were screened for in vitro antioxidant activity. Compounds 5e and 5g showed promising DPPH radical scavenging activity with IC 50 54.14–56.19 μg/mL, ferrous ion chelating ability with IC 50 53.75–56.89 μg/mL and reductive capability with IC 50 58.01–62.57 μg/mL. The selected compounds were also tested for in vivo antihyperglycemic activity against Streptozotocin–nicotinamide induced Adult Wistar rats. Compounds 5e and 5g showed significant decrease in glucose concentration (115 and 138 mg/dL) with the dose of 100 mg/kg. |
Databáze: | OpenAIRE |
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