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Vol. 29 No. 11 (2017): Vol 29 Issue 11

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Microwave Assisted Synthesis, Characterization, Molecular Docking, Antiinflammatory and Analgesic Activity of Acylhydrazones Bearing Thiophene Moiety

https://doi.org/10.14233/ajchem.2017.20785
M. Soujanya
Department of Pharmaceutical Chemistry, Gokula Krishna College of Pharmacy, SPSR Nellore-524 121, India
G. Rajitha
Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Technology, Sri Padmavathi Mahila Visvavidyalayam (Mahila University), Tirupati-517 502, India

Corresponding Author(s) : M. Soujanya

soujipharma@gmail.com

Asian Journal of Chemistry, Vol. 29 No. 11 (2017): Vol 29 Issue 11

Abstract

NSAIDS are the first drug of choice in the treatment of inflammation has several side effects and still there is a need to introduce a new effective agent. In the present study, N-acylhydrazones bearing thiophene moiety were synthesized by applying bioisosterism drug design tool, characterized, screened for anti-inflammatory, analgesic activity and molecular docking using GLIDE. All the compounds viz., 2-benzamido-N’-(substituted)-3-(thiophen-2-yl)acrylohydrazides (4a-l) were synthesized by the microwave irradiation of compound 2-(benzamido)-3-(thiophen-2-yl)acrylohydrazide (3) with different aromatic/heteroaromatic aldehydes in acidic conditions by microwave irradiation and characterized by IR, 1H & 13C NMR, Mass spectra, followed by elemental analysis. Compound 4j showed slightly superior anti-inflammatory and analgesic activity (76 and 64 %) than standard (73 %, 62 %). The above results were supported by molecular docking studies done by using COX-2 protein revealed, compound (4j,4d) have -9.77, -9.58 as docking score which is higher than standard (-7.18). The present study concludes the potentiality of acylhydrazones to further developed as effective anti-inflammatory agents.

Keywords

Acylhydrazones Anti-inflammatory activity Analgesic activity Molecular docking Bioisosterism
Soujanya, M., & Rajitha, G. (2017). Microwave Assisted Synthesis, Characterization, Molecular Docking, Antiinflammatory and Analgesic Activity of Acylhydrazones Bearing Thiophene Moiety. Asian Journal of Chemistry, 29(11), 2479–2484. https://doi.org/10.14233/ajchem.2017.20785
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