» Articles » PMID: 27657808

Synthesis, Characterization and Molecular Docking Studies of Substituted 4-coumarinylpyrano[2,3-c]pyrazole Derivatives As Potent Antibacterial and Anti-inflammatory Agents

Overview
Journal Eur J Med Chem
Specialty Chemistry
Date 2016 Sep 23
PMID 27657808
Citations 15
Authors
Affiliations
Soon will be listed here.
Abstract

A green, eco-friendly and efficient protocol has been developed and synthesized a series of coumarin based pyrano[2,3-c]pyrazole derivatives (3) by multi-component reaction (MCR). Unexpected 3-coumarinyl-3-pyrazolylpropanoic acids (4) have been isolated by the reaction of compound (3) in acidic conditions. Further, intramolecular cyclization of compounds (4) leads to CC chromons (9) and these compounds were screened for their biological activities using array of techniques. Most of the compounds exhibited promising antibacterial activity, in particular Gram-positive bacteria. The anti-inflammatory assay was evaluated against protein denaturation as well as HRBC membrane stabilization methods and compounds exhibit excellent anti-inflammatory activity in both methods. Molecular docking study has been performed for all the synthesized compounds with S. aureus dihydropteroate synthetase (DHPS) and results obtained are quite promising.

Citing Articles

Synthesis and biological evaluation of new 3-substituted coumarin derivatives as selective inhibitors of human carbonic anhydrase IX and XII.

Mahammad Ghouse S, Bahatam K, Angeli A, Pawar G, Chinchilli K, Yaddanapudi V J Enzyme Inhib Med Chem. 2023; 38(1):2185760.

PMID: 36876597 PMC: 10013565. DOI: 10.1080/14756366.2023.2185760.


Water-SDS-[BMIm]Br composite system for one-pot multicomponent synthesis of pyrano[2,3-]pyrazole derivatives and their structural assessment by NMR, X-ray, and DFT studies.

Chakraborty S, Paul B, De U, Natarajan R, Majumdar S RSC Adv. 2023; 13(10):6747-6759.

PMID: 36860543 PMC: 9969234. DOI: 10.1039/d3ra00137g.


Recent Advancement in Drug Design and Discovery of Pyrazole Biomolecules as Cancer and Inflammation Therapeutics.

Alam M, Alam O, Naim M, Nawaz F, Manaithiya A, Imran M Molecules. 2022; 27(24).

PMID: 36557840 PMC: 9780894. DOI: 10.3390/molecules27248708.


Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives.

Becerra D, Abonia R, Castillo J Molecules. 2022; 27(15).

PMID: 35897899 PMC: 9331265. DOI: 10.3390/molecules27154723.


Novel family of bis-pyrazole coordination complexes as potent antibacterial and antifungal agents.

Draoui Y, Radi S, Tanan A, Oulmidi A, Miras H, Benabbes R RSC Adv. 2022; 12(28):17755-17764.

PMID: 35765319 PMC: 9198996. DOI: 10.1039/d2ra03414j.