Literature DB >> 27657808

Synthesis, characterization and molecular docking studies of substituted 4-coumarinylpyrano[2,3-c]pyrazole derivatives as potent antibacterial and anti-inflammatory agents.

Bahubali M Chougala1, S Samundeeswari1, Megharaja Holiyachi1, Lokesh A Shastri2, Suneel Dodamani3, Sunil Jalalpure4, Sheshagiri R Dixit5, Shrinivas D Joshi5, Vinay A Sunagar6.   

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 C4C4 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. Copyright Â
© 2016 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  3-Coumarinyl-3-pyrazolylpropanoic acids; Anti-inflammatory; Antibacterial; C(4)C(4) pyranone; DMAP; Molecular docking; Pyrano[2,3-c]pyrazole; Pyranopyrazolo-pyrimidine

Mesh:

Substances:

Year:  2016        PMID: 27657808     DOI: 10.1016/j.ejmech.2016.09.021

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  9 in total

Review 1.  Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives.

Authors:  Diana Becerra; Rodrigo Abonia; Juan-Carlos Castillo
Journal:  Molecules       Date:  2022-07-23       Impact factor: 4.927

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

Authors:  Youssef Draoui; Smaail Radi; Amine Tanan; Afaf Oulmidi; Haralampos N Miras; Redouane Benabbes; Sabir Ouahhoudo; Samira Mamri; Aurelian Rotaru; Yann Garcia
Journal:  RSC Adv       Date:  2022-06-15       Impact factor: 4.036

Review 3.  Antibacterial pyrazoles: tackling resistant bacteria.

Authors:  Mohammad A Alam
Journal:  Future Med Chem       Date:  2022-01-20       Impact factor: 3.808

4.  Design and Synthesis of Novel Pyrazole-Substituted Different Nitrogenous Heterocyclic Ring Systems as Potential Anti-Inflammatory Agents.

Authors:  Eman S Nossier; Hoda H Fahmy; Nagy M Khalifa; Wafaa I El-Eraky; Marawan A Baset
Journal:  Molecules       Date:  2017-03-24       Impact factor: 4.411

5.  Design, Synthesis and Antibacterial Activity of Coumarin-1,2,3-triazole Hybrids Obtained from Natural Furocoumarin Peucedanin.

Authors:  Alla V Lipeeva; Danila O Zakharov; Liubov G Burova; Tatyana S Frolova; Dmitry S Baev; Ilia V Shirokikh; Alexander N Evstropov; Olga I Sinitsyna; Tatyana G Tolsikova; Elvira E Shults
Journal:  Molecules       Date:  2019-06-05       Impact factor: 4.411

6.  Multifunctional Aspects of the Synthesized Pyrazoline Derivatives for AP1 5L X60 Steel Protection Against MIC and Acidization: Electrochemical, In Silico, and SRB Insights.

Authors:  Mohamed A Abbas; Ahmed M Eid; Moaz M Abdou; Amr Elgendy; Rasha A El-Saeed; Elsayed G Zaki
Journal:  ACS Omega       Date:  2021-03-19

7.  Synthesis of novel inhibitors of α-amylase based on the thiazolidine-4-one skeleton containing a pyrazole moiety and their configurational studies.

Authors:  Parvin Kumar; Meenakshi Duhan; Kulbir Kadyan; Jayant Sindhu; Sunil Kumar; Hitender Sharma
Journal:  Medchemcomm       Date:  2017-05-16       Impact factor: 3.597

8.  Synthesis of functionalized imidazo[4,5-e]thiazolo[3,2-b]triazines by condensation of imidazo[4,5-e]triazinethiones with DMAD or DEAD and rearrangement to imidazo[4,5-e]thiazolo[2,3-c]triazines.

Authors:  Alexei N Izmest'ev; Dmitry B Vinogradov; Natalya G Kolotyrkina; Angelina N Kravchenko; Galina A Gazieva
Journal:  Beilstein J Org Chem       Date:  2021-05-14       Impact factor: 2.883

9.  Microwave-assisted synthesis, computational studies and antibacterial/ anti-inflammatory activities of compounds based on coumarin-pyrazole hybrid.

Authors:  Rakesh R Chavan; Kallappa M Hosamani
Journal:  R Soc Open Sci       Date:  2018-05-02       Impact factor: 2.963

  9 in total

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