Literature DB >> 24120538

Synthesis and biological evaluation of novel formyl-pyrazoles bearing coumarin moiety as potent antimicrobial and antioxidant agents.

Renuka Nagamallu1, Ajay Kumar Kariyappa.   

Abstract

A series of coumarin appended formyl-pyrazoles 14-18 were synthesized by a simple and accessible approach. The reaction of 8-acetyl-4-methyl-7-hydroxy coumarin 3 and phenyl hydrazine hydrochlorides 4-8 produces the intermediate compounds 8-acetyl-4-methyl-7-hydroxy coumarin hydrazones 9-13. The reaction of compounds 9-13 and DMF in the presence of POCl3 yielded formyl-pyrazoles bearing coumarin moiety 14-18 in good yield. The synthesized new compounds 14-18 and the intermediates 8-acetyl-4-methyl-7-hydroxy coumarin hydrazones 9-13 prepared were screened in vitro for their antibacterial, antifungal antioxidant activities. The compounds 12 and 17 having chloro substitution exhibited promising antifungal and antibacterial activity against the different organisms tested. The compound 17 showed remarkable DPPH radical scavenging ability.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Antibacterial; Antifungal; Antioxidant; Heterocycles; MIC

Mesh:

Substances:

Year:  2013        PMID: 24120538     DOI: 10.1016/j.bmcl.2013.09.053

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

Review 1.  Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review.

Authors:  Khalid Karrouchi; Smaail Radi; Youssef Ramli; Jamal Taoufik; Yahia N Mabkhot; Faiz A Al-Aizari; M'hammed Ansar
Journal:  Molecules       Date:  2018-01-12       Impact factor: 4.411

2.  Design, synthesis and validation of anti-microbial coumarin derivatives: An efficient green approach.

Authors:  Mohd Shahnawaz Khan; Ranu Agrawal; Mohammad Ubaidullah; Md Imtaiyaz Hassan; Nazia Tarannum
Journal:  Heliyon       Date:  2019-10-18

3.  Chemoselective and one-pot synthesis of novel coumarin-based cyclopenta[c]pyrans via base-mediated reaction of α,β-unsaturated coumarins and β-ketodinitriles.

Authors:  Behnaz Farajpour; Abdolali Alizadeh
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

4.  Cascade annulation reaction (CAR): highly diastereoselective synthesis of pyranopyrazole scaffolds.

Authors:  Manickam Bakthadoss; Manickam Surendar
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

5.  Sulfamic acid incorporated HKUST-1: a highly active catalyst and efficient adsorbent.

Authors:  Mahmoud M Kaid; Ahmed Gebreil; Soheir A El-Hakam; Awad I Ahmed; Amr Awad Ibrahim
Journal:  RSC Adv       Date:  2020-04-20       Impact factor: 4.036

6.  6-7-Dimethoxy-4-methylcoumarin suppresses pro-inflammatory mediator expression through inactivation of the NF-κB and MAPK pathways in LPS-induced RAW 264.7 cells.

Authors:  Kil-Nam Kim; Hye-Won Yang; Seok-Chun Ko; Yeong-Jong Ko; Eun-A Kim; Seong Woon Roh; Eun-Yi Ko; Ginnae Ahn; Soo-Jin Heo; You-Jin Jeon; Weon-Jong Yoon; Chang-Gu Hyun; Daekyung Kim
Journal:  EXCLI J       Date:  2014-07-21       Impact factor: 4.068

7.  Probing the origins of aromatase inhibitory activity of disubstituted coumarins via QSAR and molecular docking.

Authors:  Apilak Worachartcheewan; Naravut Suvannang; Supaluk Prachayasittikul; Virapong Prachayasittikul; Chanin Nantasenamat
Journal:  EXCLI J       Date:  2014-12-08       Impact factor: 4.068

  7 in total

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