Literature DB >> 27900513

Synthesis and antimicrobial evaluation of ester-linked 1,4-disubstituted 1,2,3-triazoles with a furyl/thienyl moiety.

C P Kaushik1, Raj Luxmi2, Dharmendra Singh3, Ashwani Kumar4.   

Abstract

Twenty ester-linked 1,4-disubstituted 1,2,3-triazoles having a furyl/thienyl moiety have been synthesized from heteroaryl prop-2-yn-1-yl carboxylate and aromatic azides via a Cu(I) catalyzed 1,3-dipolar cycloaddition. All the synthesized compounds were characterized by FTIR, [Formula: see text]H NMR, [Formula: see text]C NMR spectroscopy and HRMS. Synthesized triazoles were tested in vitro for antimicrobial evaluation against Gram-negative bacteria-Escherichia coli, Enterobacter aerogenes and Klebsiella pneumoniae; Gram-positive bacteria-Staphylococcus aureus and two fungal strains-Candida albicans and Aspergillus niger, reflecting moderate to good activity. The structure of compound 6f was also confirmed by X-ray crystallography (CCDC 1469326).

Entities:  

Keywords:  Antibacterial activity; Antifungal activity; Click chemistry; Disubstituted 1,2,3-triazoles; Synthesis

Mesh：

Substances：

Year:  2016        PMID： 27900513     DOI： 10.1007/s11030-016-9710-y

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  16 in total

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Authors:  Hartmuth C. Kolb; M. G. Finn; K. Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2001-06-01       Impact factor: 15.336

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Authors:  Arzu Karakurt; Mutlu D Aytemir; James P Stables; Meral Ozalp; F Betül Kaynak; Süheyla Ozbey; Sevim Dalkara
Journal:  Arch Pharm (Weinheim)       Date:  2006-09       Impact factor: 3.751

4.  Design, synthesis, in vitro cytotoxic activity evaluation, and apoptosis-induction study of new 9(10H)-acridinone-1,2,3-triazoles.

Authors:  Maryam Mohammadi-Khanaposhtani; Maliheh Safavi; Reyhaneh Sabourian; Mohammad Mahdavi; Mahboobeh Pordeli; Mina Saeedi; Sussan Kabudanian Ardestani; Alireza Foroumadi; Abbas Shafiee; Tahmineh Akbarzadeh
Journal:  Mol Divers       Date:  2015-07-14       Impact factor: 2.943

5.  C-glycoside clustering on calix[4]arene, adamantane, and benzene scaffolds through 1,2,3-triazole linkers.

Authors:  Alessandro Dondoni; Alberto Marra
Journal:  J Org Chem       Date:  2006-09-29       Impact factor: 4.354

6.  Design, synthesis and evaluation of 1,2,3-triazole-adamantylacetamide hybrids as potent inhibitors of Mycobacterium tuberculosis.

Authors:  Dinesh Addla; Anvesh Jallapally; Divya Gurram; Perumal Yogeeswari; Dharmarajan Sriram; Srinivas Kantevari
Journal:  Bioorg Med Chem Lett       Date:  2014-03-12       Impact factor: 2.823

7.  Regioselective synthesis and antimicrobial studies of ester linked 1,4-disubstituted 1,2,3-bistriazoles.

Authors:  Kashmiri Lal; Ashwani Kumar; M S Pavan; C P Kaushik
Journal:  Bioorg Med Chem Lett       Date:  2012-05-12       Impact factor: 2.823

8.  Organic azides: an exploding diversity of a unique class of compounds.

Authors:  Stefan Bräse; Carmen Gil; Kerstin Knepper; Viktor Zimmermann
Journal:  Angew Chem Int Ed Engl       Date:  2005-08-19       Impact factor: 15.336

9.  7-Chloroquinolinotriazoles: synthesis by the azide-alkyne cycloaddition click chemistry, antimalarial activity, cytotoxicity and SAR studies.

Authors:  Guilherme R Pereira; Geraldo Célio Brandão; Lucas M Arantes; Háliton A de Oliveira; Renata Cristina de Paula; Maria Fernanda A do Nascimento; Fábio M dos Santos; Ramon K da Rocha; Júlio César D Lopes; Alaíde Braga de Oliveira
Journal:  Eur J Med Chem       Date:  2013-12-01       Impact factor: 6.514

10.  Synthesis and biological evaluation of triazol-4-ylphenyl-bearing histone deacetylase inhibitors as anticancer agents.

Authors:  Rong He; Yufeng Chen; Yihua Chen; Andrei V Ougolkov; Jin-San Zhang; Doris N Savoy; Daniel D Billadeau; Alan P Kozikowski
Journal:  J Med Chem       Date:  2010-02-11       Impact factor: 7.446
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Journal:  Front Microbiol       Date:  2022-05-06       Impact factor: 6.064
  1 in total

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