Synthesis and in vitro evaluation of 2-(((2-ether)amino)methylene)-dimedone derivatives as potential antimicrobial agents.

Autor: Lone AM; Laboratory of Organic Synthesis, Department of Chemistry, Govt. Degree College for Women Baramulla, Jammu & Kashmir 193101, India. Electronic address: loneali33@gmail.com., Rather MA; Department of Biochemistry, University of Kashmir, Srinagar, Jammu & Kashmir 190006, India. Electronic address: rathermuzafar52@yahoo.com., Bhat MA; Department of Chemistry, Faculty of Science, SHUATS Allahabad, Uttar Pradesh 211007, India., Bhat ZS; Academy of Scientific and Innovative Research (AcSIR), New Delhi 110012, India., Tantry IQ; Department of Biochemistry, Faculty of Medicine, Jawaharlal Nehru Medical College, Aligarh Muslim University, UP 190006, India., Prakash P; Department of Chemistry, Faculty of Science, SHUATS Allahabad, Uttar Pradesh 211007, India.
Jazyk: angličtina
Zdroj: Microbial pathogenesis [Microb Pathog] 2018 Jan; Vol. 114, pp. 431-435. Date of Electronic Publication: 2017 Dec 09.
DOI: 10.1016/j.micpath.2017.12.022
Abstrakt: The study was designed with an aim to synthesize a series of 2-(((2-ether)amino)methylene)-dimedone derivatives and evaluate the synthesized compounds for antimicrobial activity. Compound library was synthesized by reaction with alkyl, alkenyl, alkynyl and alicyclic bromo-compounds. Characterization of the synthesized compounds was performed by 1 H NMR, 13 C NMR and mass spectral techniques. The compounds were evaluated for their antibacterial activity against Gram-positive (Staphylococcus aureus, Bacillus subtilis, Clostridium sporogenes) and Gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli). The activity of these compounds was also evaluated against fungi (Aspergillus fumigatus, Penicillium chrysogenum, Fusarium oxysporum, Candida albicans) and molds (A. niger and A. oryzae). Broth microdilution method and CLSI guidelines with minor modification were used for the determination of anti-bacterial and antifungal activity, respectively. Although four compounds (4i, 4j, 4k and 4l) showed good antibacterial activity but compound 4k was found to be most active chemotype in the series. Compound 4k was found to be active against S. aureus, B. cereus and B. subtilis bacterial strains at one dilution lower compared to the control ciprofloxacin. Antibacterial activity of compound 4k was comparable to ciprofloxacin against S. pyogenes and M. luteus. The compound 4d, 4e and 4s showed good antifungal and antimold activity compared to other chemotypes. However, in comparison to fluconazole both the compounds showed lower activity. The results merit the antimicrobial promise of the 2-(((2-ether)amino)methylene)-dimedone analogs.
(Copyright © 2017 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
Externí odkaz: