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Molecules 2016, 21(8), 1036; doi:10.3390/molecules21081036

Synthesis and Structure-Activity Relationship of Some New Thiophene-Based Heterocycles as Potential Antimicrobial Agents

1
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
2
National Organization for Drug Control and Research, Agouza, Giza 35521, Egypt
3
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia
4
Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 28 June 2016 / Revised: 23 July 2016 / Accepted: 4 August 2016 / Published: 9 August 2016
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [919 KB, uploaded 9 August 2016]   |  

Abstract

Several new pyrazole, pyridine, [1,2,4]triazolo[1,5-α]pyrimidine, benzimidazo[1,2-a]pyrimidine and 1,2,4-triazolo[3,4-c][1,2,4]triazine derivatives incorporating a thiophene moiety were synthesized from (E)-ethyl 5-(3-(dimethylamino)acryloyl)-4-phenyl-2-(phenylamino)thiophene-3-carboxylate (1). The structures of the newly synthesized compounds were confirmed by IR, 1H-, 13C-NMR, mass spectral data and elemental analysis. The antibacterial and antifungal activities of all the synthesized compounds were evaluated. The results indicated that compounds 9, 12, and 19 were found to be more potent than the standard drug Amphotericin B against Aspergillus fumigates. Additionally, compound 12 exhibited higher activity than the standard drug Amphotericin B against Syncephalastrum racemosum. View Full-Text
Keywords: thiophene; enaminone; pyrazole; pyridine; antimicrobial activity thiophene; enaminone; pyrazole; pyridine; antimicrobial activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Mabkhot, Y.N.; Alatibi, F.; El-Sayed, N.N.E.; Kheder, N.A.; Al-Showiman, S.S. Synthesis and Structure-Activity Relationship of Some New Thiophene-Based Heterocycles as Potential Antimicrobial Agents. Molecules 2016, 21, 1036.

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