Abstract
New 5-(2-thienyl)-1,2,4-triazoles and 5-(2-thienyl)-1,3,4-oxadiazoles namely, N-[3-mercapto-5-(2-thienyl)-1,2,4-triazol-4-yl]-N'-arylthioureas 4a–e, 2-arylamino-5-(2-thienyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles 5a–e, 3-arylaminomethyl-5-(2-thienyl)-1,3,4-oxadiazoline-2-thiones 7a–e, 3-(N-substituted anilinomethyl)-5-(2-thienyl)-1,3,4-oxadiazoline-2-thiones 8a, b and 3-(4-substituted-1-piperazinylmethyl)-5-(2-thienyl)-1,3,4-oxadiazoline-2-thiones 9a–f, were prepared. The synthesized compounds were tested for in vitro activities against certain strains of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Compound 9a displayed marked broad spectrum antibacterial activity, while compounds 4d, 5e, 7b, 7c, 7d, 9b, 9c and 9d were highly active against the tested Gram-positive bacteria. None of the synthesized compounds were proved to be significantly active against Candida albicans.
Highlights
In the past decades, the problem of multidrug resistant microorganisms has reached on alarming level around the world, and the synthesis of new anti-infective compounds has become an urgent need for the treatment of microbial infections
The results revealed that the majority of the synthesized compounds showed varying degrees of inhibition against the tested microorganisms
The new derivatives were tested for in vitro antimicrobial activities against a panel of Gram-positive bacteria (Staphylococcus aureus IFO 3060 and Bacillus subtilis IFO 3007), the Gram-negative bacteria (Escherichia coli IFO 3301 and Pseudomonas aeuroginosa IFO 3448) and the yeast-like pathogenic fungus Candida albicans IFO 0583
Summary
The problem of multidrug resistant microorganisms has reached on alarming level around the world, and the synthesis of new anti-infective compounds has become an urgent need for the treatment of microbial infections. The thiophene nucleus was proven to constitute the active part of several biologically active compounds [16,17,18,19,20]. In view of these findings, and in continuation to our interest in the synthesis and biological activities 1,2,4triazoles and 1,3,4-oxadiazoles [7,12], the present investigation describes the synthesis as potential antimicrobial agents of new series of 1,2,4-triazoles and 1,3,4-oxadiazoles bearing 2-thienyl moieties
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