Synthesis and Antimicrobial Activity of New Substituted 5‐(Pyridine‐3‐yl)‐1,3,4‐Thiadiazoles and Their Sugar Derivatives

Abstract

New substituted 5‐(pyridine‐3‐yl)‐1,3,4‐thiadiazoles, their sugar hydrazones and acyclic C‐nucleoside analogs as well as the corresponding thioglycoside derivatives were synthesized. The synthesized compounds were tested for their antimicrobial activity against Escherichia coli, Bacillus subtilis, Staph aureus, Aspergillus niger, and Candida albicans The obtained results indicated that most of tested compounds exhibited moderate to high antimicrobial activity while few compounds were found to exhibit little or no activity against the tested microorganisms.

Sebacoyl Isothiocyanate in the Synthesis of Bis (1,3,4-Thiadiazole, 1,3,4-Thiadiazolo[3,2-a]Pyridine, 4-Thiazolidinone, Chromenes, and Naphtho[1,2-b][1,4]Oxazine) Derivatives

“…Among the wide range of heterocycles studied to develop pharmaceutically significant molecules, 1,3,4-thiadiazole has played a significant role in medicinal chemistry. Moreover, 1,3,4-thiadiazole nucleus has fascinated significance in medicinal chemistry, displaying pharmacological properties such as, antimicrobial [8][9][10] , anti-inflammatory 11 , antitumor 12,13 , anticonvulsant 14,15 , antioxidant 16 , antifungal 17 , antitubercular 18 , and antidepressant activities 19 .…”

Synthesis and Cytotoxic Activity of New 1,3,4-Thiadiazole Thioglycosides and 1,2,3-Triazolyl-1,3,4-Thiadiazole N-glycosides

“…Thiadiazole ring system, being featured as a structural bio-isostere of pyrimidine and oxadiazole, has shown numerous biological activities including anticancer, antifungal, antiviral, antidiabetic, analgesic, antieplileptic, antibacterial, and anti-inflammatory activities [16,17,18,19,20]. The enhanced liposolubility imparted by the sulfur atom of the thiadiazole core in addition to the mesoionic nature allowed compounds incorporating such motif to interact with biological targets with distinct affinities after penetration across cellular membranes.…”

“…The enhanced liposolubility imparted by the sulfur atom of the thiadiazole core in addition to the mesoionic nature allowed compounds incorporating such motif to interact with biological targets with distinct affinities after penetration across cellular membranes. Recent studies displayed the ability of 1,3,4-thiadiazole compounds to inhibit a variety of molecular targets, including kinases which allowed their activity against different cancer cell lines presenting them as a promising scaffold for antitumor drug discovery [16,17,18,19,20,21,22,23,24,25].…”

Synthesis of Thienopyrimidine Derivatives as Inhibitors of STAT3

“…Additionally, diheterocyclic compounds containing thienopyrimidine moieties have been investigated for the development of antifungal agents. As a result, they were shown to have various pharmacological activities, including antibacterial, antiviral, antifungal, analgesic, anticancer, and anti-inflammatory properties [19,20]. The pyrimidine nitrogen of thienotriazolopyrimidine derivatives has been reported to be crucial for epidermal growth factor receptor (EGFR) ligand binding [21].…”