Synthesis and Antimicrobial Activity of Novel
Bis-1,2,3-triazol-1H-4-yl-substituted Aryl
Benzimidazole-2-thiol Derivatives

Yerramilli, Aparna; Nirmala, G.; Subhashini, N; Sharada, L. N.; Sivan, Sree Kanth

doi:10.1134/s1070363220080186

Cited by 7 publications

(10 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Starting from furfuryl alcohol and ethyl-2-chloroacetate 10 new arylidenehydrazide hybrid compounds (5)(6)(7)(8)(9)(10)(11)(12)(13)(14) having the 1,2,3triazol ring were synthesized. The synthetic route of the target compounds is shown in Scheme 3.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…The ester group of compound 3 was converted to hydrazide using hydrazine hydrate in ethanol and compound 4 was synthesized. Finally, 1,2,3-triazole-arylidenehyrdazide hybrid compounds (5)(6)(7)(8)(9)(10)(11)(12)(13)(14) were synthesized using ten different aromatic aldehydes.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…In the 1 H and 13 C APT NMR spectra of the arylidenehydrazide hybrid compounds (5)(6)(7)(8)(9)(10)(11)(12)(13)(14), secondary minor signals provided by the Z stereoisomers of the arylidene structure were observed (Scheme 4 and Figure 3). This stereoisomeric mixture could not be separated by chromatographic methods.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…[44,45] This disease is one of the 21 st century's major healthcare and development challenges. [46] In this study, target hybrid compounds (5)(6)(7)(8)(9)(10)(11)(12)(13)(14) were tested against human acetylcholinesterase (hAChE) and human butyrylcholinesterase (hBChE) for the determination of ChEs inhibitory properties. Furthermore, target molecules were tested against human carbonic anhydrase I and II isoenzymes to determine CA inhibition effects.…”

Section: In Vitro Enzyme Inhibition Studiesmentioning

confidence: 99%

“…[41] This study aims to develop new and potent drug candidates for the inhibition of cholinesterases and carbonic anhydrases. For this purpose, 10 new arylidenehydrazide hybrid compounds (5)(6)(7)(8)(9)(10)(11)(12)(13)(14) having the 1,2,3-triazole ring were synthesized. In vitro and in silico biological activity studies were carried out comprehensively and results were discussed.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

4‐Furfuryloxymethyl‐1,2,3‐triazol‐1‐yl‐acetohydrazide Hybrids as Cholinesterase and Carbonic Anhydrase Inhibitors: Synthesis, Characterization and Comprehensive Biological Activity Studies

Şenol

2024

ChemistrySelect

View full text Add to dashboard Cite

This study focused on the synthesis and evaluation of the biological activity of ten novel acetohydrazide hybrid derivatives, having furfuryloxy‐1,2,3‐triazole ring. All the target compounds were tested in vitro and in silico for their inhibitory potential against key enzymes: hAChE, hBChE, hCAI, and hCAII, all involved in significant physiological processes. Remarkably, two compounds, namely (E)‐2‐(4‐((furan‐2‐ylmethoxy)methyl)‐1H‐1,2,3‐triazol‐1‐yl)‐N′‐(4‐hydroxy‐3‐methoxybenzylidene)acetohydrazide (9) and (E)‐N′‐(4‐chlorobenzylidene)‐2‐(4‐((furan‐2‐ylmethoxy)methyl)‐1H‐1,2,3‐triazol‐1‐yl)acetohydrazide (11), exhibited strong inhibitory activity. Compound 9 emerged as the top‐performing inhibitor for both hAChE (IC50 of 0.23 μM) and hBChE (IC50 of 0.74 μM). Additionally, compounds 9 and 11 displayed potent inhibitory effects on hCAI and hCAII, with IC50 values of 0.18 μM and 0.15 μM, respectively. Furthermore, in silico studies provided valuable insights into the interaction mechanisms and stability of the ligand‐protein complexes. Compound 9 demonstrated strong binding scores of −12.063 kcal/mol for hAChE and −9.359 kcal/mol for hBChE, while Compound 11 exhibited substantial scores of −7.040 kcal/mol for hCAI and −8.216 kcal/mol for hCAII. In conclusion, they stand out as promising inhibitors of hAChE, hBChE, hCAI and hCAII enzymes. Their inhibitory activity, supported by low IC50 values, indicated their potential to inhibit enzymes associated with neurological and metabolic processes.

show abstract