Synthesis, characterization, and antioxidant activities of new trisubstituted triazoles

Sancak, Kemal; Ünver, Yasemin; Ünlüer, Dilek; Düğdü, Esra; Kör, Gülcan; Çelik, Fatih; Birinci, Emrah

doi:10.3906/kim-1110-43

Cited by 12 publications

(15 citation statements)

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“…It is divisible into three isomers depending on where the nitrogen atom is located inside the ring: 1,2,3-triazole "vicinal triazole"; 1,2,4-triazole "asymmetrical-triazole"; 1,3,4-triazole "symmetrical-triazole n n" [2] . Antioxidant [3,4] , anti-inflammatory [5,6] , anticancer [6,7] , antiviral [8,9] , antifungal [10,11] , antihypertensive, and antibacterial activities [3,4] are only a few of the pharmacologically significant traits displayed by 2,4-triazole. This is important, but it is not all: it has been shown that Schiff bases derived from triazole molecules also exhibit certain biological functions [11] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, antimicrobial activity and Computational Study of New 3-(1-methyl-2-((1E,2E)-3-phenylallylidene)hydrazinyl)-5-phenyl-4H-1,2,4-triazole with some transition metal ions

Naser¹,

Nasir²,

Mahdi³

2023

UTJsci

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Current study generated complexes of the novel heterocyclic ligand 3-(1-methyl-2-((1E,2E)-3-phenylallylidene) hydrazinyl)-5-phenyl-4H-1,2,4-triazole with Cr(lll), Co(ll), and Cu(II). Using techniques including 1H-NMR, mass spectrometry, FT-IR, and elemental analysis, scientists could determine key characteristics of the novel ligand. As spectra, Fourier transforms infrared (FTIR), magnetic susceptibility, atomic absorption, and conductance measurements were used to describe ligand complexes in contrast. Bacteria were used in an assay to test the antibacterial activity of each novel compound (Staphylococcus and Escherichia coli). Quantum chemical simulations performed using the DFT approach at the B3LYP/6-311++G level complemented the experimental data. Using Hyperchem 8.02 and the PM3 approach, this study hasdetermined the ligand's electrostatic potential and its complexes' geometries. The electrostatic potential that reveals useful data about the location's complexity.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, antimicrobial activity and Computational Study of New 3-(1-methyl-2-((1E,2E)-3-phenylallylidene)hydrazinyl)-5-phenyl-4H-1,2,4-triazole with some transition metal ions

Naser¹,

Nasir²,

Mahdi³

2023

UTJsci

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“…These heterocycles are reported to have great importance in medicinal chemistry [8]. According to the pharmacodynamical principle of superposition, Molecules 2022, 27, 7984 2 of 16 1,2,4-triazole, a versatile scaffold, is reported to have potential pharmacological activities, such as anticancer [9], antifungal [10], anti-urease [11], anti-inflammatory [12], antioxidant [13] as well as anticonvulsant [14] properties. Acetamide is reported to be a significant and important pharmacophore of anti-cancer drugs [15].…”

Section: Introductionmentioning

confidence: 99%

Ultrasound Assisted Synthesis and In Silico Modelling of 1,2,4-Triazole Coupled Acetamide Derivatives of 2-(4-Isobutyl phenyl)propanoic acid as Potential Anticancer Agents

et al. 2022

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The development of an economical method for the synthesis of biologically active compounds was the major goal of this research. In the present study, we have reported the ultrasound-radiation-assisted synthesis of a series of novel N-substituted 1,2,4-triazole-2-thiol derivatives. The target compounds 6a–f were efficiently synthesized in significant yields (75–89%) by coupling 1,2,4-triazole of 2-(4-isobutylphenyl) propanoic acid 1 with different electrophiles using ultrasound radiation under different temperatures. The sonication process accelerated the rate of the reaction as well as yielded all derivatives compared to conventional methods. All derivatives were confirmed by spectroscopic (FTIR, 1HNMR, 13CNMR, HRMS) and physiochemical methods. All derivatives were further screened for their anticancer effects against the HepG2 cell line. Compound 6d containing two electron-donating methyl moieties demonstrated the most significant anti-proliferative activity with an IC50 value of 13.004 µg/mL, while compound 6e showed the lowest potency with an IC50 value of 28.399 µg/mL. The order of anticancer activity was found to be: 6d > 6b > 6f > 6a > 6c > 6e, respectively. The in silico modelling of all derivatives was performed against five different protein targets and the results were consistent with the biological activities. Ligand 6d showed the best binding affinity with the Protein Kinase B (Akt) pocket with the lowest ∆G value of −176.152 kcal/mol. Compound 6d has been identified as a promising candidate for treatment of liver cancer.

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“…2 Two isomeric forms like 1,2,3-triazole and 1,2,4-triazole for triazole ring. 3 The researchers attention of 1,2,4-triazole due to its wide spectrum of biological effectiveness like antiviral, 4 antiparasytic, 4 antimicrobial, 5,6 antimigrain, 7,8 antiinflammatory, 6,9 anticancer, 10,11 antioxidant, 12 anticonvulsant 13 and anti-urease. 14 Thiadiazoles are kind of azole compounds and fivemembered heterocyclic compounds containing two nitrogen atoms with sulfur atom.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Evaluation of Antimicrobial Activity of Few New Heterocyclic Compounds Derived from Nicotinic Acid

Sakhil¹,

Rumez²

2022

IJDDT

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New schiff bases series (VIII) a-e and 1,3-thiazolidin-4-one derivatives (IX) a-e containing the 1,2,4-triazole and 1,3,4-thiazazole rings were synthesized and screening their biological activities. These compounds were identified via Fourier transform infrared (FT-IR) spectra, some via Proton nuclear magnetic resonance (1H-NMR) and mass spectra. The biological results indicated that all of these compounds did not reveal antibacterial effectiveness against (Escherichia coli and Klebsiella species) (G-). Some of these compounds showed moderate antibacterial activity against (Staphylococcus aureus, and Staphylococcus epidermidis) (G+), and all compounds exhibited moderate activity against Candida albicans.

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Synthesis, characterization, and antioxidant activities of new trisubstituted triazoles

Cited by 12 publications

References 0 publications

Synthesis, Characterization, antimicrobial activity and Computational Study of New 3-(1-methyl-2-((1E,2E)-3-phenylallylidene)hydrazinyl)-5-phenyl-4H-1,2,4-triazole with some transition metal ions

Synthesis, Characterization, antimicrobial activity and Computational Study of New 3-(1-methyl-2-((1E,2E)-3-phenylallylidene)hydrazinyl)-5-phenyl-4H-1,2,4-triazole with some transition metal ions

Ultrasound Assisted Synthesis and In Silico Modelling of 1,2,4-Triazole Coupled Acetamide Derivatives of 2-(4-Isobutyl phenyl)propanoic acid as Potential Anticancer Agents

Synthesis, Characterization and Evaluation of Antimicrobial Activity of Few New Heterocyclic Compounds Derived from Nicotinic Acid

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