Synthesis of New Substituted 1,2,4-Triazoles and 1,3,4-Thiadiazoles and Their Effects on DNA Methylation Level

Hovsepyan, T. R.; Hakobyan, M. R.; Muradyan, R. E.; Nersesyan, L. E.; Agaronyan, A. S.; Danielyan, I. S.; Minasyan, N. S.

doi:10.1134/s1070363219040066

Cited by 4 publications

(2 citation statements)

References 21 publications

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“…Drugs can sometimes have a simultaneous negative effect on a human organism. Some of the most common drawbacks of using drugs are unwanted side effects, low efficiency and possible drug addiction; however, this problem can be solved through discovering new medicines or modifying drugs that are already in use [ 1 , 2 ]. Coordination chemistry creates a great opportunity to obtain new coordination compounds that may display better properties than drugs used in their standard form [ 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral, Thermal and Biological Studies of 4-Cyclohexyl-3-(4-nitrophenyl)methyl-1,2,4-triazolin-5-thione and Its Copper(II) Coordination Compound, [CuCl2(H2O)2L2]

et al. 2020

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One of the strategies for seeking new biologically active substances is to modify compounds with potential biological activity. In this paper, 1,2,4-triazolin-5-thione derivative (3) was obtained in the cyclization reaction of appropriate thiosemicarbazide (2) as an organic ligand. The copper(II) complex, [CuCl2(H2O)2L2] (L=4-cyclohexyl-3-(nitrophenyl)methyl-1,2,4-triazolin-5-thione) (Cu-3) was prepared in a reaction of free ligand (3) with a CuCl2·2H2O solution in MeOH/EtOH mixture at room temperature. TGA data show that Cu-3 and free ligand are stable at room temperature. Both compounds were screened in vitro for antibacterial and antifungal activities using the broth microdilution method. The obtained complex (Cu-3) showed higher antibacterial effect, especially towards Gram-positive bacteria (with moderate activity and Minimal Inhibitory Concentration MIC = 250–500 µg/mL) than the free ligand (3) (with mild or no bioactivity and MIC ≥ 1000 µg/mL). In turn, yeasts, belonging to Candida albicans, exhibited similar sensitivity to both the copper(II) complex (Cu-3) and the organic ligand (3). The anticandidal activity of these compounds was moderate (MIC = 500 µg/mL), or, in the case of other Candida spp., lower (MIC ≥ 1000 µg/mL).

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Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral, Thermal and Biological Studies of 4-Cyclohexyl-3-(4-nitrophenyl)methyl-1,2,4-triazolin-5-thione and Its Copper(II) Coordination Compound, [CuCl2(H2O)2L2]

et al. 2020

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“…Since hydrophobic aromatic groups reduce the solubility of the drug in an aqueous medium and thereby limit their applicability in clinical therapy [7], it seems appropriate to functionalize the 1,2,4-triazole ring with hydrophilic substituents, including hydroxyl, carboxyl, amine, and amide groups, which increase water solubility of compounds. We have previously reported on the antitumor and antibacterial properties of 1,2,4-triazole derivatives containing polar structural fragments [8], some of which inhibited the level of tumor DNA methylation [9]. Taking into consideration, the published data and based on our works, which testify to the prospects of research in this area, in this work we undertook the synthesis of new polyfunctional 1,2,4-triazoles according to the scheme: The starting 1,2,4-triazoles 1-7 were synthesized by intramolecular cyclization of the corresponding 1,4-disubstituted thiosemicarbazides in an alkaline medium [10].…”

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confidence: 99%

New S- And N- Substituted Derivatives Of 5-Aryloxymethyl-1,2,4-Triazoles And Their Biological Activity

Dilanyan¹,

Hovsepyan²,

Topuzyan³

et al. 2022

Chemical Journal of Armenia

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In order to find new biologically active compounds among 1,2,4-triazole derivatives, alkylation reactions of SH- and NH-tautomeric nucleophilic centers of the heterocycle with groups containing a polar substituent were carried out. The combination of hydrophobic groups in position 4 and polar groups in positions 3 and 5 of the triazole ring in the molecule will make it possible to trace the effect of increased polarity (hydrophilicity) of compounds on biological activity. It was shown that some derivatives of the synthesized 1,2,4-triazoles have moderate bacterial activity, some compounds have weak antimonoamineoxidase activity and are practically devoid of antiradical properties.

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1,2,4-Triazole-Based Hybrid Heterocyclic Carbaldehyde Hydrazones and Their Effect on DNA Methylation Level

et al. 2020

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Synthesis of New Substituted 1,2,4-Triazoles and 1,3,4-Thiadiazoles and Their Effects on DNA Methylation Level

Cited by 4 publications

References 21 publications

Synthesis, Spectral, Thermal and Biological Studies of 4-Cyclohexyl-3-(4-nitrophenyl)methyl-1,2,4-triazolin-5-thione and Its Copper(II) Coordination Compound, [CuCl2(H2O)2L2]

Synthesis, Spectral, Thermal and Biological Studies of 4-Cyclohexyl-3-(4-nitrophenyl)methyl-1,2,4-triazolin-5-thione and Its Copper(II) Coordination Compound, [CuCl2(H2O)2L2]

New S- And N- Substituted Derivatives Of 5-Aryloxymethyl-1,2,4-Triazoles And Their Biological Activity

1,2,4-Triazole-Based Hybrid Heterocyclic Carbaldehyde Hydrazones and Their Effect on DNA Methylation Level

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