A biochemistry‐oriented drug design: synthesis, anticancer activity, enzymes inhibition, molecular docking studies of novel 1,2,4-triazole derivatives

doi:10.1080/07391102.2023.2253906

Paper

A biochemistry‐oriented drug design: synthesis, anticancer activity, enzymes inhibition, molecular docking studies of novel 1,2,4-triazole derivatives

Published Sep 6, 2023 · Karpenko Yuriy, Gülnur Kuşdemi̇r, Parchenko Volodymyr

Journal of Biomolecular Structure and Dynamics

Q2 SJR score

25

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

Abstract In this study, we researched the reactions of 5-(5-bromofuran-2-yl)-4-methyl-1,2,4-triazole-3-thiol and 5-thiophene-(3-ylmethyl)-4R-1,2,4-triazole-3-thiols with some halogen-containing compounds, a number of new compounds were synthesized (1.1–1.5 and 2.1–2.8). These compounds showed excellent to good inhibitory activities on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes. For obtaining the effects of these compounds on AChE and BChE enzymes were determined spectrophotometrically according to Ellman. IC50 values of these enzymes were ranging between 1.63 and 17.68 nM for AChE and 8.71 and 84.02 nM for BChE. After, prostate cancer is the second leading cause of cancer-related mortality for men over the age of 65 in developed countries. Current treatment options remain limited in the treatment of advanced-stage prostate cancer leading to biochemical recurrence in almost 40% of the patients. Therefore, there is an urgent need for development of novel therapeutic tools for treatment of prostate cancer patients. In this study, we aimed at analyzing the potential of all compounds against prostate cancer cells. We found that, of the tested compounds, 2.1, 2.2 and 2.3 showed significant cytotoxic activities against PC3 prostate cancer cells, although their effect on the viability of normal prostate cells was limited. These findings suggest their selective targeting potential for prostate cancer cells and offer them as candidate therapeutic agents against prostate cancer. The inhibitory activities of some chemical compounds, such as (1.1–1.5 and 2.1–2.8) were assessed by performing the molecular docking study in the presence of AChE, BChE and prostate cancer protein. MM/GBSA methods are calculated binding free energy. Finally, ADME/T analysis was performed to examine the drug properties of the 13 studied molecules. Communicated by Ramaswamy H. Sarma

In Vitro Study

Study Snapshot

Novel 1,2,4-triazole derivatives show promising inhibitory activities on acetylcholinesterase and butyrylcholinesterase enzymes, offering potential as new prostate cancer therapeutic agents.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

A biochemistry‐oriented drug design: synthesis, anticancer activity, enzymes inhibition, molecular docking studies of novel 1,2,4-triazole derivatives

Sign up to use Study Snapshot

References

Determination of biological studies and molecular docking calculations of isatin-thiosemicarbazone hybrid compounds

Isatin-thiosemicarbazone hybrid compounds show potent enzyme inhibition and cytotoxic activity, with compound 8 showing the most potent cytotoxic activity on human breast cancer cell lines.

Antiproliferative activity and molecular docking studies of new 4-oxothiazolidin-5-ylidene acetate derivatives containing guanylhydrazone moiety

New 4-oxothiazolidin-5-ylidene acetate derivatives with guanylhydrazone moiety show promising antiproliferative activity against human cancer cells, with selectivity against healthy cells.

Alkyl Chain Modified Metalophthalocyanines with Enhanced Antioxidant-Antimicrobial Properties by Doping Ag+ and Pd2+ Ions

Alkyl chain-substituted metalophthalocyanines with doped Ag+ and Pd2+ ions show enhanced antioxidant-antimicrobial properties, making them promising compounds for antifungal and antibacterial applications.

Synthesis, Structural confirmation, Antibacterial Properties and Bio-Informatics Computational Analyses of New Pyrrole Based on 8-Hydroxyquinoline

New pyrrolic compounds based on 8-hydroxyquinoline show promising antibacterial properties, with their structure-activity relationship and substituent effects influencing their antibacterial properties.

Synthesis, Characterization and Bioactivity of Novel 8-Hydroxyquinoline Derivatives: Experimental, Molecular docking, DFT and POM Analyses

Novel 8-hydroxyquinoline derivatives show higher antibacterial and antioxidant activity than Penicillin G, with potential applications in various biological materials.

Citations

Photoorganocatalytic Synthesis, Characterization, Crystal Structure of two Schiff Bases and Their In Vitro and In Silico Evaluations as Cholinesterase Inhibitors

Two new Schiff bases synthesized using photoorganocatalytic method show potential as cholinesterase inhibitors, offering potential benefits in treating neurodegenerative diseases and aiding in symptom management.

A study on insecticidal activity of the fennel (Foeniculum vulgare) essential oil and its nanoemulsion against stored product pests and molecular docking evaluation

The fennel essential oil nanoemulsion (FEO-N) shows potential insecticidal activity against stored product pests, with benzenemethanol showing the highest activity against Tribolium castaneum proteins.

Synthesis and in vitro cytotoxic evaluation of pyrazolo[1,5-c]quinazoline-triazole conjugates

Pyazolo[1,5-c]quinazoline-triazole conjugates show substantial anticancer capabilities, with the 6C4 structure showing superior efficacy in suppressing MCF-7 breast cancer cell growth compared to Doxorubicin.

1,2,4-Triazole-derived oxime ether derivatives: Synthesis, characterization, in vitro tyrosinase inhibition properties and in silico studies

Novel 1,2,4-triazole-derived oxime ether derivatives show comparable or enhanced tyrosinase inhibitory activity, with potential for cosmetic and therapeutic applications.

Synthesis, characterization, X-ray structure, and DFT calculations of Zn complex encompassing HLN2O ligand: Relevance in cytotoxicity and antifungal photodynamic therapy.

The new Zn complex derived from HLN2O ligand shows potential as an anticancer agent and significant activity against C. albicans in antifungal photodynamic therapy.

ACUTE TOXICITY OF 5-((5-BROMOFURAN-2-YL)-4-METHYL-3-THIOHEPTYL)-1,2,4-TRIAZOLE

The compound 5-((5-bromofuran-2-yl)-4-methyl-3-thioheptyl)-1,2,4-triazole has an LD50 value of 1245 mg/kg and is a low-toxic substance with potential anticancer activity.