Design, Synthesis and Bioactivity Studies of Novel Triazolopyrimidinone Compounds

Istanbullu, Hüseyin; Bayraktar, Gülşah; Öztürk, İsmail; Çoban, Güneş; Saylam, Merve

doi:10.29228/jrp.121

“…1) using DFT and Monte Carlo simulation. These molecules were earlier reported by Istanbullu and coworkers as antimicrobial agents [16].…”

Section: Introductionsupporting

confidence: 73%

“…Triazolopyrimidinone is a heterocyclic molecule that comprises triazole and fused pyrimidinone/4-hydoxylpyrimidine rings [14,15]. Triazolopyrimidine compounds have been widely used in medicinal chemistry for their various therapeutic properties [16]. Triazolopyrimidine derivatives have been reported to possess antibacterial, antitumor, and anti-malaria activities.…”

Section: Introductionmentioning

confidence: 99%

Untitled

2022

Sci. Lett.

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The protection of metal parts from corrosion is important to save the cost of production of goods and lives. Twelve triazolopyrimidinone derivatives were investigated for their ability to inhibit the corrosion of metal via density functional theory and Monte Carlo (MC) simulation approaches. The electronic properties and global and local reactivity descriptors were computed at the B3LYP/6-31G(d) level of theory, using Spartan 14 software. The Mulliken charge distribution and electrostatic potential (ESP) maps were used to locate the reactive sites. The adsorption of the compounds on the surface of the stable Fe(110) was investigated in an aqueous solution using the adsorption locator module on Material Studio software. The values of energies of their frontier molecular orbitals and other reactivity descriptors suggest that these molecules displayed good corrosion inhibition potentials. The Mulliken charge distribution and electrostatic potential maps showed that they can donate electrons to the metal and at the same time accept electrons via back-donation, also rationalized by the values of their electron back-donation calculated. The molecules interacted well with Fe(110) surface in an aqueous medium, as revealed by the MC results.

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“…The compound 2-(2-chlorophenyl)-5-(morpholinomethyl)- [1,2,4]triazolo[1,5-a]pyrimidin-7(3H)-one was synthesized following literature procedures at the Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Izmir Katip Celebi University, and generously provided [19].…”

Section: Candidate Drug Moleculesmentioning

confidence: 99%

A Novel Triazolopyrimidinone Derivative: A Portable Electrochemical Approach to Investigate DNA Interactions

ÇETİN

2023

Cumhuriyet Science Journal

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In this study, a novel triazolopyrimidinone derivative, 2-(2-chlorophenyl)-5-(morpholinomethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(3H)-one, abbreviated as CPD-1, was synthesized as a drug candidate. By employing electrochemical techniques, we analyzed the electrochemical behavior of this compound and its interactions with both single-stranded DNA (ssDNA) and double-stranded DNA (dsDNA). Experimental parameters such as pH, concentration, scan rate, immobilization time were studied using Differential Pulse Voltammetry (DPV) and Cyclic Voltammetry (CV) to obtain the most precise analytical signals. We present an innovative approach to evaluate the toxicity effect of this drug candidate on DNA. We also propose a simplified equation to quantify toxicity effects based on changes in electrochemical signals, specifically peak current of guanine bases, before and after drug-DNA interactions. Our methodology contributes to the burgeoning field of electrochemical toxicity assessment and holds promise for advancing drug development and safety evaluation. Furthermore, stability tests for the drug candidate were conducted on different days. Notably, our investigation revealed significant alterations in guanine bases upon the interaction of CPD-1 with both ssDNA and dsDNA, underscoring the potential impact of these compounds on DNA structure. Based on our experimental data, we conclude that this molecule can be utilized as a drug due to its effects on DNA.

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Investigation of Corrosion Inhibition Potential of Triazolopyrimidinones via Density Functional Theory and Monte-Carlo Simulations

2022

Sci. Lett.

1

0

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The protection of metal parts from corrosion is important to save the cost of production of goods and lives. Twelve triazolopyrimidinone derivatives were investigated for their ability to inhibit the corrosion of metal via density functional theory and Monte Carlo (MC) simulation approaches. The electronic properties and global and local reactivity descriptors were computed at the B3LYP/6-31G(d) level of theory, using Spartan 14 software. The Mulliken charge distribution and electrostatic potential (ESP) maps were used to locate the reactive sites. The adsorption of the compounds on the surface of the stable Fe(110) was investigated in an aqueous solution using the adsorption locator module on Material Studio software. The values of energies of their frontier molecular orbitals and other reactivity descriptors suggest that these molecules displayed good corrosion inhibition potentials. The Mulliken charge distribution and electrostatic potential maps showed that they can donate electrons to the metal and at the same time accept electrons via back-donation, also rationalized by the values of their electron back-donation calculated. The molecules interacted well with Fe(110) surface in an aqueous medium, as revealed by the MC results.

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Design, Synthesis and Bioactivity Studies of Novel Triazolopyrimidinone Compounds

Cited by 3 publications

References 20 publications

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A Novel Triazolopyrimidinone Derivative: A Portable Electrochemical Approach to Investigate DNA Interactions

Investigation of Corrosion Inhibition Potential of Triazolopyrimidinones via Density Functional Theory and Monte-Carlo Simulations

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