Triazole based azo molecules as potential antibacterial agents: Synthesis, characterization, DFT, ADME and molecular docking studies

Gökalp, Merve; Dede, Bülent; Tilki, Tahir; Atay, Çiğdem Karabacak

doi:10.1016/j.molstruc.2020.128140

Cited by 26 publications

(6 citation statements)

References 34 publications

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“…The in silico based design and prediction of compounds is a crucial way for low-cost and efficient synthesis of molecules. 30,31 The in silico ADMET and drug likeness prediction help to understand whether a drug has preferable properties for being an orally active drug, based on the established concept of the Lipinski rule of five and the Veber rule. 32–34 The structure of the synthesized compounds was submitted to SwissADME tools so as to arrange them into the canonical simplified molecular input line entry system (SMILE).…”

Section: Methodsmentioning

confidence: 99%

Synthesis, dyeing performance and evaluation of the antimicrobial and antioxidant activities of azo dye derivatives incorporated with 1,3,4-thiadiazole combined with in silico computational studies

Mezgebe,

Melaku,

Ramachandran

et al. 2024

New J. Chem.

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Section: Methodsmentioning

confidence: 99%

Synthesis, dyeing performance and evaluation of the antimicrobial and antioxidant activities of azo dye derivatives incorporated with 1,3,4-thiadiazole combined with in silico computational studies

Mezgebe,

Melaku,

Ramachandran

et al. 2024

New J. Chem.

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“…Triazole moiety is the most important fragment of many marketed drugs and also shows potent antibacterial activity in modern drug discovery [93]. This moiety highly influences lipophilicity, polarity, and hydrogen bonding capacity of molecule which improves the pharmacological properties of the compounds [94].…”

Section: Synthesis Of Triazole Based Imidazo [12-a]pyridine Derivativesmentioning

confidence: 99%

Imidazo[1,2‐a]pyridine as a promising scaffold for the development of antibacterial agents

Mishra

Mohapatra

Das

et al. 2022

Journal of Heterocyclic Chem

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The fascinating molecular structure and versatile bioactivity of imidazo[1,2‐a]pyridine scaffold attracts the scientific community to develop new imidazo[1,2‐a]pyridine based antibacterial agent in current situation. This systematic review provides a deep insight into the recent advances of imidazo[1,2‐a]pyridine derivatives and its antibacterial activities from 2010 to 2021. Moreover, the structure–activity relationship and synthetic approaches are also cautiously summarized throughout the review which affords a clear vision for the medicinal chemists to design new antibacterial agents.

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“…The starting material 3-amino-1H-pyrazol-5-ol (0.99 g; 0.01 mol) was coupled with 3,5dihydroxy benzoic acid (1.54 g; 0.01 mol) as stated in the general procedure in section 2. 1H-1,2,4-triazol-3-yl)diazenyl)benzene-1,3-diol (2a) [12,13] The starting material 1H-1,2,4-triazole-3-amine (0.84 g; 0.01 mol) was coupled with 3,5-dihydroxy resorcinol (1.1 g; 0.01 mol) as stated in the general procedure in section 2. 1H-1,2,4-triazol-3-yl)…”

Section: Synthesis Of 35-dihydroxy-2-((5-hydroxy-1h-pyrazol-3-yl)diamentioning

confidence: 99%

Yeni Heterosiklik Azo Bileşikler: Sentez, Karakterizasyon ve DFT Hesaplamaları

Irmuminova

Sezgin

Tilki

2020

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

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Today, it is of great importance to synthesize new azo compounds as well as to conduct research in different areas of use. More than one usage area is increasing day by day in high-tech products (laser printing materials, printer toners, liquid crystals, etc.) as well as in many sectors such as paper, food, cosmetics, textile and leather. In this study, considering these advantages, the compounds of 3-amino-1H-pyrazol-5-ol, 1H-1,2,4-triazol-3-amine and 3amino-5-hydroxy-1-phenyl pyrazole were used as starting materials. As a result of azo coupling of diazonium salts with resorcinol and 3,5-dihydroxy benzoic acid, new azo compounds were synthesized, their structures were characterized by spectroscopic methods such as FT-IR and 1 H-NMR, and different solvent effects on visible absorption spectra were investigated. Molecular geometry and vibration frequency calculations of synthesized compounds were made with Density Functional Theory (DFT) using 6-311G (d,p) basis set at the B3LYP level. Additional, electronic properties and HOMO-LUMO orbital calculations were carried out with time dependent DFT (TD-DFT) approach. As a result of this study, it has been observed that azo compounds containing heterocyclic amine groups have bathochromic effects and bright colors. It is anticipated that this study will make important contributions to the literature and the dyestuff industry and will form a basis for potential applications.

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Triazole based azo molecules as potential antibacterial agents: Synthesis, characterization, DFT, ADME and molecular docking studies

Cited by 26 publications

References 34 publications

Synthesis, dyeing performance and evaluation of the antimicrobial and antioxidant activities of azo dye derivatives incorporated with 1,3,4-thiadiazole combined with in silico computational studies

Synthesis, dyeing performance and evaluation of the antimicrobial and antioxidant activities of azo dye derivatives incorporated with 1,3,4-thiadiazole combined with in silico computational studies

Imidazo[1,2‐a]pyridine as a promising scaffold for the development of antibacterial agents

Yeni Heterosiklik Azo Bileşikler: Sentez, Karakterizasyon ve DFT Hesaplamaları

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