Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment

Abstract

Selenium containing heterocyclic compounds gained great interest as bioactive molecules as of late. This report explores the design, synthesis, characterization, and antimicrobial screening of new pyridine derivatives endowed with selenium moieties. A one-pot multicomponent system with a solvent-free, microwave irradiation environment was employed to afford this series. The spectroscopic techniques were exploited to verify the structures of the synthesized derivatives. Additionally, the agar diffusion method was employed to determine the antimicrobial activity of all the desired compounds. Of all the synthesized molecules, 9b, 12b, 14f, and 16d exhibited well to remarkable antibacterial and antifungal activities. Moreover, derivative 14f demonstrated the most potent antibacterial and antifungal performance. The results were also supported by molecular docking studies, utilizing the MOE (molecular operating environment) which revealed the best binding mode with the highest energy interaction within the binding pocket. Lastly, theoretical DFT calculations were carried out in a gas phase at B3LYP 6-311G (d,p) basis set to predict the molecular geometries and chemical reactivity descriptors. DFT results have been used to illustrate that molecular docking findings and biological activity assessments.

New N-Alkylated Heterocyclic Compounds as Prospective NDM1 Inhibitors: Investigation of In Vitro and In Silico Properties

“…Additionally, using the SwissADME web tool ( , accessed on 20 April 2022) [ 105 , 106 , 107 ], lipophilicity ( logP ) was calculated using the Marvin sketch program, while the toxicity predictions were made using the PROTOX online tool ( , accessed on 20 April 2022) [ 108 , 109 , 110 , 111 , 112 , 113 ] based on the functional group similarity of the existing molecules tested in vitro and in vivo in the database. The three most similar compounds were taken for toxicity prediction.…”

“…In silico screening was performed to predict the studied compounds' properties (absorption, distribution, metabolism, excretion) of the ADME [9,88,[91][92][93][94][95][96][97][98][99][100][101][102][103][104] Additionally, using the SwissADME web tool (www.swissadme.ch/, accessed on 20 April 2022) [105][106][107], lipophilicity (logP) was calculated using the Marvin sketch program, while the toxicity predictions were made using the PROTOX online tool (http: //tox.charite.de/protox_II/, accessed on 20 April 2022) [108][109][110][111][112][113] based on the functional group similarity of the existing molecules tested in vitro and in vivo in the database. The three most similar compounds were taken for toxicity prediction.…”

Indenyl-thiazole and indenyl-formazan derivatives: Synthesis, anticancer screening studies, molecular-docking, and pharmacokinetic/ molin-spiration properties

“…By the way, the insilico-studies gave a chance to check the activities of these compounds, molecular docking studies with MOE and pharmacokinetics studies by molinspiration are good ways to discover and confirm the biological activities of the compounds under investigation [46][47][48].…”

Pyridine Compounds with Antimicrobial and Antiviral Activities

“…Abdellattif et al [ 87 ] synthesized organo-selenium compounds 210a – 210c starting from 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile 208 , in two steps ( Scheme 47 ). Selanone 210c was found to be the most potent antibacterial agent against all tested strains, S. aureus , S. pyogenes , E. coli , and P. aeruginosa , as well as a good antifungal agent, against C. albicans , A. niger , and A. clavatus .…”