Browsing by Author "Bodke, Y.D."

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Synthesis, Characterization, Computational, and Photophysical Investigation of Novel Pyran-Azo Bridged Benzothiazoles and Their Biological Studies
(John Wiley and Sons Inc, 2025) Vinay, K.K.; Bodke, Y.D.; Naik, S.; Udayakumar, U.
In this study, we reported the synthesis of novel heterocyclic azo dyes 4(a-h) by the conventional diazo-coupling reaction of 4-hydroxy-6-methyl-2-pyrone with various benzothiazole amines. The molecular structures of the target molecules were precisely assessed using different spectroscopic (FT-IR, NMR, and HRMS) studies. Through density functional theory (DFT) study, molecular geometry, frontier molecular orbitals, global reactivity parameters, and molecular electrostatic potential regions were investigated to explore the electronic properties of azo dyes. The in vitro antimycobacterial screening of target compounds was tested against M. tuberculosis, and the results showed that compounds 4b and 4e exhibited promising activity with MIC of 3.25 µg mL?1. Compound 4b exhibited significant activity against S. aureus and S. mutans, with MIC values of 0.0195 and 0.625 mg mL?1, respectively. Compounds 4b and 4e exhibited similar sensitivity to the tested fungal strain A. niger, with a MIC of 0.0195 mg mL?1. The in silico molecular docking study was conducted against the receptor enoyl-ACP reductase to evaluate the binding affinity of the target compounds; derivatives 4b and 4e showed the highest docking scores of ?9.2 and ?9.1 kcal mol?1, respectively. Furthermore, the active compounds 4b and 4e exhibited low cytotoxicity, and none of them posed harm to normal cells. © 2025 Wiley-VCH GmbH.
Synthesis, computational and UV–Vis absorption studies of novel sulfathiazole azo sulfonamides acting as potent antitubercular agents
(Elsevier B.V., 2025) K?k?, V.; Bodke, Y.D.; Naik, S.; Udayakumar, U.; O?, N.; Krishnamurthy, C.
In this work, we have reported the synthesis of unprecedented sulfonamide azo dyes 4(a-j) by the diazo-coupling reaction of sulfathiazole with various coupling components. Different spectroscopic techniques, like FT-IR, NMR (1H and 13C), and HRMS, were used to precisely assess the structures of the target molecules. The UV–Vis absorption study was conducted using variety of organic solvents. Quantum chemical calculations, geometrical optimization, and molecular electrostatic potential regions of all sulfathiazole azo colorants were explored using (DFT)/B3LYP method. The efficacy of the synthesized dyes in combatting M. tuberculosis was examined using the MABA assay; the derivatives 4c and 4h demonstrated promising activity with MIC of 1.56 µg/mL. Further, in silico molecular docking study was performed to elucidate the interactions with enoyl-ACP reductase. Target compounds were screened for their antimicrobial activity using the broth microdilution method against two gram-positive, two gram-negative bacterial strains, and a fungal strain. The cytotoxic potential of the active compounds was assessed using the MTT assay against the Vero cell line. © 2024 Elsevier B.V.
Synthesis, Computational, and Photophysical Probing Interactions of Novel Isatin-Incorporated Thiazolyl-Coumarins as Potent Antitubercular Agents
(John Wiley and Sons Inc, 2025) Vinay, K.K.; Bodke, Y.D.; Naik, S.; Udayakumar, U.
In this work, we reported the synthesis of a novel series of isatin-incorporated thiazolyl-coumarin derivatives 4(a–h) by a one-pot three-component reaction of substituted isatin, thiosemicarbazide, and 3-(2-bromoacetyl) coumarin. The structures of the coumarin-thiazole scaffolds were precisely established by their IR, NMR, and HRMS spectral data. The UV–Vis absorption study of target molecules was investigated in six different solvents. Geometrical optimization, molecular electrostatic potential regions, and quantum chemical parameters were assessed using density functional theory (DFT) to explore the electronic properties of thiazolyl-coumarin derivatives. The synthesized compounds were screened for their in vitro antimycobacterial activity against Mycobacterium tuberculosis; all derivatives exhibited excellent antitubercular efficacy with MIC ? 3.25 µg/mL; among them, 4c and 4f were the most potent with a MIC of 1.56 µg/mL. Furthermore, in silico molecular docking analyses against the enoyl-ACP reductase (InhA) enzyme were conducted; all target ligands demonstrated favorable binding interactions within the active site of the InhA enzyme. © 2025 Wiley-VCH GmbH.
Synthesis, Computational, and UV-Vis Absorption Studies of Novel Benzothiazole Azo Derivatives and Their Biological Potentials
(Pleiades Publishing, 2025) Vinay, K.K.; Bodke, Y.D.; Naik, S.; Udayakumar, U.
Abstract: Objective: In the present work, a series of novel mono-azo benzothiazole derivatives were synthesized via the diazo-coupling reaction of cyclopentane-1,3-dione with various substituted benzothiazole amines. The synthesized compounds were thoroughly characterized, and their biological potential was evaluated by testing their antitubercular and antimicrobial activities. Methods: The target compounds were synthesized through a diazo-coupling reaction of different benzothiazole amines with cyclopentane-1,3-dione. Computational studies were performed using the DFT/B3LYP method with the 6-31G++(d,p) basis set. Additionally, in silico molecular docking studies of the target compounds were conducted with the enoyl-ACP reductase receptor. Results and Discussion: The structures of the target azo compounds were confirmed by various spectroscopic techniques, including FT-IR, NMR (1H and 13C), and HRMS. Quantum chemical parameters, frontier molecular orbitals, and molecular electrostatic potential surfaces were evaluated using DFT to elucidate the electronic properties of the benzothiazole azo dyes. The UV-Vis absorption studies of the synthesized compounds were conducted in 6 organic solvents. The target azo dyes were screened for their antitubercular activity against the M. tuberculosis H37Rv strain. The antibacterial activity of the target compounds was tested against four bacterial pathogens (S. aureus, S. mutans, E. coli, and S. typhi), and their antifungal activity was evaluated against the fungal strain A. niger. Conclusions: Antitubercular activity results revealed that the compound 3-hydroxy-2-{[4-methylbenzo(d)thiazol-2-yl]diazinyl}cyclopent-2-en-1-one displayed promising activity with a minimal inhibitory concentration of 3.25 µg/mL compared to the other synthesized compounds. In antimicrobial activity, the compounds 2-[benzo(d)thiazol-2-yl]diazenyl-3-hydroxycyclopent-2-en-1-one, 3-hydroxy-2-{[4-methylbenzo(d)thiazol-2-yl]diazinyl}cyclopent-2-en-1-one, and 3-hydroxy-2-{[6-methylbenzo(d)thiazol-2-yl]diazinyl}cyclopent-2-en-1-one exhibited significant activity against the tested pathogens. Furthermore, docking results suggested that the target compounds displayed favorable docking scores and showed significant binding interactions with amino acid residues. © Pleiades Publishing, Ltd. 2025.