Synthesis, Spectral Characterization and Pharmacological Evaluation of Ni(II) Complexes of 6-Nitro-benzothiazole Incorporated Azo Dyes

Ravi, B. N.; Keshavayya, J.; Mallikarjuna, Nalini

doi:10.1007/s10904-020-01632-4

Cited by 10 publications

(8 citation statements)

References 47 publications

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“…After stirring for 30 min, NaNO 2 (0.138 g, 2 mmol) was dissolved in 2 ml concentrated sulfuric acid separately and cooled to 0 to 5 °C and this cold solution was added drop by drop into the round bottom flask having a cold solution of sulfamethizole suspension. The mixture was stirred for 3 h and then it was quenched with ice water (50 mL), after vigorous stirring for 20 minutes, diazonium salts were obtained by filtration of the mixture [32,33] …”

Section: Methodsmentioning

confidence: 99%

“…The mixture was stirred for 3 h and then it was quenched with ice water (50 mL), after vigorous stirring for 20 minutes, diazonium salts were obtained by filtration of the mixture. [32,33] On the other hand, (2 m mol, 0.338 g) diphenylamine (DPA), (2 m mol, 0.125 ml) N, N-dimethylaniline (DMA), were dissolved in alcoholic KOH, and (2 m mol, 0.330 g) 3-diethylaminophenol (3DEAP),…”

Section: Synthesis Of Mono-azo Sulfonamide Derivatives T 1 -Tmentioning

confidence: 99%

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Synthesis, Characterization, and Photophysical Probing Interaction Studies on Azo‐Sulfonamides Acting as Potent Anti‐Tubercular Agents

Krishnamurthy,

Keshavayya,

Yesudhasan

et al. 2023

ChemistrySelect

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By utilizing the sulfamethizole component via the diazo‐coupling approach by electrophilic substitution process, an unprecedented series of four mono‐azo sulfonamide molecules were synthesized in good yield. Spectroscopic investigation unambiguously confirmed the structures of the newly synthesized mono‐azo sulfonamide derivatives, including FT‐IR, NMR (1H and 13C), HRMS, Uv‐Vis, and Photoluminescence (PL). In a variety of organic solvents, the 3‐diethylaminophenol coupled azo‐sulfonamide T3 showed a maximum bathochromic shift of λmax in the range 462–479 nm and in the region of 88–142 nm, a derivative of 2‐hydroxy‐1,4‐naphthoquinone T4 coupled azo colourant showed a significant Stokes shift. Conceptual density function theory was also used to build a new family of high energy density energetic mono‐azo sulfonamides. Frontier molecular orbitals (HOMO‐LUMO) and global reactivity descriptors were identified to analyze how molecules interact with one another. Further, the potency of the anti‐tubercular activity of the colorants was examined with the standards such as Isoniazid, Ethambutol, Pyrazinamide, Rifampicin, and Streptomycin. The results indicated that‐ Lawsone pigment (2‐hydroxy‐1,4‐naphthoquinone) incorporated azo molecule T4 displayed the sensitivity at 3.12 μg/mL compared with other the three mono‐azo molecules.

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Section: Methodsmentioning

confidence: 99%

Section: Synthesis Of Mono-azo Sulfonamide Derivatives T 1 -Tmentioning

confidence: 99%

Synthesis, Characterization, and Photophysical Probing Interaction Studies on Azo‐Sulfonamides Acting as Potent Anti‐Tubercular Agents

Krishnamurthy,

Keshavayya,

Yesudhasan

et al. 2023

ChemistrySelect

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“…12) where L is the deprotonated azo dye ligand which show bidentate behavior. 68 By using the Microplate Alamar Blue Assay (MABA), the antitubercular activity of the azo dye ligands and their Ni(II) complexes was assessed against M. tuberculosis (H 37 Rv strain, ATCC 27294). Some Ni(II) complexes of azo dyes showed good inhibitory activity with MIC value of 1.60 mg mL −1 .…”

Section: Kavitamentioning

confidence: 99%

Recent advances in the synthesis of new benzothiazole based anti-tubercular compounds

et al. 2023

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“…As promising chelating agents arise heterocyclic azo dyes bearing pyridone scaffold. [16][17][18][19][20][21][22] Their use in coordination represents an interesting topic from the structural point of view, wherein the tautomerism of these dyes drives ligand transformation from hydrazone to azo upon complexation. [16][17][18][19][20][23][24][25] On the other hand, complexes composed of pyridone-based azo dyes find their application in optical recording layers with improved light stability 26 and are characterized by good thermal and light stability.…”

Section: Introductionmentioning

confidence: 99%

“…[23][24][25][26] The most recent study has proven that azo pyridone dyes-based complexes exhibit antimicrobial, antioxidant, 22 antitubercular, and antiinflammatory activities. 21 Furthermore, these complexes are proven to have higher antitumor efficiency against human breast adenocarcinoma cells MCF-7 and human primary hepatocytes THLE-2 than the reference standard drug doxorubicin. 22 On the other hand, Cu(II) complexes are rapidly gaining credit as metallodrugs in the field of modern medicine, as a replacement for platinum-based drugs in chemotherapeutic treatment.…”

Section: Introductionmentioning

confidence: 99%

New copper (II) complexes derived from azo pyridone dyes: Structure characterization, thermal properties, and molecular docking studies

Lađarević

Radovanović

Božić

et al. 2023

Applied Organom Chemis

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Two azo dye ligands, bearing different substituents (chlorine atom or methoxy group) in the para‐position of the phenyl ring, were employed for the synthesis of two Cu(II) chelates. Full structural affirmation of complexes was assessed. X‐ray diffraction measurements revealed that the coordination geometry for Cu atoms in both complexes is square‐pyramidal with a ligand:metal ratio of 2:1 where dyes behave as monobasic bidentate ligands. Thermogravimetric analyses of the complexes and their starting dyes were performed to study their thermal stabilities and decomposition behavior confirming the thermal stability of both dyes and complexes. Antioxidative activity of the complexes has been assigned and compared with their parent ligands revealing that the presence of the electron–donor, methoxy group, in the phenyl ring, in both dye and complex, is responsible for the activity (IC50 values of 1.54 for the dye and 1.30 mM for the complex). It should be stated that the complexation of the methoxy‐substituted dye leads to enhanced antioxidative activity concurrent to a standard antioxidant molecule of ascorbic acid, making this molecule a promising antioxidant agent. Docking study with vascular endothelial growth factor receptor 2 and Aurora kinase A proteins indicate that complexes exhibit higher binding affinities to proteins than the starting ligand dyes. The most promising structure exhibiting the best docking potential toward both proteins is the complex‐bearing methoxy group. The presented results represent a promising start for further investigations of these compounds as potential therapeutic candidates for the treatment of various types of cancer.

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Synthesis, Spectral Characterization and Pharmacological Evaluation of Ni(II) Complexes of 6-Nitro-benzothiazole Incorporated Azo Dyes

Cited by 10 publications

References 47 publications

Synthesis, Characterization, and Photophysical Probing Interaction Studies on Azo‐Sulfonamides Acting as Potent Anti‐Tubercular Agents

Synthesis, Characterization, and Photophysical Probing Interaction Studies on Azo‐Sulfonamides Acting as Potent Anti‐Tubercular Agents

Recent advances in the synthesis of new benzothiazole based anti-tubercular compounds

New copper (II) complexes derived from azo pyridone dyes: Structure characterization, thermal properties, and molecular docking studies

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