Synthesis, crystal structure, solvatochromic properties and DNA cleaving activity of azo derivative of naphthalen-2-ol

Athira, L.S.; Balachandran, S.; Devi, R. Sudha

doi:10.1016/j.molstruc.2018.11.093

Cited by 11 publications

(3 citation statements)

References 43 publications

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“…3400 cm −1 becoming a lowintensity broad peak from a high-intensity sharp peak suggests that more intermolecular hydrogen bonding seems to exist in xerogel. 35,36 In the self-assembling process for compound 1, similar results are also found in Fig. S7.…”

Section: Investigation Of the Gelation Mechanismsupporting

confidence: 83%

Multi-response gelation based on the molecular assembly of Sudan I dye derivatives for phase selective gelators and chemosensors

et al. 2022

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Section: Investigation Of the Gelation Mechanismsupporting

confidence: 83%

Multi-response gelation based on the molecular assembly of Sudan I dye derivatives for phase selective gelators and chemosensors

et al. 2022

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“…The general procedure for the synthesis of asymmetric aromatic azo compounds followed the traditional approach i.e. the coupling of aryl diazonium salts with electron-rich aromatics such as resorcinol and naphthol derivatives 27 (Scheme 1). Briefly, equimolar concentration (10 mmol) of substituted amines (4-nitro aniline, p-toluidine and 3-amino,2-chloro pyridine) were mixed with the cold aqueous solution of sodium nitrite (10 mmol) in a 100 mL round bottom flask at 0-5 C. To this reaction mixture, 3 M HCl was added drop-wise with continuous stirring for 20 min until the formation of the diazonium salt at the same temperature.…”

Section: General Methods For the Synthesis Of Azo-compoundsmentioning

confidence: 99%

Diaryl azo derivatives as anti-diabetic and antimicrobial agents: synthesis, in vitro, kinetic and docking studies

Tahir

Shahzad

Tabassum

et al. 2021

Journal of Enzyme Inhibition and Medicinal Chemistry

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In the present study, a series of azo derivatives (TR-1 to TR-9) have been synthesised via the diazo-coupling approach between substituted aromatic amines with phenol or naphthol derivatives. The compounds were evaluated for their therapeutic applications against alpha-glucosidase (anti-diabetic) and pathogenic bacterial strains E. coli (gram-negative), S. aureus (gram-positive), S. aureus (gram-positive) drug-resistant strain, P. aeruginosa (gram-negative), P. aeruginosa (gram-negative) drug-resistant strain and P. vulgaris (gram-negative). The IC 50 (mg/mL) of TR-1 was found to be most effective (15.70 ± 1.3 mg/mL) compared to the reference drug acarbose (21.59 ± 1.5 mg/mL), hence, it was further selected for the kinetic studies in order to illustrate the mechanism of inhibition. The enzyme inhibitory kinetics and mode of binding for the most active inhibitor (TR-1) was performed which showed that the compound is a noncompetitive inhibitor and effectively inhibits the target enzyme by binding to its binuclear active site reversibly.

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“…The azo moiety bearing derivatives also exhibit DNA cleavage activity primarily due to the existence of nitrogen and oxygen atoms on the aromatic rings with the capability to stack the bases of DNA. an azo derivative from 4-aminoantipyrine and found effective in DNA cleaving activity by using pUC18 [ 60 ], the DNA binding activities of tetrahydro-1,3-benzothiazole incorporated azo dyes was found to have effective intercalation properties with circulating tumor DNA (CT-DNA) [ 61 ]. Another considerable DNA cleavage efficiency of 2-aminothiazole incorporated azo dyes against supercoiled pBR322 DNA is also reported in literature [ 62 ].…”

Section: Therapeutic Potential Of Azo Moietymentioning

confidence: 99%

Pyridine Scaffolds, Phenols and Derivatives of Azo Moiety: Current Therapeutic Perspectives

et al. 2021

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Synthetic heterocyclic compounds have incredible potential against different diseases; pyridines, phenolic compounds and the derivatives of azo moiety have shown excellent antimicrobial, antiviral, antidiabetic, anti-melanogenic, anti-ulcer, anticancer, anti-mycobacterial, anti-inflammatory, DNA binding and chemosensing activities. In the present review, the above-mentioned activities of the nitrogen-containing heterocyclic compounds (pyridines), hydroxyl (phenols) and azo derivatives are discussed with reference to the minimum inhibitory concentration and structure–activity relationship, which clearly indicate that the presence of nitrogen in the phenyl ring; in addition, the hydroxyl substituent and the incorporation of a diazo group is crucial for the improved efficacies of the compounds in probing different diseases. The comparison was made with the reported drugs and new synthetic derivatives that showed recent therapeutic perspectives made in the last five years.

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Synthesis, crystal structure, solvatochromic properties and DNA cleaving activity of azo derivative of naphthalen-2-ol

Cited by 11 publications

References 43 publications

Multi-response gelation based on the molecular assembly of Sudan I dye derivatives for phase selective gelators and chemosensors

Multi-response gelation based on the molecular assembly of Sudan I dye derivatives for phase selective gelators and chemosensors

Diaryl azo derivatives as anti-diabetic and antimicrobial agents: synthesis, in vitro, kinetic and docking studies

Pyridine Scaffolds, Phenols and Derivatives of Azo Moiety: Current Therapeutic Perspectives

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