Synthesis, characterization and antimicrobial activity studies of new heterocyclic azo dye derived from 2-amino- 4,5- dimethyl thiazole with some metal ions

Waheeb, Azal Shakir; Al-Adilee, Khalid J.

doi:10.1016/j.matpr.2020.12.299

Cited by 15 publications

(6 citation statements)

References 33 publications

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“…The 1,1-diphenyl-2-picrylhydrazal (DPPH) radical accepts an electron or hydrogen radical to produce a stable diamagnetic molecule with pale yellow colour. 24 Scavenging activities grew in tandem with the expansion of the population utilized sample concentration The ability of produced compounds to scavenge free radicals was tested using standard compound: ascorbic acid Each compound's IC 50 was computed and ascorbic acid as a control. DPPH yielded the Cu (II)-Complex with IC 50 values of 88.3333, 1250 g/mL, the Cu (II)-Complex has a stronger antioxidant.…”

Section: Dpph Scavenging Activitymentioning

confidence: 99%

Evaluation of the Eff ectiveness of the Copper (II) Complex with a New Ligand derived from Benzothiazole and Anthranilic Acid as Anticancer and Antioxidant

Ali¹,

Jamel²

2023

IJDDT

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Four steps were used to convert 2-mercaptobenzothiazole into the new ligand (2-((2-((4-(1-((4’-(benzothiazol-2-ylamino)- [1,1’-biphenyl]-4-yl)imino) ethyl) phenyl)imino)-1,2diphenylethylidene) amino)benzoic acid (LH) type of schiff bases: The fi rst step included preparing compound (A) N-(benzothiazol-2-yl)-[1, 1’-biphenyl]-4, 4’-diamine by the reaction 2-mercaptobenzothiazole with benzidine. The second step was prepared the compound(B) 2 OXO-1, 2-diphenylethylidene) amino) benzoic -(( 2- acid by the reacting anthranilic acid with benzil As for the third step, it included the reaction of the product of the fi rest step with 4-aminoacitophenon and the formation compound (C). The fourth step was the preparation ligand (LH) by reacting compound(B) with compound (C). Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), UV-vis, melting points, molar conductivity, CHN, atomic absorption, magnetic sensitivity, and other measurements were used to determine the structure of the ligand (LH) and its complex with copper (II). The MTT method was used to evaluate the activity of the ligand (LH) and its complex with copper (II) in-vitro as an anticancer (human breast cancer (MCF7). Nd (MTT) assay was used to evaluate the ligand schiff base in-vitro anticancer activity of a Cu(II) complex against human breast cancer MCF7

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Section: Dpph Scavenging Activitymentioning

confidence: 99%

Evaluation of the Eff ectiveness of the Copper (II) Complex with a New Ligand derived from Benzothiazole and Anthranilic Acid as Anticancer and Antioxidant

Ali¹,

Jamel²

2023

IJDDT

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“…The investigations on the development of metal-based drugs have been an interesting area for the bioinorganic chemists since the discovery of the effective metal incorporated anticancer drug cisplatin [ 63 ]. Therefore, recent studies are focused on the design and synthesis of the nitrogen- and sulfur-containing heterocyclic azo dyes and their metal chelates due to the decreased toxicity, excellent and versatile biological properties, such as its antimalarial, antitubercular, anti-inflammatory, anti-leishmanial and anti-oxidant effects [ 66 , 67 ]. The metal complexes, Cu(II) and Fe(III), of azo dyes derived from benzothiazole are pharmacologically effective against the drug-resistant strain of M. tuberculosis (MIC value 1.6 µg/mL) and matrix metallo-protein enzymes (88–95% inhibition) [ 55 ].…”

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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“…[38][39][40][41] In addition, literature data showed that heterocyclic azo dyes containing phenolic oxygen, such as resorcinol, and naphthol, act as tridentate ligands in metal complexes presumably via N,N,Ocoordination through the heterocyclic nitrogen, the azo nitrogen, and the phenolic oxygen. [31,[42][43][44][45] The diimine ligand, 2,2'-bipyridine has been used extremely in the complexation of metal ions due to its strong redox stability, excellent chelating properties, and diverse structural features. It is widely used in coordination chemistry.…”

Section: Introductionmentioning

confidence: 99%

“…Crystal structure analysis and quantum chemical calculations have also indicated that the formation of metal complexes in this kind of ligand is through the connection of metal with thiazolyl nitrogen and one nitrogen of the aza group thus giving a five‐membered metal‐containing cycle [38–41] . In addition, literature data showed that heterocyclic azo dyes containing phenolic oxygen, such as resorcinol, and naphthol, act as tridentate ligands in metal complexes presumably via N,N,O‐coordination through the heterocyclic nitrogen, the azo nitrogen, and the phenolic oxygen [31,42–45] …”

Section: Introductionmentioning

confidence: 99%

Synthesis, Electrochemical and Antioxidant Properties of New Thiazolylazo‐based Mixed Ligand Metal Complexes

et al. 2023

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The complexes of 4‐(2‐thiazolylazo)resorcinol (TAR) and 2,2′‐bipyridine (bpy), [M(bpy)(TAR)(H2O)]AcO [(M=CoII, CuII, ZnII] and [Mn(bpy)(TAR)AcO] were synthesized and their structure was determined by elemental analysis, thermal analysis (DTA/TGA), IR spectroscopy, molar conductivity, and magnetic measurements. The ligand 4‐(2‐thiazolylazo)resorcinol coordinated to metalII ions via azo and thiazolyl group nitrogens and one oxygen atom of resorcinol, while 2,2′‐bipyridine also contributed two coordination bonds via its nitrogen atoms. The electrochemical profile of the compounds was investigated by cyclic voltammetry (CV) which confirmed their electrochemical activity. The results obtained by CV method pointed out that the electrode reactions were diffusion controlled. The total antioxidant capacities of the ligands and complexes were evaluated by using cupric reducing antioxidant capacity (CUPRAC) method. The complexes displayed more antioxidant activity than their ligands. The Trolox equivalent antioxidant activity (TEAC) values of all complexes exhibited more higher and approximate values to Trolox but bpy ligand did not show any activity.

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Synthesis, characterization and antimicrobial activity studies of new heterocyclic azo dye derived from 2-amino- 4,5- dimethyl thiazole with some metal ions

Cited by 15 publications

References 33 publications

Evaluation of the Eff ectiveness of the Copper (II) Complex with a New Ligand derived from Benzothiazole and Anthranilic Acid as Anticancer and Antioxidant

Evaluation of the Eff ectiveness of the Copper (II) Complex with a New Ligand derived from Benzothiazole and Anthranilic Acid as Anticancer and Antioxidant

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

Synthesis, Electrochemical and Antioxidant Properties of New Thiazolylazo‐based Mixed Ligand Metal Complexes

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