Synthesis, Modeling Study and Antioxidants Activity of New Heterocycles Derived from 4-Antipyrinyl-2-Chloroacetamidothiazoles

Abu‐Melha, Sraa

doi:10.3390/app8112128

Cited by 6 publications

(3 citation statements)

References 41 publications

(49 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Therefore, there is a great demand for the discovery of new potent antioxidant therapeutics, with a better pharmaco-toxicological profile. Compounds bearing chromone, thiazole, thiazolin-4-one, or phenol moieties 8 , 19 , 20 have been reported to possess antioxidant activities.…”

Section: Introductionmentioning

confidence: 99%

“…In order to establish the compounds potential mechanism of action, due to their structural analogy to indolmycin (Figure 1), the previously reported thiazolin-4-one derivatives 2 were docked against two bacterial tryptophanyl-tRNA ligases and their affinities towards these biological targets were assessed. As some of the compounds have other chromophores in their structure, like the chromone, thiazole and phenol moiety, with proven antioxidant activity 8 , 19 , 20 , the antioxidant potential of the compounds was evaluated by assessing the DPPH • radical scavenging activity, the ferric reducing antioxidant power (FRAP), the reducing power and the total antioxidant capacity (TAC).…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors

Stana

Vodnar

Marc

et al. 2019

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

The rapid emergence of bacterial resistance to antibiotics currently available for treating infectious diseases requires effective antimicrobial agents with new structural profiles and mechanisms of action. Twenty-three thiazolin-4-one derivatives were evaluated for their antibacterial activity by determining the growth inhibition zone diameter, the minimum inhibitory concentration (MIC), and the minimum bactericidal concentration (MBC), against gram-positive and gram-negative bacteria. Compounds 3a–c , 3e–h , 6b–c and 9a–c expressed better MIC values than moxifloxacin, against Staphylococcus aureus . Compounds 3h and 9b displayed similar effect to indolmycin, a tryptophanyl-tRNA ligase inhibitor. Due to their structural analogy to indolmycin, all compounds were subjected to molecular docking on tryptophanyl-tRNA synthetase. Compounds 3a–e , 6a–e , 8 and 9a–e exhibited better binding affinities towards the target enzymes than indolmycin. The antioxidant potential of the compounds was evaluated by four spectrophotometric methods. Thiazolin-4-ones 3e , 6e and 9e presented better antiradical activity than ascorbic acid, trolox and BHT, used as references.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors

Stana

Vodnar

Marc

et al. 2019

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

show abstract

“…

Antipyrine is a heterocyclic compound with the molecular formula C 11 H 12 N 2 O 1 and a derivative of 1,2-dihydropyrazol-3-one-pyrazolone, replaced by a methyl group at C-1 and C-5 and with a phenyl group at N-2. 2,3 It has a role as a non-narcotic analgesic, antipyretic, non-steroidal anti-inf lammatory, cyclooxygenase inhibitor, antibiotic. 4,5 It is a white or crystalline, colorless and odorless powder that is soluble in distilled water and ethanol alcohol.

…”

mentioning

confidence: 99%

Synthesis, Characterization of New Ligand Derived from 4-aminoantipyrine and its Complexes with Few Metallic Ions and Evaluation of their Activity as Anticancer

Dawood¹,

Jamel²

2022

IJDDT

View full text Add to dashboard Cite

A new heterocyclic ligand (LH) derived from 4-aminoantipyrene was prepared through the reaction of 2-mercaptobenzothiazole with 4-amino-antipyrene dissolved in absolute ethanol as the first step to form compound-A, while the second step involved the reaction of O-phenylenediamine with benzil to produce compound -B, the third step involved the reaction of the products of the first and second steps to give the ligand as a final product. Five complexes, Ni (II), Cu (II), Zn(II), Cd (II) and Ag (I) were synthesized from the reaction of the ligand (LH) with its ionic salts. The ligand and its prepared complexes are characterized by proton nuclear magnetic resonance (1H-NMR), fourier-transform infrared spectroscopy (FTIR), UV-vis spectroscopy and X-rays as well as used other techniques such as quantitative analysis of the elements china health and nutrition survey (CHNS), field emission scanning electron microscope (FESEM) as well as molar conductivity and magnetism sensitivity, in addition to measuring melting points. These techniques were used to determine the structures and geometry of the prepared compounds. FTIR spectra showed that the ligand behaves as a tetra-dentate ligand and that the ratio of ligand to metal is (1:1) for all the prepared complexes according to the molar ratio calculations, which were confirmed by quantitative analysis of the elements CHNS and atomic absorption measurements. The molar conductivity results showed that all the non-electrolytic complexes except the zinc (II) and cadmium (II) complexes were ionic in a 1:1 ratio. From the foregoing, it is proved that the complexes have tetrahedral geometry, with the exception of the Ni(II) and Cu(II) complexes, which are octahedral. The anticancer activity of the ligand and its complex with silver was further evaluated using breast cancer cell lines and compared to the normal cell line. The study showed good results by treating infected cells compared to normal cells.

show abstract

2‐Amino‐5‐arylazothiazole‐Based Derivatives: In Vitro Cytotoxicity, Antioxidant Properties, and Bleomycin‐Dependent DNA Damage

et al. 2019

View full text Add to dashboard Cite

Efficient and inexpensive synthesis of 2‐amino‐5‐arylazothiazoles derivatives was made in simple steps and in good yields. Spectral and physical analyses techniques were applied to prove the structures of all synthesized analogues. It was obvious that the synthesized derivatives exhibited efficient biological activities as antibacterial, antioxidant, and anticancer. The antioxidant activity of the synthesized analogues was explored. In addition, the synthesized 2‐amino‐5‐arylazothiazoles were screened as cytotoxic agents against four well‐known cell lines and the results revealed potent activity of the compounds relative to the results of an antibiotic standard.

show abstract

Synthesis, Modeling Study and Antioxidants Activity of New Heterocycles Derived from 4-Antipyrinyl-2-Chloroacetamidothiazoles

Cited by 6 publications

References 41 publications

Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors

Antioxidant activity and antibacterial evaluation of new thiazolin-4-one derivatives as potential tryptophanyl-tRNA synthetase inhibitors

Synthesis, Characterization of New Ligand Derived from 4-aminoantipyrine and its Complexes with Few Metallic Ions and Evaluation of their Activity as Anticancer

2‐Amino‐5‐arylazothiazole‐Based Derivatives: In Vitro Cytotoxicity, Antioxidant Properties, and Bleomycin‐Dependent DNA Damage

Contact Info

Product

Resources

About