Chiral halogenated Schiff base compounds: green synthesis, anticancer activity and DNA-binding study

Ariyaeifar, Mahnaz; Rudbari, Hadi Amiri; Sahihi, Mehdi; Kazemi, Zahra; Kajani, Abolghasem Abbasi; Zali‐Boeini, Hassan; Kordestani, Nazanin; Brunò, Giuseppe; Gharaghani, Sajjad

doi:10.1016/j.molstruc.2018.02.042

Cited by 36 publications

(12 citation statements)

References 44 publications

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“…It has been reported that compounds containing halogens show activity toward DNA. 30,31 Compound 4 is a calixarene compound without a substituent attached to the ring and its binding to DNA was stronger than the remaining compounds. Compounds 10 and 5 took rst place in the ranking according to the calculated K b and K sv constants.…”

Section: Discussionmentioning

confidence: 99%

Synthesis of novel calix[4]arenep-benzazole derivatives and investigation of their DNA binding and cleavage activities with molecular docking and experimental studies

2020

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Section: Discussionmentioning

confidence: 99%

Synthesis of novel calix[4]arenep-benzazole derivatives and investigation of their DNA binding and cleavage activities with molecular docking and experimental studies

2020

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“…1) 29 also, with the use of the equation we observed that kq for complex FLU-β-CN and PIT-β-CN is 1.6×10 13 and 1.45×10 13 M -1 S -1 respectively that is greater than the maximum diffusion collision quenching rate constant (2.0×10 10 M -1 S -1 ), these results indicate that the static quenching effect exists in the system of FLU and PIT with β-CN. 30,31 For the quenching process of β-CN, the binding constant (Kb) of a complex of FLU and PIT with β-CN can be determined by the following equation (3) (Fig. S-2) 27 which is equal 7.96×10 4 and 3.44×10 4 M -1 at 298 K as shown Table 1, respectively.…”

Section: Accepted Manuscriptmentioning

confidence: 99%

Binding of β-casein with fluvastatin and pitavastatin

Dezhampanah

Rajabi

2022

JSCS

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In this work, the binding interaction of fluvastatin (FLU) and pitavastatin (PIT) with bovine ?-casein (?-CN) were performed under physiological conditions (pH 7.2) by fluorescence emission spectroscopy, synchronous fluorescence spectroscopy, Fourier transform infrared spectroscopy (FTIR) and molecular docking methods. Due to the formation of FLU-?-CN and PIT-?-CN complexes, the intrinsic fluorescence of ?-CN was quenched. The number of bound FLU and PIT per protein molecule (n) were about 1, also the binding constant of FLU-?-CN and PIT-?-CN complexes were 7.96?104 and 3.44?104M-1 at 298 K, respectively. This result suggests that the binding affinity of FLU to ?-CN was higher than that for PIT. Molecular modeling showed different binding sites for FLU and PIT on ?-CN. All these experimental results suggest that ?.

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“…There are many published articles on Schiff base metal complexes showing antibacterial, antifungal, and anticancer activity. [ 12–23 ]…”

Section: Introductionmentioning

confidence: 99%

“…There are many published articles on Schiff base metal complexes showing antibacterial, antifungal, and anticancer activity. [12][13][14][15][16][17][18][19][20][21][22][23] Cisplatin-based complexes such as carboplatin, nedaplatin, oxaliplatin, lobaplatin, and heptaplatin are widely used in the treatment of various cancer types such as ovarian, testicular, bladder, colorectal, lung and head, neck, pancreatic, gastric, and breast cancer. [24] However, cisplatin therapy has serious side effects such as nephrotoxicity, cumulative peripheral sensory neuropathy, ototoxicity due to irreversible damage to hair cells, and nausea and vomiting.…”

Section: Introductionmentioning

confidence: 99%

Computational design and characterization of platinum‐II complexes of some Schiff bases and investigation of their anticancer–antibacterial properties

Kaya

Erkan

Karakaş

2022

Applied Organom Chemis

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Pt(L 1 ) 2 -, Pt(L 2 ) 2 -, and Pt(L 3 ) 2 -type four-coordinated hypothetical platinum-II complexes were designed and characterized computationally. Where L 1 , L 2 , and L 3 are the Schiff base anions as 2-((ethylamino)methyl)-6-methoxyphenolate, 2-((ethylamino)methyl)-6-methylphenolate, and 2-((ethylamino)methyl)-6-chlorophenolate, respectively. M062X/LANL2DZ/6-31G(d,p) level was found to be the best computational level for the complexes by benchmarking analysis.Pt (L n ) 2 -type four-coordinated complexes were optimized in the aqueous phase at the best level. Spectroscopic properties of optimized molecular structures (IR, 1 H-NMR, 13 C-NMR, and UV-Vis) were calculated, and the complexes were characterized. It was determined that Pt (L n ) 2 -type complexes have a distorted square planar geometry. Molecular electrostatic potential maps, molecular orbital energy diagrams, and some molecular properties of the complexes were calculated. To estimate the anticancer and antibacterial activities of the complexes, they were docked against Michigan Cancer Foundation-7 (MCF7) and Mycobacterium tuberculosis (H37Rv) cell lines and compared with standard substances. According to the calculated docking parameters, the complexes were found to have higher activity than substances with anticancer and antibacterial standards. The presence of an electron-donating group in Schiff bases has been predicted to increase both anticancer and antibacterial activities. Highlights• Pt(L 1 ) 2 , Pt(L 2 ) 2 , and Pt(L 3 ) 2 complexes were designed and optimized at the M062X/LANL2DZ/6-31G(d,p) level.• The complexes were characterized by molecular structure parameters, IR, nuclear magnetic resonance (NMR), and UV-Vis spectroscopic data and were found to have distorted square planar geometry.• The antitumor-antibacterial activity of the Pt(L 3 ) 2 complex was predicted to be higher than the references and the HL 3 ligand.

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Chiral halogenated Schiff base compounds: green synthesis, anticancer activity and DNA-binding study

Cited by 36 publications

References 44 publications

Synthesis of novel calix[4]arenep-benzazole derivatives and investigation of their DNA binding and cleavage activities with molecular docking and experimental studies

Synthesis of novel calix[4]arenep-benzazole derivatives and investigation of their DNA binding and cleavage activities with molecular docking and experimental studies

Binding of β-casein with fluvastatin and pitavastatin

Computational design and characterization of platinum‐II complexes of some Schiff bases and investigation of their anticancer–antibacterial properties

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