Synthesis and spectral characterization of 2-((2-hydroxybenzylidene)amino)-2-methylpropane-1,3-diol derived complexes: Molecular docking and antimicrobial studies

Ansari, Istikhar A.; Sama, Farasha; Raizada, Mukul; Shahid, M.; Rajpoot, Ravi Kant; Siddiqi, Zafar A.

doi:10.1016/j.molstruc.2016.07.079

Cited by 8 publications

(7 citation statements)

References 34 publications

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“…The azomethine stretching frequency of the ligand (HL) observed at 1630.06 cm –1 was lowered by 16 and 27 cm –1 upon complexation with metal ions in 1 and 2 , respectively, and found at 1613.3 and 1602.9 cm –1 , respectively. Bands at 3330.5 and 3401.1 cm –1 in 1 and 2 may be assigned to the aliphatic −OH group present in 1 and 2 , respectively . The metal coordination was also substantiated by the vibrations at 525 and 446 cm –1 corresponding to Sn–O and Sn–N in 1 , respectively .…”

Section: Resultsmentioning

confidence: 78%

“…Bands at 3330.5 and 3401.1 cm −1 in 1 and 2 may be assigned to the aliphatic −OH group present in 1 and 2, respectively. 26 The metal coordination was also substantiated by the vibrations at 525 and 446 cm −1 corresponding to Sn−O and Sn−N in 1, respectively. 27 In complex 2, the metal coordination bands were observed at 470, 548, and 438 cm −1 attributed to Ru−O, Ru−N, and Ru−Cl, respectively 28 (Figure S1).…”

Section: ■ Results and Discussionmentioning

confidence: 87%

“…13 C{ 1 H} NMR spectra of 1 and 2 showed azomethine (−HCN) and O–C group signatures at 170.04 and 163.96 and 170 and 150 ppm, respectively. The aromatic region was described in the range 137.13–116.72 ppm in 1 . The satellites with Sn were found in the region 133.89–122.69 ppm.…”

Section: Resultsmentioning

confidence: 95%

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New Tailored RNA-Targeted Organometallic Drug Candidates against Huh7 (Liver) and Du145 (Prostate) Cancer Cell Lines

et al. 2020

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New organometallic drug candidates [Ph2Sn(HL)], 1, and [Ru(η6--p-cymene)(HL)Cl], 2, were designed and synthesized by in situ reaction of a Schiff base ligand (HL) and diphenyltin dichloride and [RuCl2(p-cymene)]2, respectively. The drug candidates 1 and 2 have been characterized by spectroscopic methods (Fourier-transform infrared spectroscopy, UV–vis, and 1H/13C NMR), elemental analysis, and single X-ray crystallographic studies (in case of 1). The ground-state geometry optimization of 1 and 2 was performed by density functional theory calculations. The interaction of 1 and 2 with tRNA was assessed by absorption spectroscopy, cyclic voltammetry, circular dichroism, and ethidium bromide displacement assay using fluorescence emission spectroscopy to determine their potential to act as antitumor agents. The cytotoxicity of 1 and 2 was screened against human liver carcinoma (Huh7), prostate cancer (Du145), and the normal prostate cell line (PNT 2). The results implicated a dose-dependent growth inhibition of the two cancer cells at concentrations (2.5–15 μM) of 1 and 2 with the treatment after 48 h. Interestingly, 1 revealed good selective activity toward the liver cancer cell line (Huh7). Furthermore, both the drug candidates 1 and 2 were found to be nontoxic toward the PNT 2 normal cell line. These studies lay a paradigm for rational efficacious drug design for chemotherapeutic intervention in cancers using new tailored organometallic drug entities; organotin(IV) and organoruthenium(II) have been demonstrated to be viable for the safe administration and specific targeted drug uptake by the resistant cancerous cell lines at low intracellular concentrations.

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Section: Resultsmentioning

confidence: 78%

Section: ■ Results and Discussionmentioning

confidence: 87%

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New Tailored RNA-Targeted Organometallic Drug Candidates against Huh7 (Liver) and Du145 (Prostate) Cancer Cell Lines

et al. 2020

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“…The iron complex also exhibited peaks at m/z 495 (calcd. = 545; M‐3H 2 O), characteristic of the [Fe(L)(Cl)(H 2 O) 3 ]Cl.H 2 O (Figure S7). The molecular ion peak undergoes fragmentation and displayed multiple peaks corresponding to successive degradation of the complex (Scheme ) .…”

Section: Resultsmentioning

confidence: 99%

“…Also, chemical modification through organic synthesis enabled the synthesis of various ferrocene derivatives and ferrocene‐containing polymers The coordination chemistry of the complexes involving Schiff base ligands having O and N donor atoms and a number of transition metal ions has become area of much focus due to the versatility of Schiff base ligands on treating with transition metal ions produces mono as well as polynuclear complexes, which have been widely employed in material science and medicine. The Schiff base complexes may incorporate planar aromatic or flexible polydentate ligands . The present study described the coordination behavior of (Z)‐(4‐(1‐((2‐carboxycyclohexa‐2,4‐dien‐1‐yl)imino)ethyl)‐[bis(η 5 cyclopenta‐1,3‐dien‐1‐yl)]iron (HL ligand) (Figure ) toward some transition elements.…”

Section: Introductionmentioning

confidence: 84%

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Mahmoud

2017

Applied Organom Chemis

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Physicochemical studies were performed to study new ferrocene based Schiff base ligand (HL), (Z)-(4-(1-((2-carboxycyclohexa-2,4-dien-1-yl)imino)ethyl) [bis(η 5 cyclopenta-1,3-dien-1 yl)]iron with some transition metal ions to form a series of ferrocenyl derivatives bearing transition metal complexes of the type [M(L)Cl(H 2 O) 3 ] (M = Ni(II), Cu(II)), [M(L)Cl(H 2 O) 3 ]nH 2 O (M = Mn(II) (n = 1), Co(II) (n = 1), Zn(II) (n = 2) and Cd(II) (n = 3)) and [M(L)Cl(H 2 O) 3 ]Cl.nH 2 O(M = Cr(III) (n = 2) and Fe(III) (n = 1)). The new ligand and metal ion complexes have been prepared and characterized by IR, UV-Vis, 1 H-NMR, TG/DTA, elemental analysis and mass spectrometry. The TGA/DTG analysis revealed that the ferrocene precursors decompose spontaneously to form iron(II) oxide. The molecular and electronic structure of the ligand (HL) was optimized theoretically and the quantum chemical parameters were calculated. The molecular structure with a variety of functionalities can be used to investigate the coordination sites and the total charge density around each atom. DFT-based molecular orbital energy calculations of the new ligand have been also studied. All of the complexes were screened against a panel of Gram (+) bacteria: Streptococcus pneumoniae and Bacillis subtilis, Gram (−) bacteria: Pseudomonas aeruginosa and Escherichia coli and panel of fungi: Aspergillus fumigatu, Syncephalastrum racemosum, Geotricum candidum and Candida albicans. Anticancer activity screening for the tested compounds using 4 different concentrations of HL ligand against human tumor cells of breast cancer cell line MCF-7 were obtained. Molecular docking was used to predict the binding between HL ligand and human-DNA-Topo I complex (PDB ID: 1SC7), the receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), crystal structure of Escherichia coli (PDB ID: 3T88), to identify the binding mode and the crucial functional groups interacting with the three proteins.

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Spectral characterization, crystal structures and biological activities of iminodiacetate ternary complexes

Shahid

Anjuli

Tasneem

et al. 2017

Journal of Molecular Structure

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Synthesis and spectral characterization of 2-((2-hydroxybenzylidene)amino)-2-methylpropane-1,3-diol derived complexes: Molecular docking and antimicrobial studies

Cited by 8 publications

References 34 publications

New Tailored RNA-Targeted Organometallic Drug Candidates against Huh7 (Liver) and Du145 (Prostate) Cancer Cell Lines

New Tailored RNA-Targeted Organometallic Drug Candidates against Huh7 (Liver) and Du145 (Prostate) Cancer Cell Lines

Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Spectral characterization, crystal structures and biological activities of iminodiacetate ternary complexes

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