Synthesis, spectral, and thermal studies of organotin(IV) complexes with 4-bromo-2-{[(2-hydroxyphenyl)imino]methyl}phenol

Sedaghat, Tahereh; Shafahi, Fatemeh

doi:10.1080/10241220902962895

Cited by 14 publications

(2 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The chemical shift value of -328.5 ppm for compound 1 was reported in the literature [36]. These signals are indicative of a pentacoordinated Sn(IV) metal centre, which was also observed by Beltran and coworkers [36] and Sedaghat and co-workers [41] for analogous Sn(IV) complexes. The pentacoordinated Sn(IV) metal centre was also proven by X-ray crystallography for compound 2.…”

supporting

confidence: 56%

An in vitro study on the effect of synthesized tin(IV) complexes on glioblastoma, colorectal, and skin cancer cell lines

Williams¹,

Lewis-Alleyne²,

Solomon³

et al. 2016

Biomed Res Clin Prac

View full text Add to dashboard Cite

Abstract((E)-2-(2-hydroxybenzylideneamino)phenolato-2,2-diphenyl-6-aza-1,3-dioxa-2-stanna- [d,h] dibenzocyclononene, [Sn(Ph 2 SB)] (compound 1, where Ph 2 SB=(E)-2-(2-hydroxybenzylideneamino)phenolato Schiff base) and two novel compounds, [[SnPh 2 (F-azoSB)] (compound 2, where F-azoSB=4-((E)-(4-fluorophenyl) diazenyl)-2-((E)-(2-hydroxyphenylimino)methyl)phenolato Schiff base), [[SnPh 2 (sulf-azoSB)]0.125CHCl 3 (compound 3, where sulfamerazineazosalSB=4-((E)-(4-hydroxy-3-((E)-(2-hydroxyphenylimino)methyl)phenyl)diazenyl)-N-(4-methylpyrimidin-2-yl) benzenesulfonamide Schiff base), and the control compound, cisplatin (compound 4) were analysed to comparatively determine their effect on cancer cell growth. Anti-cancer properties of compounds 1-4 were examined using glioblastoma (U-1242 MG), colorectal (HT-29 and HCT-116), and skin (A431) human cancer cell lines. With regards to human glioblastoma cells, compounds 1 and 3 demonstrated anti-proliferative capacity in the cell line tested. Specifically, compounds 1 and 3 inhibited cell proliferation by 50% at concentrations between 10 and 50 µM. With respect to colon cancer cell lines, the IC 50 values for compounds 1-3 ranged from 3.04 ± 0.98 to 104.51 ± 13.87 µM. In the case of HCT-116, this translates to a 3-to 73-fold inhibitory effect of compounds 1-3 over cisplatin. In all cell lines tested, the chemo-effect was more pronounced with compounds 1-3 than with the control (compound 4); demonstrating that these azo-containing Sn(IV) complexes were more potent than compound 4. The overall effect of compounds 1-3 in the induction of appotosis and the inhibition of proliferation have defined an essential role for these compounds in chemotherapy. IntroductionFrom the late 1960s until the present, there have been significant advances in both the early detection and the treatments of cancer. Despite these advances overall incidences of cancer and deaths from cancer have increased during the same period [1]. These counterintuitive increases have been the impetus for development of new drugs for cancer treatment. In this context the organometallic compounds have been widely investigated as potential anti-tumour agents. Metallocene dihalide complexes Cp 2 MX 2 (where M=titanium, vanadium, niobium, or molybdenum) were the first early transition metal complexes that were shown to have anti-tumour activity. In addition, the organometallic-DNA and organometallic-nucleic acid interactions of these compounds have also been investigated [2][3][4]. More recently, ferricenium salts, organotin, and bismuth complexes have also emerged as examples of organometallic compounds that have been found to exhibit interesting anti-tumour activity [5].The biological activity of organotin compounds has become well known due to their practical applications as fungicides, bactericides, biocides, and pesticides [3,[6][7][8]. It is now well established that organotin compounds are very important in cancer chemotherapy [9] and as potential anti-cancer agents [10][11][12][13]. This is due in part to thei...

show abstract

supporting

confidence: 56%

An in vitro study on the effect of synthesized tin(IV) complexes on glioblastoma, colorectal, and skin cancer cell lines

Williams¹,

Lewis-Alleyne²,

Solomon³

et al. 2016

Biomed Res Clin Prac

View full text Add to dashboard Cite

show abstract

“…energies of activation (E*), frequency factor (Z), entropy of activation (ΔS*), rate constant (K), enthalpy of activation (ΔH*) and the Gibbs free energy of activation ΔG* for the respective decomposition steps have been calculated by Coats‐Redfern equation (Table ). The graph between ln[−ln(1‐W 0 /W)/Ts 2 against 1/T as linear with positive slope has shown the order of the decomposition reaction to be near unity (Figures a,b,c,d,e) …”

Section: Decomposition Kineticsmentioning

confidence: 99%

Synthesis, characterization, thermal, computational and biological activity studies of new potential bioactive diorganotin (IV) nitrosubstitutedhydroxamates‐A comparative study

Choudhary

Bhatt

Dash

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

The new diorganotin (IV) complexes of composition [Me2SnCl(3,5‐(NO2)2C6H2(OH)CONHO)] (I) and [n‐Bu2SnCl(3,5‐(NO2)2C6H2(OH)CONHO)] (II) have been synthesized by the reactions of Me2SnCl2 and n‐Bu2SnCl2 with potassium 3,5‐dinitrosalicylhydroxamate [3,5‐(NO2)2C6H2(OH)CONHOK]‐ a ligand of biological significance bearing –NO2 and –OH substituents presumed to yield complexes with efficient bioactivity. The complexes have been characterized by elemental analyses, IR, 1H, 13C and 119Sn NMR and mass spectrometry in order to study the ligational behavior and probale geometry around tin as the ligand might show different bonding modes and geometry in complexes. The geometries of (I) and (II) have been computed using B3LYP/6–31 + G(d,p) set by DFT method and the vibrational frequencies, 1H and 13C NMR spectra compared with the experimental data. A comparison of computed bond lengths (C=O, C‐N, and N‐O) of (I) and (II) with that of free ligand, the Sn‐O bond lengths, bond angles coupled with 119Sn NMR and IR spectral data have suggested coordination through carbonyl and hydroxamic oxygens (O, O coordination) displaying five‐coordinate distorted trigonal‐bipyramidal geometry around tin. The thermal behavior of (I) and (II) has been studied by thermogravimetric techniques (TGA, DTG, DTA) and various kinetic parameters have been calculated. The electrochemical behavior of ligand, (I) and (II) studied by cyclic voltammetric technique has shown ligand centered redection. The HOMO‐LUMO energies and orbitals, global reactivity descriptors, various thermodynamic parameters and dipole moment (μ) have been computed to determin the molecular properties of complexes. The in vitro antimicrobial activity assay against bacteria and fungi by MIC method has indicated higher potency of (I) than (II). The in vitro cytotoxicity on human muscle rhabdomyosarcoma (RD) by MTT method and the antioxidant potential by DPPH free radical scavenging showed higher inhibitory effect of complexes than ligand.

show abstract

Experimental and Computational Studies of Chlorido(indole-3-acetohydroxamato) Dimethyltin (IV) Complex: Single Crystal Structure, Biological Evaluation and Molecular Docking Study

Choudhary,

Dash,

Thakur

et al. 2024

J Inorg Organomet Polym

View full text Add to dashboard Cite

Synthesis, spectral, and thermal studies of organotin(IV) complexes with 4-bromo-2-{[(2-hydroxyphenyl)imino]methyl}phenol

Cited by 14 publications

References 39 publications

An in vitro study on the effect of synthesized tin(IV) complexes on glioblastoma, colorectal, and skin cancer cell lines

An in vitro study on the effect of synthesized tin(IV) complexes on glioblastoma, colorectal, and skin cancer cell lines

Synthesis, characterization, thermal, computational and biological activity studies of new potential bioactive diorganotin (IV) nitrosubstitutedhydroxamates‐A comparative study

Experimental and Computational Studies of Chlorido(indole-3-acetohydroxamato) Dimethyltin (IV) Complex: Single Crystal Structure, Biological Evaluation and Molecular Docking Study

Contact Info

Product

Resources

About