Triorganostannyl(IV) benzoates with pendulous framework appended with ferrocene scaffold

Baul, Tushar S. Basu; Dutta, Dhrubajyoti; Rocha, Bruno G. M.; Silva, M. Fátima C. Guedes da; Lyčka, Antonı́n

doi:10.1016/j.jorganchem.2018.12.009

Cited by 4 publications

(3 citation statements)

References 88 publications

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“…Subsequently, imino and diazenyl functionalities were incorporated into a single ligand molecule in the hope of accomplishing both superior activity and extended stability. In this pursuit, tributyltin-and triphenyltin complexes of related ligands were prepared and their cytotoxic potentials were evaluated and found to show analogous results with enhanced stability [22,25,53,54]. In accordance with this and with the intention of achieving a better cytotoxic performance, [n-Bu 3 Sn(HL)] n 1 was prepared.…”

Section: 4cytotoxicity Studiesmentioning

confidence: 87%

Design, synthesis and cytotoxic evaluation in tumor cell lines of organotin(IV) complexes with heteroditopic hydroxo-carboxylato polyaromatic ligands¶

Baul

Hlychho

Addepalli

et al. 2022

Preprint

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Three polynuclear organotin(IV) derivatives of composition [n-Bu3Sn(HL)]n 1, [Ph3Sn(HL)]n 2 and [n-Bu2Sn(HL)2]2 3 were synthesized by reacting 2-((E)-(4-hydroxy-3-((E)-((4-(methoxycarbonyl)phenyl)imino)methyl)phenyl)diazenyl)benzoic acid (H′HL) with (n-Bu3Sn)2O, Ph3SnOH and n-Bu2SnO, respectively. The structures 1–3 were fully characterized by elemental analysis, IR and NMR (1H, 13C, and 119Sn), 119Sn Mössbauer spectroscopy, and additionally, the molecular and crystal structures of 1–3 and its pro-ligand (H′HL) were established by single-crystal X-ray diffraction analysis. The tributyltin(IV) complex 1 is a one-dimensional coordination polymer, in which the azo ligand bridges adjacent Sn(IV) centres solely via the two carboxylate O-atoms. The hydroxy H atom forms an intramolecular O–H···N hydrogen bond with the imine N-atom, as observed in the crystal structure of H′ΗL. The triphenyltin(IV) complex 2 is also a one-dimensional coordination polymer, but in this case the azo ligand bridges adjacent Sn(IV) centres via its carboxylate group and the deprotonated phenol O-atom. Unlike in 1, the phenol H-atom has migrated to the imine N-atom, to give a zwitterionic form of the azo ligand. The tin centers in 1 and 2 are pentacoordinated and reveal a distorted trans-R3SnO2 trigonal-bipyramidal environment. The dibutyltin(IV) complex 3 crystallizes as discrete centrosymmetric dinuclear entities where the unique Sn(IV) center is heptacoordinated in a distorted pentagonal bipyramid coordination geometry. In vitro cytotoxicity studies of compound 1 was performed and compared with 2 across a panel of human tumor cell lines, viz., A498, EVSA-T, H226, IGROV, M19 MEL, MCF-7 and WIDR and the results were compared with the data of six clinically used anticancer drugs. Compounds 1 and 2 are potent cytotoxic agents and warrant further investigation as potential anticancer agents.

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Section: 4cytotoxicity Studiesmentioning

confidence: 87%

Design, synthesis and cytotoxic evaluation in tumor cell lines of organotin(IV) complexes with heteroditopic hydroxo-carboxylato polyaromatic ligands¶

Baul

Hlychho

Addepalli

et al. 2022

Preprint

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“…However, to the best of our knowledge, a detailed structural vs. biological evaluation of azo and imine appended triphenyltin(IV) carboxylate compounds has never been reviewed. Although several azo‐imino mixed triphenyltin(IV) carboxylate compounds have also been reported, none of them has been screened for biological analysis , …”

Section: Introductionmentioning

confidence: 99%

“…Although several azo-imino mixed triphenyltin(IV) carboxylate compounds have also been reported, none of them has been screened for biological analysis. [41,42] Thus, this study mainly focuses on the developments in the syntheses of azo and imine appended triphenyltin(IV) carboxylate compounds that have been screened for biological evaluation in particular for anti-tumour and anti-bacterial activities. The objective is to contribute to the understanding of the significance and impact of such compounds.…”

Section: Introductionmentioning

confidence: 99%

Biological Evaluation of Azo‐ and Imino‐Based Carboxylate Triphenyltin(IV) Compounds

et al. 2020

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Azo (‐N=N‐)‐ and imino (‐C=N‐)‐carboxylate triphenyltin(IV) compounds, which are well known for their promising biological activities, are usually synthesized by reacting a triphenyltin(IV) compound (oxide, hydroxide or chloride) with a suitably substituted carboxylic acid, under appropriate conditions. Their biological properties are influenced by the type/position of the functional azo or imino group in the carboxylate ligand skeleton. They are very effective in anticancer studies, being often better than the standard drug cisplatin in terms of cytotoxicity. A few of the azo‐appended carboxylate triphenyltin(IV) compounds also display anti‐bacterial, anti‐fungal and anti‐diabetic activities. The present manuscript highlights the syntheses, structures, and biological (i.e., anti‐cancer, anti‐bacterial, anti‐fungal and anti‐diabetic) activities of such triphenyltin(IV) compounds.

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Tin and organotin coordination polymers and covalently bonded supramolecular materials – The last 15 years of research

Santos

Lima

2020

Coordination Chemistry Reviews

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Triorganostannyl(IV) benzoates with pendulous framework appended with ferrocene scaffold

Cited by 4 publications

References 88 publications

Design, synthesis and cytotoxic evaluation in tumor cell lines of organotin(IV) complexes with heteroditopic hydroxo-carboxylato polyaromatic ligands¶

Design, synthesis and cytotoxic evaluation in tumor cell lines of organotin(IV) complexes with heteroditopic hydroxo-carboxylato polyaromatic ligands¶

Biological Evaluation of Azo‐ and Imino‐Based Carboxylate Triphenyltin(IV) Compounds

Tin and organotin coordination polymers and covalently bonded supramolecular materials – The last 15 years of research

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