An in vitro comparative assessment with a series of new triphenyltin(IV) 2-/4-[(E)-2-(aryl)-1-diazenyl]benzoates endowed with anticancer activities: Structural modifications, analysis of efficacy and cytotoxicity involving human tumor cell lines


Autoria(s): Basu Baul, Tushar S.; Paul, Anup; Pellerito, Lorenzo; Scopelliti, Michelangelo; Duthie, Andrew; De Vos, Dick; Verma, Rajeshwar; Englert, Ulli
Data(s)

01/02/2012

Resumo

Four new triphenyltin(IV) complexes of composition Ph<sub>3</sub>SnLH (where LH = 2-/4-[(<i>E</i>)-2-(aryl)-1-diazenyl]benzoate) (1–4) were synthesized and characterized by spectroscopic (<sup>1</sup>H, <sup>13</sup>C and <sup>119</sup>Sn NMR, IR, <sup>119</sup>Sn Mössbauer) techniques in combination with elemental analysis. The <sup>119</sup>Sn NMR spectroscopic data indicate a tetrahedral coordination geometry in non-coordinating solvents. The crystal structures of three complexes, Ph<sub>3</sub>SnL<sup>1</sup>H (1), Ph<sub>3</sub>SnL<sup>3</sup>H (3), Ph<sub>3</sub>SnL<sup>4</sup>H (4), were determined. All display an essentially tetrahedral geometry with angles ranging from 93.50(8) to 124.5(2)°; <sup>119</sup>Sn Mössbauer spectral data support this assignment. The cytotoxicity studies were performed with complexes 1–4, along with a previously reported complex (5) <i>in vitro </i>across a panel of human tumor cell lines <i>viz.</i>, A498, EVSA-T, H226, IGROV, M19 MEL, MCF-7 and WIDR. The screening results were compared with the results from other related triphenyltin(IV) complexes (6–7) and tributyltin(IV) complexes (8–11) having 2-/4-[(<i>E</i>)-2-(aryl)-1-diazenyl]benzoates framework. In general, the complexes exhibit stronger cytotoxic activity. The results obtained for 1–3 are also comparable to those of its <i>o</i>-analogs i.e. 4–7, except 5, but the advantage is the former set of complexes demonstrated two folds more cytotoxic activity for the cell line MCF-7 with ID<sub>50</sub> values in the range 41–53 ng/ml. Undoubtedly, the cytotoxic results of complexes 1–3 are far superior to CDDP, 5-FU and ETO, and related tributyltin(IV) complexes 8–11. The quantitative structure-activity relationship (QSAR) studies for the cytotoxicity of triphenyltin(IV) complexes 1–7 and tributyltin(IV) complexes 8–11 is also discussed against a panel of human tumor cell lines.<br />

Identificador

http://hdl.handle.net/10536/DRO/DU:30047044

Idioma(s)

eng

Publicador

Elsevier

Relação

http://dro.deakin.edu.au/eserv/DU:30047044/duthie-aninvitrocomparative-2012.pdf

http://dx.doi.org/10.1016/j.jinorgbio.2011.10.008

Direitos

2012, Elsevier

Palavras-Chave #anti-cancer drugs #cell lines #QSAR #triphenyltin(IV) 2-/4-[(E)-2-(aryl)-1-diazenyl]benzoates #triphenyltin(IV) benzoates
Tipo

Journal Article