Bioinorganic and Medicinal Chemistry Research Laboratory, Institute of Chemistry, University of Campinas - UNICAMP, P.O. Box 6154, 13083-970 Campinas, SP, Brazil.
Laboratory of Bioassays and Signal Transduction, Department of Biochemistry, Institute of Biology, University of Campinas - UNICAMP, P.O. Box 6109, 13083-970 Campinas, SP, Brazil.
Spectrochim Acta A Mol Biomol Spectrosc. 2014 Mar 25;122:209-15. doi: 10.1016/j.saa.2013.11.044. Epub 2013 Nov 20.
A new platinum(II) complex with the amino acid L-tryptophan (trp), named Pt-trp, was synthesized and characterized. Elemental, thermogravimetric and ESI-QTOF mass spectrometric analyses led to the composition [Pt(C11H11N2O2)2]⋅6H2O. Infrared spectroscopic data indicate the coordination of trp to Pt(II) through the oxygen of the carboxylate group and also through the nitrogen atom of the amino group. The (13)C CP/MAS NMR spectroscopic data confirm coordination through the oxygen atom of the carboxylate group, while the (15)N CP/MAS NMR data confirm coordination of the nitrogen of the NH2 group to the metal. Density functional theory (DFT) studies were applied to evaluate the cis and trans coordination modes of trp to platinum(II). The trans isomer was shown to be energetically more stable than the cis one. The Pt-trp complex was evaluated as a cytotoxic agent against SK-Mel 103 (human melanoma) and Panc-1 (human pancreatic carcinoma) cell lines. The complex was shown to be cytotoxic over the considered cells.
一种新型的含氨基酸 L-色氨酸（trp）的铂（II）配合物，命名为 Pt-trp，已被合成并进行了表征。元素分析、热重分析和 ESI-QTOF 质谱分析表明其组成为[Pt(C11H11N2O2)2]⋅6H2O。红外光谱数据表明，trp 通过羧酸盐基团的氧原子以及氨基氮原子与 Pt(II) 配位。(13)C CP/MAS NMR 光谱数据证实了通过羧酸盐基团的氧原子进行配位，而(15)N CP/MAS NMR 数据则证实了 NH2 基团的氮原子与金属的配位。密度泛函理论（DFT）研究被应用于评估 trp 与铂（II）的顺式和反式配位模式。结果表明，反式异构体在能量上比顺式异构体更稳定。Pt-trp 配合物被评估为对 SK-Mel 103（人黑色素瘤）和 Panc-1（人胰腺癌细胞）细胞系的细胞毒性剂。研究表明，该配合物对所考虑的细胞具有细胞毒性。
