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以席夫碱和硫代氨基脲为混合配体的钒(IV)配合物的合成、表征及初步研究

Synthesis, characterization, and preliminary studies of vanadium(IV) complexes with a Schiff base and thiosemicarbazones as mixed-ligands.

作者信息

Lewis Nerissa A, Liu Fange, Seymour Luke, Magnusen Anthony, Erves Travis R, Arca Jessa Faye, Beckford Floyd A, Venkatraman Ramaiyer, González-Sarrías Antonio, Fronczek Frank R, Vanderveer Don G, Seeram Navindra P, Liu Aimin, Jarrett William L, Holder Alvin A

机构信息

Department of Chemistry and Biochemistry, The University of Southern Mississippi, 118 College Drive, # 5043, Hattiesburg, Mississippi 39406-0001.

出版信息

Eur J Inorg Chem. 2012 Feb 1;2012(4):664-677. doi: 10.1002/ejic.201100898.

Abstract

[VO(Sal--tryp)(HO)] (where sal--tryp = -salicylidene--tryptophanate) was used as a precursor to produce the novel complexes, [VO(Sal--tryp)(MeATSC)].1.5CHOH (where MeATSC = 9-Anthraldehyde-N(4)-methylthiosemicarbazone), [VO(Sal--tryp)(-Ethhymethohcarbthio)].HO (where -Ethhymethohcarbthio = ()--ethyl-2-(4-hydroxy-3-methoxybenzylidene)hydrazinecarbothioamide), and [VO(Sal--tryp)(acetylethTSC)].CHOH (where acetylethTSC = ()--ethyl-2-(1-(thiazol-2-yl)ethylidene)hydrazinecarbothioamide), by reaction with the respective thiosemicarbazone. The chemical and structural properties of these ligands and complexes were characterised by elemental analysis, ESI MS, FT-IR, UV-visible, ESR, H and C NMR spectroscopy, and X-ray crystallography. DMSO and DMSO-d solutions of compounds were oxidised in air to produce vanadium(V) species which were verified by ESI MS and V NMR spectroscopy. Anti-cancer properties of compounds were examined with three colon cancer cell lines, HTC-116, Caco-2, and HT-29, and also with non-cancerous colonic myofibroblasts, CCD18-Co. Compounds exhibited less inhibitory effects in the CCD-18Co cells, indicating a possible cytotoxic selectivity towards colon cancer cells. In general, those compounds which exhibited anti-proliferative activity on cancer cells, but did not affect non-cancerous cells, may have a potential in chemotherapy.

摘要

[VO(Sal--tryp)(HO)](其中sal--tryp = -水杨醛缩色氨酸盐)被用作前体,通过与相应的硫代氨基脲反应制备新型配合物[VO(Sal--tryp)(MeATSC)].1.5CHOH(其中MeATSC = 9-蒽醛-N(4)-甲基硫代氨基脲)、[VO(Sal--tryp)(-Ethhymethohcarbthio)].HO(其中-Ethhymethohcarbthio = ()-乙基-2-(4-羟基-3-甲氧基苄叉基)肼基甲硫酰胺)和[VO(Sal--tryp)(乙酰乙基TSC)].CHOH(其中乙酰乙基TSC = ()-乙基-2-(1-(噻唑-2-基)亚乙基)肼基甲硫酰胺)。通过元素分析、电喷雾电离质谱(ESI MS)、傅里叶变换红外光谱(FT-IR)、紫外可见光谱、电子顺磁共振(ESR)、氢核磁共振(H NMR)和碳核磁共振(C NMR)光谱以及X射线晶体学对这些配体和配合物的化学和结构性质进行了表征。化合物的二甲亚砜(DMSO)和氘代二甲亚砜(DMSO-d)溶液在空气中被氧化生成钒(V)物种,这通过ESI MS和钒核磁共振光谱得到了验证。用三种结肠癌细胞系HTC-116、Caco-2和HT-29以及非癌性结肠肌成纤维细胞CCD18-Co检测了化合物的抗癌特性。化合物在CCD-18Co细胞中表现出较小的抑制作用,表明对结肠癌细胞可能具有细胞毒性选择性。一般来说,那些对癌细胞具有抗增殖活性但不影响非癌细胞的化合物可能在化疗中具有潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4f5c/3725831/e27dbf574561/nihms442493f1.jpg

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