Context

Diphenyltin(IV) diallyldithiocarbamate compound (Compound 1) and triphenyltin(IV) diallyldithiocarbamate compound (Compound 2) are two newly synthesised compounds of organotin(IV) with diallyldithiocarbamate ligands.

Objective

To assess the cytotoxic effects of two synthesised compounds against HT-29 human colon adenocarcinoma cells and human CCD-18Co normal colon cells.

Materials and methods

Two successfully synthesised compounds were characterised using elemental (carbon, hydrogen, nitrogen, and sulphur) analysis, Fourier-Transform Infrared (FTIR), and ¹H, ¹³C ¹¹⁹Sn Nucleus Magnetic Resonance (NMR) spectroscopies. The single-crystal structure of both compounds was determined by X-ray single-crystal analysis. The cytotoxicity of the compounds was assessed using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazholium bromide (MTT) assay upon 24 h of treatment. While the mode of cell death was determined based on the externalisation of phosphatidylserine using a flow cytometer.

Results

The elemental analysis data of the two compounds showed an agreement with the suggested formula of (C₆H₅)₂Sn[S₂CN(C₃H₅)₂]₂ for Compound 1 and (C₆H₅)₃Sn[S₂CN(C₃H₅)₂] for Compound 2. The two major peaks of infrared absorbance, i.e., ν(C = N) and ν(C = S) were detected at the range of 1475–1479 cm⁻¹ and 972–977 cm⁻¹, respectively. The chemical shift of carbon in NCS₂ group for Compound 1 and 2 were found at 200.82 and 197.79 ppm. The crystal structure of Compound 1 showed that it is six coordinated and crystallised in monoclinic, P2₁/c space group. While the crystal structure of Compound 2 is five coordinated and crystallised in monoclinic, P2₁/c space group. The cytotoxicity (IC₅₀) of the two compounds against HT-29 cell were 2.36 μM and 0.39 μM. Meanwhile, the percentage of cell death modes between 60% and 75% for compound 1 and compound 2 were mainly due to apoptosis, suggesting that both compounds induced growth arrest.

Conclusion

Our study concluded that the synthesised compounds showed potent cytotoxicity towards HT-29 cell, with the triphenyltin(IV) compound showing the highest effect compared to diphenyltin(IV).

中文翻译：

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有机锡（IV）二烯丙基二硫代氨基甲酸酯类化合物的合成及其对结肠腺癌细胞（HT-29）的抗癌活性

语境

二苯基锡（IV）二烯丙基二硫代氨基甲酸酯化合物（化合物1）和三苯基锡（IV）二烯丙基二硫代氨基甲酸酯化合物（化合物2）是有机锡（IV）与二烯丙基二硫代氨基甲酸酯配体的两种新合成化合物。

客观的

为了评估两种合成化合物对HT-29人结肠腺癌细胞和人CCD-18Co正常结肠细胞的细胞毒作用。

材料和方法

使用元素分析（碳，氢，氮和硫），傅里叶变换红外（FTIR）和¹ H，¹³ C ¹¹⁹ Sn核磁共振（NMR）光谱对两个成功合成的化合物进行了表征。通过X射线单晶分析确定两种化合物的单晶结构。在治疗24小时后，使用3-（4,5-二甲基噻唑-2-基）-2,5-二苯基四溴化氢（MTT）测定法评估化合物的细胞毒性。虽然细胞死亡的模式是使用流式细胞仪根据磷脂酰丝氨酸的外在作用确定的。

结果

这两种化合物的元素分析数据表明与所建议的公式的协议（C ₆ H ^ ₅）₂ Sn的[S ₂ CN（C ₃ H ^ ₅）₂ ] ₂对化合物1和（C ₆ H ^ ₅）₃ Sn的[化合物2的S ₂ CN（C ₃ H ₅）₂ ] 。红外吸收，即，ν（C = N）和所述的两个主要峰ν（C = S）在1475至1479年的cm的范围内检测到^-1和972-977厘米^-1， 分别。发现化合物1和2在NCS ₂基团中碳的化学位移为200.82和197.79 ppm。化合物1的晶体结构表明，它在单斜P2 ₁ / c空间群中是六个配位并结晶的。化合物2的晶体结构在单斜晶系P _{2 1} / c空间群中为5个配位并结晶。两种化合物对HT-29细胞的细胞毒性（IC ₅₀）分别为2.36μM和0.39μM。同时，化合物1和化合物2的细胞死亡模式百分比在60％到75％之间 主要归因于细胞凋亡，表明这两种化合物均诱导了生长停滞。

结论

我们的研究得出的结论是，合成的化合物对HT-29细胞具有强大的细胞毒性，与二苯基锡（IV）相比，三苯基锡（IV）化合物显示出最高的作用。