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有机锡(IV)N-乙基-N-苄基二硫代氨基甲酸盐配合物的合成、表征及其对 A549 细胞系细胞毒性作用的研究。

The Development of Organotin(IV) N-Ethyl-N-Benzyldithiocarbamate Complexes: A Study on Their Synthesis, Characterization, and Cytocidal Effects on A549 Cell Line.

机构信息

Center for Toxicology and Health Risk Studies, Faculty of Health Sciences, University Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz, 50300 Kuala Lumpur, Malaysia.

Product Stewardship and Toxicology, Petroliam Nasional Berhad, Level 13, Tower 1, PETRONAS Twin Towers, KLCC, 50088 Kuala Lumpur, Malaysia.

出版信息

Anticancer Agents Med Chem. 2024;24(12):942-953. doi: 10.2174/0118715206309421240402093335.

Abstract

BACKGROUND

Organotin(IV) complexes of dithiocarbamate are vital in medicinal chemistry, exhibiting potential in targeting cancer cells due to their unique properties that enhance targeted delivery. This study aimed to synthesize and characterize organotin(IV) -ethyl--benzyldithiocarbamate complexes (ONBDCs) and evaluate their cytotoxicity against A549 cells, which are commonly used as a model for human lung cancer research.

METHODS

The two ONBDC derivatives - ONBDC 1 (dimethyltin(IV) -ethyl--benzyldithiocarbamate) and ONBDC 2 (triphenyltin(IV) -ethyl--benzyldithiocarbamate) - were synthesized via the reaction of tin(IV) chloride with N-ethylbenzylamine in the presence of carbon disulfide. A range of analytical techniques, including elemental analysis, IR spectroscopy, NMR spectroscopy, UV-Vis spectrometry, TGA/DTA analysis, and X-ray crystallography, was conducted to characterize these compounds comprehensively. The cytotoxic effects of ONBDCs against A549 cells were evaluated using MTT assay.

RESULTS

Both compounds were synthesized and characterized successfully via elemental and spectroscopies analysis. MTT assay revealed that ONBDC 2 demonstrated remarkable cytotoxicity towards A549 cells, with an IC value of 0.52 μM. Additionally, ONBDC 2 displayed significantly higher cytotoxic activity against the A549 cell line when compared to the commercially available chemotherapeutic agent cisplatin (IC: 32 μM).

CONCLUSION

Thus, it was shown that ONBDC 2 could have important anticancer properties and should be further explored as a top contender for creating improved and specialized cancer treatments.

摘要

背景

二硫代氨基甲酸有机锡(IV)配合物在药物化学中至关重要,由于其独特的性质增强了靶向递送,因此具有靶向癌细胞的潜力。本研究旨在合成并表征二硫代氨基甲酸有机锡(IV) -乙基--苄基(ONBDC)配合物,并评估其对 A549 细胞的细胞毒性,A549 细胞通常用作人类肺癌研究的模型。

方法

通过锡(IV)氯化物与 N-乙基苄胺在二硫化碳存在下的反应,合成了两种 ONBDC 衍生物 - ONBDC 1(二甲基锡(IV) -乙基--苄基二硫代氨基甲酸酯)和 ONBDC 2(三苯基锡(IV) -乙基--苄基二硫代氨基甲酸酯)。采用元素分析、红外光谱、核磁共振波谱、紫外可见光谱、热重/差热分析和 X 射线晶体学等多种分析技术对这些化合物进行了全面的表征。采用 MTT 法评估 ONBDC 对 A549 细胞的细胞毒性。

结果

通过元素分析和光谱分析成功合成并表征了两种化合物。MTT 试验显示,ONBDC 2 对 A549 细胞表现出显著的细胞毒性,IC 值为 0.52 μM。此外,与市售化疗药物顺铂(IC:32 μM)相比,ONBDC 2 对 A549 细胞系的细胞毒性活性显著更高。

结论

因此,结果表明 ONBDC 2 可能具有重要的抗癌特性,应进一步探索作为开发改良和专业癌症治疗方法的候选药物。

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