新型1,2,4三唑吡啶衍生物的设计、合成及抗癌活性研究

A. Chakraborty, N. Patel, Sarita Karole, Kavita R. Loksh
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摘要

新型抗癌药物的开发是药物化学和医学领域最紧迫的研究领域之一。三唑环和吡啶环作为支架存在于广泛的治疗药物中的重要性已经得到了很好的报道,并推动了大量新型抗癌药物的合成。由于存在几个反应位点,这些杂环的存在提供了广泛的合成可能性。根据这些数据,我们设计、合成并评价了一系列新的1,2,4 -三唑-吡啶杂化衍生物作为潜在的抗癌药物。设计合成一系列新型的1,2,4 -三唑-吡啶杂化衍生物,作为潜在的抗癌药物。衍生物由烟酰肼与二硫化碳反应合成3-吡啶二硫代氨基甲酸钾(I),再与氨溶液环化得到5-巯基取代的1,2,4 -三唑-吡啶杂化衍生物(II),最后与不同取代的苄基衍生物反应得到1,2,4 -吡啶杂化衍生物(II)。4-三唑-吡啶杂化衍生物(III)。通过薄层色谱法和熔点法确定了衍生物的纯度。通过红外光谱、核磁共振光谱和质谱测定,确定了这些衍生物的结构。进一步,用MTT还原法检测合成的1,2,4三唑吡啶衍生物对小鼠黑色素瘤(B16F10)的体外抗癌活性。合成化合物的细胞活力研究表明,所有化合物都具有中等到强效的抗癌活性。化合物tp1 ~ tp7的IC范围为41.12 ~ 61.11μM,其中化合物TP6对小鼠黑色素瘤(B16F10)细胞的抑制活性最高。本研究为1,2,4 -三唑吡啶作为一种疗效好、副作用小的新型抗癌药物的开发奠定了基础。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Design, synthesis and anticancer activity studies of some novel 1,2,4 triazole pyridine derivatives
The development of new anticancer agents is one of the most pressing research areas in medicinal chemistry and medicine. The importance of triazole and pyridine rings as scaffolds present in a wide range of therapeutic agents has been well reported and has driven the synthesis of a large number of novel anticancer agents. The presence of these heterocyclic furnishes extensive synthetic possibilities due to the presence of several reaction sites. Prompted by these data we designed, synthesized and evaluated a series of novel 1, 2, 4-triazole-pyridine hybrid derivatives as potential anticancer agents. To design and synthesize series of novel 1, 2, 4-triazole-pyridine hybrid derivatives as potential anticancer agents Derivatives were synthesized by the reaction of nicotinohydrazide with carbon disulfide to yield potassium-3-pyridyl-dithiocarbazate (I). This was further cyclized with ammonia solution to yield 5-mercapto-substituted 1, 2, 4-triazole-pyridine hybrid (II). This was finally reacted with different substituted benzyl derivatives to produce 1, 2, 4-triazole-pyridine hybrid derivatives (III). The purity of the derivatives was confirmed by thin-layer chromatography and melting point. Structure of these derivatives was set up by determining its infrared spectroscopy, nuclear magnetic resonance spectroscopy and mass spectroscopy. Further, the synthesized 1, 2, 4 triazole pyridine derivatives were tested for their in vitro anticancer activities against murine melanoma (B16F10) using the MTT reduction assay method. The cell viability study of synthesized compounds concludes that all compounds have moderate to potent anticancer activities against cancer cell lines. Compounds TP1-TP7 have IC in the range of 41.12μM to 61.11μM and the highest activity was observed for compound TP6 against murine melanoma (B16F10) cell line.Thepresent research may pave a way for the development of 1, 2, 4-triazole-pyridine as novel anticancer agents with good efficacy and lesser adverse effects.
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