| 姚嘉伟,李滢,陈海峰,钟智薇,蒋文倩,王紫菱,甘春芳.化学通报,2025,88(2):227-232. |
| 7-取代酰胺胆甾衍生物的合成及抗肿瘤增殖活性研究 |
| Synthesis of 7-substituted amide chostin derivatives and their anti-tumor proliferative activity |
| 投稿时间：2024-09-20 修订日期：2024-11-15 |
| DOI： |
| 中文关键词: 胆固醇 7-位 酰胺化合物 抗增殖活性 |
| 英文关键词:Cholesterol C7-side Amide compounds Antiproliferative activity |
| 基金项目:广西自然科学基金项目(2023GXNSFAA026399,2021GXNSFAA220104,2023GXNSFDA026063)、大学生创新训练项目(202310603066)资助 |
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| 中文摘要: |
| 甾体7-位的结构修饰改造是研究的热点。在本文中，我们以胆固醇为原料，以氧化、肟化及还原等方式在甾核的7-位引入氨基，然后通过酰胺化引入不同的取代基，合成了一系列7-位侧链含不同卤原子的胆甾衍生物。所合成目标化合物的结构经1H NMR、13C NMR和HREIMS进行表征，主要产物的立体构型经X-ray确证为β构型。采用MTT法对目标化合物进行体外抗肿瘤活性测试。结果表明，化合物7a、7c和7f对不同癌细胞表现出较好的体外抗增殖活性，IC50 < 10 μM。其中，化合物7c对MCF-7和Hepg-2表现出较好的体外抗增殖活性，IC50值分别为5.61 μM、5.99 μM。研究结果为此类化合物作为抗肿瘤药物提供一定的参考价值。 |
| 英文摘要: |
| The structural modification of steroid at C7 of B-ring is a hot topic of research. In this paper, we used cholesterol as raw material to form 7-amino-cholesterol through 3-step reaction of site-selective oxidation, oximization and reduction. And then, a series of cholesterol derivatives with different halogen atoms in the C7-side chain was synthesized by amidation. The structure of the synthesized target compounds was characterized by 1H NMR, 13C NMR and HREIMS. In addition, the stereostructure of the main product was confirmed by X-ray to β configuration. The MTT method was used to test the anti-tumor activity of the target compounds in vitro. The results showed that compounds 7a, 7c and 7f exhibited good in vitro antiproliferative activity against different cancer cells with IC50 < 10 μM. Among them, compound 7c showed good antiproliferative activity against MCF-7 and Hepg-2 in vitro, with IC50 values of 5.61 μM and 5.99 μM, respectively. The results of this study provide a certain reference value for such compounds as anti-tumor drugs. |
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