Synthesis and Biological Evaluation of Sclareolide-Indole Conjugates and Their Derivatives
文献类型：期刊论文
| 作者 | Cheng, Ying4,5,6; Lyu, Xilin4,5; Liu, Chen4,5,6; Wang, Xiancheng3,4,5; Cheng, Jing3,4,5; Zhang, Daizhou2; Meng, Xiangjing2; Zhao, Yujun1,2,3,4,5,6
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| 刊名 | MOLECULES
 |
| 出版日期 | 2023-02-01 |
| 卷号 | 28期号:4页码:1737 |
| 关键词 | sclareolide indole polyphenol acetal antitumor activity |
| DOI | 10.3390/molecules28041737 |
| 文献子类 | Article |
| 英文摘要 | Sclareolide is a sesquiterpene lactone isolated from various plant sources in tons every year and is commercially used as a flavor ingredient in the cosmetic and food industries. Antitumor and antiviral activities of sclareolide have been previously reported. However, biological studies of sclareolide synthetic analogous are few. In view of these, we developed a robust synthetic method that allows the assembly of 36 novel sclareolide-indole conjugates and their derivatives. The synthetic method was based on TiCl4-promoted nucleophilic substitution of sclareolide-derived hemiacetal 4, while electron-rich aryles including indoles, polyphenol ethers, and pyrazolo [1,5-a]pyridine were good substrates. The stereochemistry of the final products was confirmed by single-crystal X-ray diffraction analysis, while the antiproliferative activities of selected final products were tested in K562 and MV4-11 cancer cell lines. Cytometric flow analysis shows that lead compounds 8k- and 10-induced robust apoptosis in MV4-11 cancer cells, while they exhibited weak impact on cell cycle progression. Taken together, our study suggests that sclareolide could be a good template and substrate for the synthesis of novel antiproliferative compounds. |
| WOS关键词 | POLYENE CYCLIZATION ; FOOD-ADDITIVES ; OPTIMIZATION ; DISCOVERY |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000939699300001 |
| 出版者 | MDPI |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/309709]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Meng, Xiangjing; Zhao, Yujun |
| 作者单位 | 1.Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Peoples R China 2.Shandong Acad Pharmaceut Sci, Shandong Prov Key Lab Biopharmaceut, Jinan 250101, Peoples R China; 3.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China; 4.Chinese Acad Sci, Shanghai Inst Mat Med, Small Mol Drug Res Ctr, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China; 5.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China; 6.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Cheng, Ying,Lyu, Xilin,Liu, Chen,et al. Synthesis and Biological Evaluation of Sclareolide-Indole Conjugates and Their Derivatives[J]. MOLECULES,2023,28(4):1737. |
| APA | Cheng, Ying.,Lyu, Xilin.,Liu, Chen.,Wang, Xiancheng.,Cheng, Jing.,...&Zhao, Yujun.(2023).Synthesis and Biological Evaluation of Sclareolide-Indole Conjugates and Their Derivatives.MOLECULES,28(4),1737. |
| MLA | Cheng, Ying,et al."Synthesis and Biological Evaluation of Sclareolide-Indole Conjugates and Their Derivatives".MOLECULES 28.4(2023):1737. |
入库方式： OAI收割
来源：上海药物研究所
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