Design, Synthesis and Structure-Activity Relationships Studies on the D Ring of the Natural Product Triptolide
文献类型：期刊论文
| 作者 | Xu, Hongtao; Tang, Huanyu; Feng, Huijin ; Li, Yuanchao
|
| 刊名 | CHEMMEDCHEM
 |
| 出版日期 | 2014-02 |
| 卷号 | 9期号:2页码:290-295 |
| 关键词 | antitumor agents cytotoxicity natural products structure-activity relationships triptolide |
| ISSN号 | 1860-7179 |
| DOI | 10.1002/cmdc.201300409 |
| 文献子类 | Article |
| 英文摘要 | Triptolide is a diterpene triepoxide natural product isolated from Tripterygium wilfordii Hook F, a traditional Chinese medicinal herb. Triptolide has previously been shown to possess antitumor, anti-inflammatory, immunosuppressive, and antifertility activities. Earlier reports suggested that the five-membered unsaturated lactone ring (D ring) is essential for potent cytotoxicity, however, to the best of our knowledge, systematic structure-activity relationship studies have not yet been reported. Here, four types of D ring-modified triptolide analogues were designed, synthesized and evaluated against human ovarian (SKOV-3) and prostate (PC-3) carcinoma cell lines. The results suggest that the D ring is essential to potency, however it can be modified, for example to C18 hydrogen bond acceptor and/or donor furan ring analogues, without complete loss of cytotoxic activity. Interestingly, evaluation of the key series of C19 analogues showed that this site is exquisitely sensitive to polarity. Together, these results will guide further optimization of this natural product lead compound for the development of potent and potentially clinically useful triptolide analogues. |
| WOS关键词 | TRIPTERYGIUM-WILFORDII ; CELL-DEATH ; APOPTOSIS ; PG490 ; CHEMOTHERAPY ; ACTIVATION ; OXIDATION ; PATHWAY ; GROWTH ; TUMORS |
| 资助项目 | Shanghai Science and Technology Commission (China)[13431900403] ; National Natural Science Foundation of China (NSFC)[81373479] |
| WOS研究方向 | Pharmacology & Pharmacy |
| 语种 | 英语 |
| WOS记录号 | WOS:000336748000005 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277193]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Li, Yuanchao |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Xu, Hongtao,Tang, Huanyu,Feng, Huijin,et al. Design, Synthesis and Structure-Activity Relationships Studies on the D Ring of the Natural Product Triptolide[J]. CHEMMEDCHEM,2014,9(2):290-295. |
| APA | Xu, Hongtao,Tang, Huanyu,Feng, Huijin,&Li, Yuanchao.(2014).Design, Synthesis and Structure-Activity Relationships Studies on the D Ring of the Natural Product Triptolide.CHEMMEDCHEM,9(2),290-295. |
| MLA | Xu, Hongtao,et al."Design, Synthesis and Structure-Activity Relationships Studies on the D Ring of the Natural Product Triptolide".CHEMMEDCHEM 9.2(2014):290-295. |
入库方式： OAI收割
来源：上海药物研究所
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