Triterpenoids with multi-skeletons as 11 beta-HSD1 inhibitors from Euphorbia sikkimensis
文献类型：期刊论文
| 作者 | Fang, Chu-Hong2; Li, Yu-Peng2; Li, Ying2; Yue, Jian-Min2,3 ; Bao, Jie1; Yu, Jin-Hai2
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| 刊名 | PHYTOCHEMISTRY
 |
| 出版日期 | 2023-07-01 |
| 卷号 | 211页码:12 |
| ISSN号 | 0031-9422 |
| 关键词 | Euphorbia sikkimensis family Triterpenoids 11fl-HSD1 inhibitors Molecular docking Metabolic abnormalities |
| DOI | 10.1016/j.phytochem.2023.113684 |
| 通讯作者 | Bao, Jie(bio_baoJ@ujn.edu.cn) ; Yu, Jin-Hai(jhyu@baridd.ac.cn) |
| 英文摘要 | An exploration for 11fl-HSD1 inhibitors from the whole plant of Euphorbia sikkimensis led to the identification of 10 undescribed triterpenoids 1-10, as well as 7 known triterpenoids (11-17). Their structures were determined by a combination of spectrum elucidations, conformational analyses and quantum chemical calculations. (23E)25-methoxy-eupha-14,23-diene-3fl,7a-diol (1) and (23E)-3fl-dihydroxy-27-noreupha-7,23-diene-25-one (2) are two rare cases that feature a rearrangement of Me-30 (14 -> 8) and a degradation of Me-27, respectively, in the euphane-type triterpenoid family. It is an interesting phenomenon that (23E)-3fl-hydroxy-25-methoxy-eupha8,23-diene-7-one (4) and (23E)-3fl-hydroxy-25-methoxy-lanost-8,23-diene-7-one (5) coexist in the same plant, sharing the same planar structure but belonging to different structural types of triterpenoids. Compounds 3-5 and 14 show significant inhibitory activity against 11fl-HSD1 with IC50 values of 6.50 +/- 0.22, 1.31 +/- 0.34, 9.38 +/- 0.64, and 8.27 +/- 0.33 mu M, respectively. The structure-activity relationship study shows that the euphane-type triterpenoids exhibit the best inhibitory activity, which is in accord with the fact of the euphane-type triterpenoids having the best ability to bind to the active pocket of 11fl-HSD1 in the molecular docking experiments. |
| WOS关键词 | 11-BETA-HSD1 INHIBITORS ; TIRUCALLANE TRITERPENES ; DEHYDROGENASE TYPE-1 ; ROOTS ; GLUCOCORTICOIDS ; LIMONOIDS ; EUPHANE |
| 资助项目 | National Natural Science Foundation[22237007] ; National Natural Science Foundation[21807040] ; Natural Science Foundation of Shandong Province, China[ZR2020MD091] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Plant Sciences |
| 语种 | 英语 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| WOS记录号 | WOS:000992865800001 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/306578]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Bao, Jie; Yu, Jin-Hai |
| 作者单位 | 1.Univ Jinan, Sch Biol Sci & Technol, 336 West Rd Nan Xinzhuang, Jinan 250022, Peoples R China 2.Bohai Rim Adv Res Inst Drug Discovery, Shandong Lab Yantai Drug Discovery, Yantai 264117, Shandong, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Fang, Chu-Hong,Li, Yu-Peng,Li, Ying,et al. Triterpenoids with multi-skeletons as 11 beta-HSD1 inhibitors from Euphorbia sikkimensis[J]. PHYTOCHEMISTRY,2023,211:12. |
| APA | Fang, Chu-Hong,Li, Yu-Peng,Li, Ying,Yue, Jian-Min,Bao, Jie,&Yu, Jin-Hai.(2023).Triterpenoids with multi-skeletons as 11 beta-HSD1 inhibitors from Euphorbia sikkimensis.PHYTOCHEMISTRY,211,12. |
| MLA | Fang, Chu-Hong,et al."Triterpenoids with multi-skeletons as 11 beta-HSD1 inhibitors from Euphorbia sikkimensis".PHYTOCHEMISTRY 211(2023):12. |
入库方式： OAI收割
来源：上海药物研究所
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