Structurally diverse mono-/dimeric triterpenoids from the vulnerable conifer Pseudotsuga gaussenii and their PTP1B inhibitory effects. The role of protecting species diversity in support of chemical diversity
文献类型：期刊论文
| 作者 | Jiang, Wei2,3,4; Tang, Yu2; Tong, Ying-Peng4; Zhao, Ze-Yu2,4; Jin, Ze-Xin4; Li, Junming4; Zang, Yi1 ; Li, Jia1; Xiong, Juan2; Hu, Jin-Feng2,4
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| 刊名 | BIOORGANIC CHEMISTRY
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| 出版日期 | 2022-07-01 |
| 卷号 | 124页码:16 |
| 关键词 | Pseudotsuga gaussenii Pinaceae Rare and endangered plants Gaussenols Mono- dimeric triterpenoids PTP1B inhibition Molecular docking |
| ISSN号 | 0045-2068 |
| DOI | 10.1016/j.bioorg.2022.105825 |
| 通讯作者 | Xiong, Juan(jxiong@fudan.edu.cn) ; Hu, Jin-Feng(jfhu@tzc.edu.cn) |
| 英文摘要 | A preliminary phytochemical investigation on the MeOH extract of the twigs and needles of Pseudotsuga gaussenii (a 'vulnerable' plant endemic to China) led to the isolation and characterization of 25 structurally diverse mono and dimeric triterpenoids. 19 of them are previously undescribed, including eight cucurbitane-type triterpenoids (gaussenols A-H, 1-8, resp.), one serratene-type triterpene (gaussenol I, 9), and 10 triterpenic dimers (gaussenols J-S, 10-19, resp.). Their chemical structures were elucidated by means of spectroscopic data, some chemical transformations, the modified Mosher's method, and single crystal X-ray diffraction analyses. Compound 9 is the first 13R diastereoisomeric serratene-type triterpenoid derivative from nature. The unprecedented dimeric triterpenoids are constructed either through ester linkage (10-18) or via ether bond (19) among the side chains of same or different types of triterpenoid skeletons (e.g., cucurbitane-type, lanostane-type, and/or cycloartanetype). Compounds 9, 15, 21, and 25 exhibited inhibitory effects against the human protein tyrosine phosphatase 1B (PTP1B, a potential drug target for the treatment of type-II diabetes and obesity), with IC50 values of 3.1, 8.6, 9.0, and 5.6 mu M, respectively. The interactions of the bioactive compounds with PTP1B were thereafter performed by employing molecular docking studies, with binding affinities ranging from 6.9 to 7.3 kcal/ mol. The above findings could reveal the important role of protecting plant species diversity in support of chemical diversity and potential sources of new therapeutics. |
| WOS关键词 | CONSTITUENTS ; BARK ; TERPENOIDS |
| 资助项目 | NSFC[21937002] ; NSFC[81773599] ; NSFC[21772025] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000800404000003 |
| 出版者 | ACADEMIC PRESS INC ELSEVIER SCIENCE |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/301175]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Xiong, Juan; Hu, Jin-Feng |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Fudan Univ, Sch Pharm, Dept Nat Med, Shanghai 201203, Peoples R China 3.Wuhan Polytech Univ, Sch Life Sci & Technol, Wuhan 430023, Hubei, Peoples R China 4.Taizhou Univ, Inst Nat Med & Hlth Prod, Sch Pharmaceut Sci, Zhejiang Prov Key Lab Plant Ecol & Conservat, Zhejiang 318000, Peoples R China |
| 推荐引用方式 GB/T 7714 |
Jiang, Wei,Tang, Yu,Tong, Ying-Peng,et al. Structurally diverse mono-/dimeric triterpenoids from the vulnerable conifer Pseudotsuga gaussenii and their PTP1B inhibitory effects. The role of protecting species diversity in support of chemical diversity [J]. BIOORGANIC CHEMISTRY,2022,124:16. |
| APA |
Jiang, Wei.,Tang, Yu.,Tong, Ying-Peng.,Zhao, Ze-Yu.,Jin, Ze-Xin.,...&Hu, Jin-Feng.(2022). Structurally diverse mono-/dimeric triterpenoids from the vulnerable conifer Pseudotsuga gaussenii and their PTP1B inhibitory effects. The role of protecting species diversity in support of chemical diversity .BIOORGANIC CHEMISTRY,124,16. |
| MLA |
Jiang, Wei,et al." Structurally diverse mono-/dimeric triterpenoids from the vulnerable conifer Pseudotsuga gaussenii and their PTP1B inhibitory effects. The role of protecting species diversity in support of chemical diversity ".BIOORGANIC CHEMISTRY 124(2022):16. |
入库方式： OAI收割
来源：上海药物研究所
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