Phenanthrenoid monomers and dimers from Juncus alatus: Isolation, structural characterization, and anti-inflammatory potential
文献类型：期刊论文
| 作者 | Deng, Jingyi1,2,3; Ke, Chang-Qiang2 ; Feng, Zheling2; Tang, Chunping2; Ye, Yang1,2
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| 刊名 | PHYTOCHEMISTRY
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| 出版日期 | 2025-08-01 |
| 卷号 | 236页码:15 |
| 关键词 | Juncus alatus franch. et sav. Juncaceae Alatusins A -G Phenanthrenes 10-Dihydrophenanthrene Phenanthrene dimers Anti-inflammatory activity |
| ISSN号 | 0031-9422 |
| DOI | 10.1016/j.phytochem.2025.114495 |
| 通讯作者 | Tang, Chunping() ; Ye, Yang(yye@simm.ac.cn) |
| 英文摘要 | A systematic investigation of the whole plant of Juncus alatus Franch. et Sav. resulted in the identification of seven novel phenanthrene dimers named alatusins A-G (1-7) and 11 undescribed monomers (8-9, 11-14 and 18-22), in addition to six known analogues (10, 15-17 and 23-24). The structures of new compounds were fully characterized through comprehensive analysis of HRESIMS, 1D and 2D NMR spectroscopic data, single-crystal Xray diffraction experiment, and time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculation. Compounds 1-4 feature a methylene tethering two phenanthrene/9,10-dihydrophenanthrene monomers, while 5 possesses an undescribed linkage of C-5/C-5 '. Compound 6 was constructed by forming a six-membered ring spiroed at C-5 '. Compound 7 possesses a furan ring to connect two monomeric halves. All the connection patterns have never or rarely been reported before. The racemates of compounds 5, 6, 7, and 14 were separated via chiral HPLC, and their stereochemistry was characterized on-line by circular dichroism (CD) spectroscopy (LC-CD coupling) and comparison of the calculated and experimental ECD spectra. Most compounds were tested for their inhibition of NO on LPS stimulated murine RAW 264.7 cells. Compounds 13 and 18-21 exhibited potent inhibitory activity, with IC50 values of 4.11 f 0.59, 2.89 f 0.90, 5.98 f 1.86, 5.77 f 1.36, and 5.68 f 0.14 mu M, respectively. In the ELISA assays, compound 18 significantly redused the production of pro-inflammatory cytokines, including TNF-alpha, IL-6, and MCP-1, in LPS-stimulated macrophages. Possible biosynthetic pathways of new dimeric compounds 1-7 were proposed. |
| WOS关键词 | CARPATHIAN BASIN ; EFFUSUS ; MEDULLAE |
| 资助项目 | National Key R & D Program Strategic Scientific and Technological Innovation Cooperation Key Project[2022YFE0203600] ; Key-Area Research and Development Program of Guangdong Province[2020B0303070002] ; Shanghai Pujiang Program[22PJD102] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Plant Sciences |
| 语种 | 英语 |
| WOS记录号 | WOS:001466102900001 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/317416]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Tang, Chunping; Ye, Yang |
| 作者单位 | 1.Jiangxi Univ Chinese Med, Sch Chinese Mat Med, Nanchang 330004, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, China Serbia Belt & Rd Joint Lab Nat Prod & Drug D, Shanghai 201203, Peoples R China 3.Yangtze Delta Drug Adv Res Inst, Nantong 226133, Peoples R China |
| 推荐引用方式 GB/T 7714 | Deng, Jingyi,Ke, Chang-Qiang,Feng, Zheling,et al. Phenanthrenoid monomers and dimers from Juncus alatus: Isolation, structural characterization, and anti-inflammatory potential[J]. PHYTOCHEMISTRY,2025,236:15. |
| APA | Deng, Jingyi,Ke, Chang-Qiang,Feng, Zheling,Tang, Chunping,&Ye, Yang.(2025).Phenanthrenoid monomers and dimers from Juncus alatus: Isolation, structural characterization, and anti-inflammatory potential.PHYTOCHEMISTRY,236,15. |
| MLA | Deng, Jingyi,et al."Phenanthrenoid monomers and dimers from Juncus alatus: Isolation, structural characterization, and anti-inflammatory potential".PHYTOCHEMISTRY 236(2025):15. |
入库方式： OAI收割
来源：上海药物研究所
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