Bio-inspired synthesis and bioactivities of phenylethanoid glycoside crenatosides
文献类型：期刊论文
| 作者 | Shi, Qingqing5; Li, Haotian4; Yang, Tao3; Qi, Luyao2; Tang, Wei3 ; Xu, Peng1,4; Yu, Biao1,4
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| 刊名 | ORGANIC CHEMISTRY FRONTIERS
 |
| 出版日期 | 2024-08-05 |
| 页码 | 5 |
| ISSN号 | 2052-4129 |
| DOI | 10.1039/d4qo01062k |
| 通讯作者 | Tang, Wei(tangwei@simm.ac.cN) ; Xu, Peng(peterxu@sioc.ac.cn) ; Yu, Biao(byu@sioc.ac.cn) |
| 英文摘要 | Herein, we report an effective approach for the synthesis of phenylethanoid glycosides bearing a fused 1,4-dioxane motif, employing a bio-inspired oxidative cyclization of the glucose 2 '-OH and benzylic carbon of phenylethanol aglycone as a key step. Thus, crenatoside (1), isocrenatoside (2), and 20 analogs with varied substitution on the peripheral phenyl rings are synthesized. Some of the synthetic glycosides show considerable anti-inflammatory and immunosuppressive activities, and compound 36 exhibited the most potent immunosuppressive activity, with an IC50 value of 19.9 mu M on B lymphocyte proliferation responses. Herein, we report an effective approach for the synthesis of phenylethanoid glycosides bearing a fused 1,4-dioxane motif, employing a bio-inspired oxidative cyclization of the glucose 2 '-OH and benzylic carbon of phenylethanol aglycone as a key step. |
| 资助项目 | National Natural Science Foundation of China[22031011] ; National Natural Science Foundation of China[22177125] ; Youth Innovation Promotion Association of CAS[2020258] ; Key Research Program of Frontier Sciences of CAS[ZDBS-LY-SLH030] ; Science and Technology Commission of Shanghai Municipality[23ZR1476400] ; Shanghai Municipal Science and Technology Major Project ; Hangzhou Leading Innovation and Entrepreneurship Team Project[TD2022002] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001286843700001 |
| 出版者 | ROYAL SOC CHEMISTRY |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/312721]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Tang, Wei; Xu, Peng; Yu, Biao |
| 作者单位 | 1.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, 1 Sub-lane Xiangshan, Hangzhou 310024, Peoples R China 2.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China 4.Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Chinese Acad Sci, State Key Lab Chem Biol, 345 Lingling Rd, Shanghai 200032, Peoples R China 5.Univ Sci & Technol China, Dept Chem, 96 Jinzhai Rd, Hefei 230026, Anhui, Peoples R China |
| 推荐引用方式 GB/T 7714 | Shi, Qingqing,Li, Haotian,Yang, Tao,et al. Bio-inspired synthesis and bioactivities of phenylethanoid glycoside crenatosides[J]. ORGANIC CHEMISTRY FRONTIERS,2024:5. |
| APA | Shi, Qingqing.,Li, Haotian.,Yang, Tao.,Qi, Luyao.,Tang, Wei.,...&Yu, Biao.(2024).Bio-inspired synthesis and bioactivities of phenylethanoid glycoside crenatosides.ORGANIC CHEMISTRY FRONTIERS,5. |
| MLA | Shi, Qingqing,et al."Bio-inspired synthesis and bioactivities of phenylethanoid glycoside crenatosides".ORGANIC CHEMISTRY FRONTIERS (2024):5. |
入库方式： OAI收割
来源：上海药物研究所
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