| Facile preparation and characterization of novel oleanane-type triterpene functionalized beta-cyclodextrin conjugates | |
| Jiao, Pingxuan1; Wang, Shouxin1,3; Liang, Shuobin1; Li, Man1; Gao, Qianqian1; Ji, Dezhong1; Chen, Yingying1; Li, Haiwei1; Ran, Fuxiang1; Zhang, Yongmin4; Zhang, Lihe1; Zhou, Demin1; Xiao, Sulong1,2 | |
| 通讯作者 | Zhou, Demin(deminzhou@bjmu.edu.cn) ; Xiao, Sulong(slxiao@bjmu.edu.cn) |
| 2019-03-01 | |
| 发表期刊 | CHINESE CHEMICAL LETTERS
 |
| ISSN | 1001-8417 |
| 卷号 | 30期号:3页码:690-693 |
| 摘要 | Oleanolic acid (OA) and echinocystic acid (EA), two naturally occurring pentacyclic oleanane triterpenes, are gaining increasing attention due to their promising pharmacological activities. Conjugation with amphiphilic alpha(beta)-cyclodextrin (CD) via "click chemistry" can improve their solubility and anti-HCV entry potency. In the present work, four water-soluble beta-CD-pentacyclic triterpene conjugates were designed and synthesized, in which OA and EA was coupled to one of the primary hydroxyl groups of beta-CD via ester and amide bonds. The structures of the conjugates were unambiguously determined by H-1 NMR, C-13 NMR and HRMS or MALDI-TOF-MS. All the conjugates showed lower hydrophobicity (AlogP) than their parent compounds and no significant cytotoxicity was found to HL-60, A549, Hela and Bel-7402 cells at concentrations up to 10 mu mol/L. Further anti-HCV entry activity and mechanism studies are under way in our laboratory. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved. |
| 关键词 | beta-Cyclodextrin DIBAL-H Oleanolic acid Echinocystic acid Synthesis |
| DOI | 10.1016/j.cclet.2018.10.009 |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000462106900035 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/67659 |
| 专题 | 植物化学与西部植物资源持续利用国家重点实验室 |
| 通讯作者 | Zhou, Demin; Xiao, Sulong |
| 作者单位 | 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 3.Jining Med Univ, Sch Pharm, Rizhao 276826, Peoples R China 4.Sorbonne Univ, Inst Parisien Chim Mol, CNRS UMR 8232, 4 Pl Jussieu, F-75005 Paris, France |
| 推荐引用方式 GB/T 7714 | Jiao, Pingxuan,Wang, Shouxin,Liang, Shuobin,et al. Facile preparation and characterization of novel oleanane-type triterpene functionalized beta-cyclodextrin conjugates[J]. CHINESE CHEMICAL LETTERS,2019,30(3):690-693. |
| APA | Jiao, Pingxuan.,Wang, Shouxin.,Liang, Shuobin.,Li, Man.,Gao, Qianqian.,...&Xiao, Sulong.(2019).Facile preparation and characterization of novel oleanane-type triterpene functionalized beta-cyclodextrin conjugates.CHINESE CHEMICAL LETTERS,30(3),690-693. |
| MLA | Jiao, Pingxuan,et al."Facile preparation and characterization of novel oleanane-type triterpene functionalized beta-cyclodextrin conjugates".CHINESE CHEMICAL LETTERS 30.3(2019):690-693. |
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