Synthesis and antitumor activities of naturally occurring oleanolic acid triterpenoid saponins and their derivatives
文献类型：期刊论文
| 作者 | Liu, Qingchao2; Liu, Hongchun1 ; Zhang, Lei4; Guo, Tiantian4; Wang, Peng4; Geng, Meiyu1; Li, Yingxia3
|
| 刊名 | EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
 |
| 出版日期 | 2013-06 |
| 卷号 | 64页码:1-15 |
| 关键词 | Oleanolic acid triterpenoid saponins Cytotoxic activity Glycosylation Log P IC50 value |
| ISSN号 | 0223-5234 |
| DOI | 10.1016/j.ejmech.2013.04.016 |
| 文献子类 | Article |
| 英文摘要 | Twenty-six naturally occurring oleanolic acid saponins and their derivatives, 16 of which were synthesized in this study, were preliminarily evaluated against human cancer cells. From SAR studies, the presence of alpha-L-rhamnosyl residue at the terminal of both C-3 and C-28 position for oleanolic acid bidesmosides was important to enhance cytotoxicity, and introducing more sugar residues at C-3-OH of compound 12 with C-28 carboxylic acid is a favorable modification to ameliorate the anticancer activity. Furthermore, alpha-L-rhamnosyl moiety linked to C-2-OH of the first monosaccharide (alpha-L-alabinose, beta-D-xylose, beta-n-galactose or beta-D-glucose) in C-3-OH of oleanolic acid was helpful to improve the cytotoxicity. According to the predicted log P values, lipophilicity of the synthesized saponins was not an important factor for cytotoxicity. (C) 2013 Elsevier Masson SAS. All rights reserved. |
| WOS关键词 | FACILE SYNTHESIS ; BEARING ; DISACCHARIDE ; GLYCOSIDES ; CHEMISTRY ; APOPTOSIS ; PLANTS ; L. |
| 资助项目 | National Natural Science Foundation of China[30701046] ; China Post-doctoral Science Foundation[2012M512023] |
| WOS研究方向 | Pharmacology & Pharmacy |
| 语种 | 英语 |
| WOS记录号 | WOS:000321230300001 |
| 出版者 | ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/277593]  |
| 专题 | 药理学第一研究室 |
| 通讯作者 | Li, Yingxia |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Div Antitumor Pharmacol, Shanghai 201203, Peoples R China 2.NW Univ Xian, Dept Pharmaceut Engn, Xian 710069, Peoples R China; 3.Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China; 4.Ocean Univ China, Sch Med & Pharm, Qingdao 266003, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Liu, Qingchao,Liu, Hongchun,Zhang, Lei,et al. Synthesis and antitumor activities of naturally occurring oleanolic acid triterpenoid saponins and their derivatives[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2013,64:1-15. |
| APA | Liu, Qingchao.,Liu, Hongchun.,Zhang, Lei.,Guo, Tiantian.,Wang, Peng.,...&Li, Yingxia.(2013).Synthesis and antitumor activities of naturally occurring oleanolic acid triterpenoid saponins and their derivatives.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,64,1-15. |
| MLA | Liu, Qingchao,et al."Synthesis and antitumor activities of naturally occurring oleanolic acid triterpenoid saponins and their derivatives".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 64(2013):1-15. |
入库方式： OAI收割
来源：上海药物研究所
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