Induced-fit docking and binding free energy calculation on furostanol saponins from Tupistra chinensis as epidermal growth factor receptor inhibitors
文献类型：期刊论文
| 作者 | Luo, Hua-Jun1; Wang, Jun-Zhi1; Deng, Wei-Qiao2; Zou, Kun1 |
| 刊名 | medicinal chemistry research
 |
| 出版日期 | 2013-10-01 |
| 卷号 | 22期号:10页码:4970-4979 |
| 关键词 | Furostanol saponins Induced-fit docking EGFR Binding free energy |
| 产权排序 | 待补充 |
| 通讯作者 | hua-jun luo |
| 合作状况 | 英 |
| 英文摘要 | three furostanol saponins isolated from tupistra chinensis were studied to investigate the reasons for their different inhibitory activities toward non-small-cell lung cancer (nsclc) a549 cell using induced-fit docking (ifd) between them and epidermal growth factor receptor (egfr). their binding free energies were also calculated by molecular mechanics-generalized born surface area (mm-gbsa) method. the calculation results were all in excellent agreement with experimental activities (ic50 values of compound 1-3 against nsclc a549 cell: 6.6, 6.7, and 29.1 mu m). with egfr (pdb code: 1m17 and 2ity), the docking ifd score, binding free energy, and binding free energy neglecting the effect of entropy contributions of compound 1 ((25r)-26-o-beta-d-glucopyranosyl-furost-1 beta,3 beta,22 alpha,26-tetrahydroxy-3-o-beta-d-glucopyranoside) were -553.9223, -59.6101, and -70.8088 kcal/mol in 1m17 (-536.2678, -62.2158, and -68.4053 kcal/mol in 2ity), respectively. the binding sites of compound 1 are similar to erlotinib in 1m17 and gefitinib in 2ity. there are two hydrogen bonds between compound 1 and the key amino acid residue met769 in 1m17 or met793 in 2ity. the only structure difference between compound 3 and compound 1 is 5-hydroxyl polar group in compound 3, which hinders the hydrophobic interactions with egfr and increases polar solvation free energy term that opposes binding. this indicates that compound 1 could be a potent egfr inhibitor for nsclc treatment. |
| WOS标题词 | science & technology ; life sciences & biomedicine |
| 学科主题 | 物理化学 |
| 类目[WOS] | chemistry, medicinal |
| 研究领域[WOS] | pharmacology & pharmacy |
| 关键词[WOS] | lung-cancer ; structural elucidation ; biological evaluation ; kinase inhibitors ; egfr ; complex ; gefitinib ; proteins ; rhizomes ; therapy |
| 收录类别 | SCI |
| 资助信息 | 2，3 |
| 原文出处 | 4979 |
| 语种 | 英语 |
| WOS记录号 | WOS:000323665600042 |
| 公开日期 | 2014-09-11 |
| 源URL | [http://159.226.238.44/handle/321008/119422]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | 1.China Three Gorges Univ, Coll Chem & Life Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Hubei, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China |
| 推荐引用方式 GB/T 7714 | Luo, Hua-Jun,Wang, Jun-Zhi,Deng, Wei-Qiao,et al. Induced-fit docking and binding free energy calculation on furostanol saponins from Tupistra chinensis as epidermal growth factor receptor inhibitors[J]. medicinal chemistry research,2013,22(10):4970-4979. |
| APA | Luo, Hua-Jun,Wang, Jun-Zhi,Deng, Wei-Qiao,&Zou, Kun.(2013).Induced-fit docking and binding free energy calculation on furostanol saponins from Tupistra chinensis as epidermal growth factor receptor inhibitors.medicinal chemistry research,22(10),4970-4979. |
| MLA | Luo, Hua-Jun,et al."Induced-fit docking and binding free energy calculation on furostanol saponins from Tupistra chinensis as epidermal growth factor receptor inhibitors".medicinal chemistry research 22.10(2013):4970-4979. |
入库方式： OAI收割
来源：大连化学物理研究所
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