Electrostatic potentials of camptothecin and its analogues
文献类型：期刊论文
| 作者 | Lei, Jianyong1; Chen, Yun1; Feng, Xuejun2; Jin, Jian1; Gu, Jiande3
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| 刊名 | THEORETICAL CHEMISTRY ACCOUNTS
 |
| 出版日期 | 2014-08-12 |
| 卷号 | 133期号:10 |
| 关键词 | Electrostatic potentials Camptothecin pi-pi Interaction |
| ISSN号 | 1432-881X |
| DOI | 10.1007/s00214-014-1542-1 |
| 文献子类 | Article |
| 英文摘要 | In order to understand the influences of the modification of E-ring on the main frame of camptothecin (CPT), studies of the E-ring modification resulted changes in the stability and the electrostatic potential around the main frame of CPT were performed by the density functional theory. The results of present study indicate that the stability of the close-ring lactone form of CPT and homocamptothecin (hCPT) is similar to their open-ring hydroxylate forms, especially when in aqueous solutions. As an E-ring-modified CPT analogue, hCPT has essentially the same electrostatic potential (ESP) as CPT around the main frame (from A- to D-ring). However, the electrostatic potentials of the open-ring compounds are more negative around the main frame than that of CPT. The changes in the ESP of the CPT derivatives are found to be correlated with the corresponding dipole moments. Since electrostatic potential could influence the pi-pi stacking pattern between CPT (and its analogues) and the DNA bases, present studysuggests that this pi-pi interaction of the open-ring forms of CPT and hCPT might be different from that of the closering lactone form. The information revealed in this study sheds light on the developments of new CPT type antitumor drugs. |
| WOS关键词 | DNA-TOPOISOMERASE-I ; TERNARY CLEAVABLE COMPLEX ; ANTITUMOR-ACTIVITY ; AB-INITIO ; HOMOCAMPTOTHECIN ; DENSITY ; DERIVATIVES ; MECHANISM ; MODEL ; SITE |
| 资助项目 | National Natural Science Foundation of China[BK2009071] ; Jiangsu Natural Science Foundation of China[BK2009071] ; [30772586] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000340547400002 |
| 出版者 | SPRINGER |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/276947]  |
| 专题 | 药物发现与设计中心 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Jin, Jian |
| 作者单位 | 1.Jiangnan Univ, Sch Med & Pharmaceut, Jiangsu 214122, Wuxi, Peoples R China; 2.Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Biol Sci, Drug Design & Discovery Ctr, State Key Lab Drug Res,Shanghai Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lei, Jianyong,Chen, Yun,Feng, Xuejun,et al. Electrostatic potentials of camptothecin and its analogues[J]. THEORETICAL CHEMISTRY ACCOUNTS,2014,133(10). |
| APA | Lei, Jianyong,Chen, Yun,Feng, Xuejun,Jin, Jian,&Gu, Jiande.(2014).Electrostatic potentials of camptothecin and its analogues.THEORETICAL CHEMISTRY ACCOUNTS,133(10). |
| MLA | Lei, Jianyong,et al."Electrostatic potentials of camptothecin and its analogues".THEORETICAL CHEMISTRY ACCOUNTS 133.10(2014). |
入库方式： OAI收割
来源：上海药物研究所
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