| Design and Synthesis of p/m-[p-（un）Substituted Phenylsulfonamido]phenyl β-Diketo Acids and Quinoxalone Derivatives |
| |
| 引用本文： | 曾程初 李雪梅 阎红 钟儒刚. Design and Synthesis of p/m-[p-（un）Substituted Phenylsulfonamido]phenyl β-Diketo Acids and Quinoxalone Derivatives[J]. 中国化学, 2007, 25(8): 1174-1182. DOI: 10.1002/cjoc.200790219 |
| |
| 作者姓名： | 曾程初 李雪梅 阎红 钟儒刚 |
| |
| 作者单位： | College of Life Science ＆ Bio-engineering, Beijing University of Technology, Beijing 100022, China |
| |
| 基金项目： | Project supported by the National Natural Science Foundation of China （No. 20402001）, Beijing Novel Project （No. 2005B10） and Beijing Natural Science Foundation （No. 2062003）.Acknowledgements We would like to thank Prof. He, L. N. and Miss Du, Y. in College of Chemistry, Nankai University for their help in measuring NMR for a part of the compounds. |
| |
| 摘 要： | Diketo acid derivatives are potent and selective HIV-1 integrase inhibitors. To investigate the detailed synthesis of those derivatives, a series of p/m-[p-（un）substituted phenylsulfonamido]phenyl β-diketo acid derivatives have been designed and synthesized. The quinoxalone derivatives as the potential bioisosteres of the biologically labile β-diketoacid pharmacophores have also been synthesized from reactions of the corresponding diketo acids with o-phenylenediamine. The structures of all diketo acid （ester） and quinoxalone derivatives were confirmed by 1^H NMR, 13^C NMR, IR, HRMS and/or MS （ESI）. X-ray crystallographic analysis of 11b demonstrates a similar arrangement of the side chain of quinoxalone derivatives with the parent diketoacids due to the intramolecular hydrogen bond （O…H-N） and the sp^2 hybridization configuration of the two nitrogen atoms of the quinoxalone ring.
|
| 关 键 词： | 喹喔啉衍生物 X光分析 晶体结构 合成 β-二酮 |
| 修稿时间： | 2006-12-062007-04-23 |
Design and Synthesis of p/m-[p-（un）Substituted Phenylsulfonamido]phenyl β-Diketo Acids and Quinoxalone Derivatives |
| |
| ZENG Cheng-Chu, LI Xue-Mei,YAN Hong,ZHONG Ru-Gang. Design and Synthesis of p/m-[p-（un）Substituted Phenylsulfonamido]phenyl β-Diketo Acids and Quinoxalone Derivatives[J]. Chinese Journal of Chemistry, 2007, 25(8): 1174-1182. DOI: 10.1002/cjoc.200790219 |
| |
| Authors: | ZENG Cheng-Chu LI Xue-Mei YAN Hong ZHONG Ru-Gang |
| |
| Affiliation: | ZENG Cheng-Chu, LI Xue-Mei,YAN Hong,ZHONG Ru-Gang(College of Life Science ＆ Bio-engineering, Beijing University of Technology, Beijing 100022, China) |
| |
| Abstract: | Diketo acid derivatives are potent and selective HIV‐1 integrase inhibitors. To investigate the detailed synthesis of those derivatives, a series of p/m‐[p‐(un)substituted phenylsulfonamido]phenyl β‐diketo acid derivatives have been designed and synthesized. The quinoxalone derivatives as the potential bioisosteres of the biologically labile β‐diketoacid pharmacophores have also been synthesized from reactions of the corresponding diketo acids with o‐phenylenediamine. The structures of all diketo acid (ester) and quinoxalone derivatives were confirmed by 1H NMR, 13C NMR, IR, HRMS and/or MS (ESI). X‐ray crystallographic analysis of 11b demonstrates a similar arrangement of the side chain of quinoxalone derivatives with the parent diketoacids due to the intramolecular hydrogen bond (O···H–N) and the sp2 hybridization configuration of the two nitrogen atoms of the quinoxalone ring. |
| |
| Keywords: | β-diketo acid quinoxalone derivative HIV- 1 integrase inhibitor X-ray crystal structure |
| 本文献已被 维普 等数据库收录！ |
