1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors
A series of 1H-2,3-dihydroperimidine derivatives was designed, synthesized, and evaluated as a new class of inhibitors of protein tyrosine phosphatase 1B (PTP1B) with IC50 values in the micromolar range. Compounds 46 and 49 showed submicromolar inhibitory activity against PTP1B, and good selectivity...
| Main Authors: | , , , , , , , , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2013-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/19/1/102 |
| _version_ | 1819089165809090560 |
|---|---|
| author | Wen-Long Wang Dong-Lin Yang Li-Xin Gao Chun-Lan Tang Wei-Ping Ma Hui-Hua Ye Si-Qi Zhang Ya-Nan Zhao Hao-Jie Xu Zhao Hu Xia Chen Wen-Hua Fan Hai-Jun Chen Jing-Ya Li Fa-Jun Nan Jia Li Bainian Feng |
| author_facet | Wen-Long Wang Dong-Lin Yang Li-Xin Gao Chun-Lan Tang Wei-Ping Ma Hui-Hua Ye Si-Qi Zhang Ya-Nan Zhao Hao-Jie Xu Zhao Hu Xia Chen Wen-Hua Fan Hai-Jun Chen Jing-Ya Li Fa-Jun Nan Jia Li Bainian Feng |
| author_sort | Wen-Long Wang |
| collection | DOAJ |
| description | A series of 1H-2,3-dihydroperimidine derivatives was designed, synthesized, and evaluated as a new class of inhibitors of protein tyrosine phosphatase 1B (PTP1B) with IC50 values in the micromolar range. Compounds 46 and 49 showed submicromolar inhibitory activity against PTP1B, and good selectivity (3.48-fold and 2.10-fold respectively) over T-cell protein tyrosine phosphatases (TCPTP). These results have provided novel lead compounds for the design of inhibitors of PTP1B as well as other PTPs. |
| first_indexed | 2024-12-21T22:03:36Z |
| format | Article |
| id | doaj.art-618717cae9844bf79ad9a10f3f4822f4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T22:03:36Z |
| publishDate | 2013-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-618717cae9844bf79ad9a10f3f4822f42022-12-21T18:48:46ZengMDPI AGMolecules1420-30492013-12-0119110212110.3390/molecules19010102molecules190101021H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B InhibitorsWen-Long Wang0Dong-Lin Yang1Li-Xin Gao2Chun-Lan Tang3Wei-Ping Ma4Hui-Hua Ye5Si-Qi Zhang6Ya-Nan Zhao7Hao-Jie Xu8Zhao Hu9Xia Chen10Wen-Hua Fan11Hai-Jun Chen12Jing-Ya Li13Fa-Jun Nan14Jia Li15Bainian Feng16School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaJiangshu Alpha Biopharmaceuticals, Inc. Wuxi 214122, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaState key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, ChinaSchool of Pharmaceutical Science, Jiangnan University, Wuxi 214122, ChinaA series of 1H-2,3-dihydroperimidine derivatives was designed, synthesized, and evaluated as a new class of inhibitors of protein tyrosine phosphatase 1B (PTP1B) with IC50 values in the micromolar range. Compounds 46 and 49 showed submicromolar inhibitory activity against PTP1B, and good selectivity (3.48-fold and 2.10-fold respectively) over T-cell protein tyrosine phosphatases (TCPTP). These results have provided novel lead compounds for the design of inhibitors of PTP1B as well as other PTPs.http://www.mdpi.com/1420-3049/19/1/1021H-2,3-dihydroperimidine derivativesPTP1Binhibitorsselectivitystructure-activity relationships (SAR) |
| spellingShingle | Wen-Long Wang Dong-Lin Yang Li-Xin Gao Chun-Lan Tang Wei-Ping Ma Hui-Hua Ye Si-Qi Zhang Ya-Nan Zhao Hao-Jie Xu Zhao Hu Xia Chen Wen-Hua Fan Hai-Jun Chen Jing-Ya Li Fa-Jun Nan Jia Li Bainian Feng 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors Molecules 1H-2,3-dihydroperimidine derivatives PTP1B inhibitors selectivity structure-activity relationships (SAR) |
| title | 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors |
| title_full | 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors |
| title_fullStr | 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors |
| title_full_unstemmed | 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors |
| title_short | 1H-2,3-Dihydroperimidine Derivatives: A New Class of Potent Protein Tyrosine Phosphatase 1B Inhibitors |
| title_sort | 1h 2 3 dihydroperimidine derivatives a new class of potent protein tyrosine phosphatase 1b inhibitors |
| topic | 1H-2,3-dihydroperimidine derivatives PTP1B inhibitors selectivity structure-activity relationships (SAR) |
| url | http://www.mdpi.com/1420-3049/19/1/102 |
| work_keys_str_mv | AT wenlongwang 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT donglinyang 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT lixingao 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT chunlantang 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT weipingma 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT huihuaye 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT siqizhang 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT yananzhao 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT haojiexu 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT zhaohu 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT xiachen 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT wenhuafan 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT haijunchen 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT jingyali 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT fajunnan 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT jiali 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors AT bainianfeng 1h23dihydroperimidinederivativesanewclassofpotentproteintyrosinephosphatase1binhibitors |