| Synthesis,docking and ADMET prediction of novel 5-（（5-substituted- 1 -H- 1,2,4-triazol-3-yl ） methyl ）-4, 5,6,7-tetrahydrothieno [ 3,2-c ] pyri- dine as antifungal agents |
| |
| 作者姓名： | Jaiprakash N. Sangshetti ;Firoz A. Kalam Khan ;Rashmi S. Chouthe ;Manoj G. Damale ;Devanand B. Shinde |
| |
| 作者单位： | a Department of Pharmaceutical Chemistry, Y.B. Chavan College of Pharmacy, Dr. Rafi q Zakaria Campus, Aurangabad 431001, India;
b Department of Bioinformatics, MGM Institute of Biosciences and Technology, Aurangabad 431003, India;
c Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, India |
| |
| 基金项目： | The authors are thankful to the Mrs. Fatima Rafiq Zakaria Chairman Maulana Azad Educational Trust and Dr. Zahid Zaheer, lncharge Principal, Y.B. Chavan College of Pharmacy, Dr. Rafiq Zakaria Campus, Aurangabad 431 001 （M.S.）, India for providing the laboratory facility. |
| |
| 摘 要： | A novel series of 5-((5-substituted-1H-1,2,4-triazol-3-yl)methyl)-4,5,6,7-tetrahydrothieno3,2-c]pyridines 5(a–i) has been synthesized from thienopyridine hydrazide, substituted aromatic nitriles using 4-dimethylaminopyridine(DMAP) as a catalyst under microwave irradiation and evaluated for their in vitro antifungal activity. Compound 5g is found to be more potent against Candida albicans when compared with miconazole. Docking study of the newly synthesized compounds was performed, and results showed good binding mode in the active site of fungal enzyme P450 cytochrome lanosterol 14 ademethylase. ADMET properties of synthesized compounds were also analyzed and showed good drug like properties. The results of in vitro antifungal activity, docking study and ADMET prediction revealed that the synthesized compounds have potential antifungal activity and can be further optimized and developed as a lead compound.
|
| 关 键 词： | 四氢噻吩 合成 对接 抗真菌剂 预测 三唑 4-二甲氨基吡啶 先导化合物 |
| 收稿时间： | 20 January 2014 |
Synthesis,docking and ADMET prediction of novel 5-（（5-substituted- 1 -H- 1,2,4-triazol-3-yl ） methyl ）-4, 5,6,7-tetrahydrothieno [ 3,2-c ] pyri- dine as antifungal agents |
| |
| Jaiprakash N. Sangshetti,;Firoz A. Kalam Khan,;Rashmi S. Chouthe,;Manoj G. Damale,;Devanand B. Shinde.Synthesis,docking and ADMET prediction of novel 5-（（5-substituted- 1 -H- 1,2,4-triazol-3-yl ） methyl ）-4, 5,6,7-tetrahydrothieno [ 3,2-c ] pyri- dine as antifungal agents[J].Chinese Chemical Letters,2014,25(7):1033-1038. |
| |
| Authors: | 《Chinese Chemical Letters》 |
| |
| Institution: | a Department of Pharmaceutical Chemistry, Y.B. Chavan College of Pharmacy, Dr. Rafi q Zakaria Campus, Aurangabad 431001, India;
b Department of Bioinformatics, MGM Institute of Biosciences and Technology, Aurangabad 431003, India;
c Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, India |
| |
| Abstract: | A novel series of 5-((5-substituted-1H-1,2,4-triazol-3-yl)methyl)-4,5,6,7-tetrahydrothieno3,2-c]pyridines 5(a-i) has been synthesized from thienopyridine hydrazide, substituted aromatic nitriles using 4-dimethylaminopyridine (DMAP) as a catalyst under microwave irradiation and evaluated for their in vitro antifungal activity. Compound 5g is found to be more potent against Candida albicans when compared with miconazole. Docking study of the newly synthesized compounds was performed, and results showed good binding mode in the active site of fungal enzyme P450 cytochrome lanosterol 14ademethylase. ADMET properties of synthesized compounds were also analyzed and showed good drug like properties. The results of in vitro antifungal activity, docking study and ADMET prediction revealed that the synthesized compounds have potential antifungal activity and can be further optimized and developed as a lead compound. |
| |
| Keywords: | 1 2 4-Triazole Microwave irradiation Antifungal activity Docking study ADMET properties |
| 本文献已被 CNKI 维普 ScienceDirect 等数据库收录！ |
| 点击此处可从《中国化学快报》浏览原始摘要信息 |
| 点击此处可从《中国化学快报》下载免费的PDF全文 |
|
