Synthesis, biological activity and docking study of imidazol-5-one as novel non-nucleoside HIV-1 reverse transcriptase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 9, 2012, Pages 3119-3127

  Mokale, Santosh N ^a   Lokwani, Deepak ^b   Shinde, Devanand B ^b  

^a Y B CHAVAN COLLEGE OF PHARMACY   (India)

^b DR BABASAHEB AMBEDKAR MARATHWADA UNIVERSITY   (India)

Author keywords

Docking; HIV 1; NNRTIs; Reverse transcriptase inhibitors

Indexed keywords

2 METHYL 1 (PYRIDIN 4 YLMETHYL) 4 (3,4,5 TRIMETHOXYBENZYLIDENE) 1H IMIDAZOL 5(4H) ONE; 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 4 (3,4,5 TRIMETHOXYBENZYLIDENE) 1H IMIDAZOL 5(4H) ONE; 4 (2 HYDROXYBENZYLIDENE) 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (2 HYDROXYBENZYLIDENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (2,4 DICHLOROBENZYLIDENE) 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (2,4 DICHLOROBENZYLIDENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (4 CHLOROBENZYLIDENE) 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (4 CHLOROBENZYLIDENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (4 HYDROXY 3 METHOXYBENZYLIDENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (4 METHOXYBENZYLIDENE) 2 METHYL 1 (PYRIDIN 4 YL METHYL) 1H IMIDAZOL 5(4H) ONE; 4 (4 METHOXYBENZYLIDENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (FURAN 2 YLMETHYLENE) 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 (FURAN 2 YLMETHYLENE) 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 [(1H INDOL 3 YL)METHYLENE] 2 METHYL 1 (PYRIDIN 4 YL METHYL) 1H IMIDAZOL 5(4H) ONE; 4 [4 (4 DIMETHYLAMINO)BENZYLIDENE] 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 [4 (DIMETHYLAMINO)BENZYLIDENE] 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 BENZYLIDENE 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 BENZYLIDENE 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 ETHYLIDENE 2 METHYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; 4 ETHYLIDENE 2 PHENYL 1 (PYRIDIN 4 YLMETHYL) 1H IMIDAZOL 5(4H) ONE; CAPRAVIRINE; DELAVIRDINE; ETRAVIRINE; IMIDAZOL 5 ONE; NEVIRAPINE; RILPIVIRINE; RNA DIRECTED DNA POLYMERASE INHIBITOR; UNCLASSIFIED DRUG;

ACQUIRED IMMUNE DEFICIENCY SYNDROME; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DRUG ACTIVITY; DRUG PROTEIN BINDING; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROPHILICITY; IC 50; IN VITRO STUDY; MOLECULAR DOCKING;

BINDING SITES; COMPUTER SIMULATION; HIV REVERSE TRANSCRIPTASE; HIV-1; HUMANS; IMIDAZOLES; PROTEIN STRUCTURE, TERTIARY; REVERSE TRANSCRIPTASE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 84859914810     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.02.037     Document Type: Article

References (13)

1. J. Balzarini, A. Rao, and A. Carbone Antiviral Res. 63 2004 79
2. R. Rawal, R. Tripathi, and S.B. Katti Eur. J. Med. Chem. 43 2008 2800
3. Y.M. Loksha, A.A. El-Barbary, and C. Nielsen Bioorg. Med. Chem. 13 2005 4209
4. E. Charles, A. Mowbray, and C. Burt Bioorg. Med. Chem. Lett. 19 2009 5599
5. A. Gagnon, A. Jakalian, and I. Guse Bioorg. Med. Chem. Lett. 19 2009 1199
6. P. Zhan, X. Liu, and Z. Fang Eur. J. Med. Chem. 44 2009 4648
7. N. Masuda, and O. Yamamoto Bioorg. Med. Chem. Lett. 13 2005 949
8. J. Wu, and X. Liu Molecules 12 2007 2003
9. R. Rawal, R. Tripathi, and S.B. Katti Bioorg. Med. Chem. 15 2007 1725
10. R.A. Friesner, R.B. Murphy, M.P. Repasky, L.L. Frye, J.R. Greenwood, T.A. Halgren, P.C. Sanschagrin, and D.T. Mainz J. Med. Chem. 49 2006 6177
11. A.C. Wallace, R.A. Laskowski, and J.M. Thornton Protein Eng. 8 1995 127
12. V. Pawar, D. Lokwani, S. Bhandari, D. Mitra, S. Sabde, K. Bothara, and A. Madgulkar Bioorg. Med. Chem. 18 2010 3198
13. B.S. Furniss Handbook of Practical Organic Chemistry 5th ed. 2008 Pearson education p 1155