Synthesis and antitubercular activity of novel 4-substituted imidazolyl-2,6-dimethyl-N3,N5-bisaryl-1,4-dihydropyridine-3,5-dicarboxamides

European Journal of Medicinal Chemistry

Volumn 44, Issue 8, 2009, Pages 3253-3258

  Fassihi, Afshin ^a,b   Azadpour, Zahra ^a   Delbari, Neda ^a   Saghaie, Lotfollah ^a   Memarian, Hamid R ^c   Sabet, Razieh ^a,d   Alborzi, Abdolvahab ^e   Miri, Ramin ^d   Pourabbas, Bahman ^e   Mardaneh, Jalal ^e   Mousavi, Pegah ^d   Moeinifard, Behzad ^f   Sadeghi aliabadi, Hojjat ^a  

^a ISFAHAN UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^b Isfahan Pharmaceutical Sciences Research Center   (Iran)

^c UNIVERSITY OF ISFAHAN   (Iran)

^d SHIRAZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^e SHIRAZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^f ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

1,4 Dihydropyridine 3,5 dicarbamoxamide derivatives; Antitubercular activity; Mycobacterium tuberculosis

Indexed keywords

1,4 DIHYDROPYRIDINE 3,5 DICARBAMOXAMIDE DERIVATIVE; 1,4 DIHYDROPYRIDINE DERIVATIVE; 4 [1 BENZYL 2 (METHYLTHIO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(3' CHLOROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; 4 [1 BENZYL 2 (METHYLTHIO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(4' CHLOROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; 4 [1 BENZYL 2 (METHYLTHIO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(PYRIDIN 2 YL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; 4 [1 BENZYL 2 (METHYLTHIO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(PYRIDIN 3 YL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; 4 [2 (METHYLTHIO) 1 (PHENYLAMINO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(2' CHLOROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; 4 [2 (METHYLTHIO) 1 (PHENYLAMINO) 1H IMIDAZOL 5 YL] 2,6 DIMETHYL N3,N5 BIS(PYRIDIN 2 YL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXAMIDE; DOXORUBICIN; ISONIAZID; RIFAMPICIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HELA CELL; HUMAN; HUMAN CELL; KGA 1 CELL; LEUKEMIA CELL LINE; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; RAJI CELL;

ANTITUBERCULAR AGENTS; CELL LINE; DRUG DESIGN; HUMANS; IMIDAZOLES; MICROBIAL SENSITIVITY TESTS; MYCOBACTERIUM TUBERCULOSIS;

EID: 67349236409     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.03.027     Document Type: Article

References (27)

1. Dover L.G., Cerdeño-Tárraga A.M., Pallen M.J., Parkhill J., and Besra G.S. FEMS Microbiol. Rev. 28 (2004) 225-250
2. Daffe M., Brennan P.J., and McNeil M. J. Biol. Chem. 265 (1990) 6734-6743
3. McNeil M.R., Robuck K.G., Harter M., and Brennan P.J. Glycobiology 4 (1994) 165-174
4. Jarlier V., and Nikaido H. FEMS Microbiol. Lett. 123 (1994) 11-18
5. Jackson M., Raynaud C., Lanéelle M.A., Guilhot C., Laurent-Winter C., Ensergueix D., Gicquel B., and Daffé M. Mol. Microbiol. 31 (1999) 1573-1587
6. A Global Health Initiative Fact Sheet (March 2008)
7. Centers for Disaese Control. Fact Sheet: Tuberculosis in the United States (17 March 2005) Retrieved on 6 October 2006
8. Desai B., Sureja D., Naliapara Y., Shah A., and Saxena A.K. Bioorg. Med. Chem. 9 (2001) 1993-1998
9. Sriram D., Yogeeswari P., and Madhu K. Bioorg. Med. Chem. Lett. 15 (2005) 4502-4505
10. Ballel L., Field R.A., Duncan K., and Young R.J. Antimicrob. Agents Chemother. 49 (2005) 2153-2163 and references therein
11. Matsumoto M., Hashizume H., Tomishige T., Kawasaki M., Tsubouchi H., Sasaki H., Shimokawa Y., and Komatsu M. PLoS Med. 3 (2006) 2131-2144
12. Ghosh S., Tiwari P., Pandey S., Misra A.K., Chaturvedi V., Gaikwad A., Bhatnagar S., and Sinha S. Bioorg. Med. Chem. Lett. 18 (2008) 4002-4005
13. Sanki A.K., Boucau J., Srivastava P., Adams S.S., Ronning D.R., and Sucheck S.J. Bioorg. Med. Chem. 16 (2008) 5672-5682
14. Pathak A.K., Pathak V., Riordan J.R., Suling W.J., Gurcha S.S., Besrab G.S., and Reynoldsa R.C. Bioorg. Med. Chem. Lett. 17 (2007) 4527-4530
15. Anishetty S., Pulimi M., and Pennathur G. Comput. Biol. Chem. 29 (2005) 368-378
16. F. Daryaee, F. Kobarfard, A. Khalaj, P. Farnia, Em. J. Med. Chem. 44 (2009) 289-95.
17. Khoshneviszadeh M., Edraki N., Javidnia K., Alborzi A., Pourabbas B., Mardaneh J., and Miri R. Bioorg. Med. Chem. 17 (2009) 1579-1586
18. Janin Y.L. Bioorg. Med. Chem. 15 (2007) 2479-2513 and references therein
19. Gevariya H., Desai B., Vora V., and Shah A. Heterocycl. Commun. 5 (2001) 481-484
20. Eharkar P.S., Desai B., Gaveria H., Varu B., Loriya R., Naliapara Y., Shah A., and Kulkarni V.M. J. Med. Chem. 45 (2002) 4858-4867
21. Gevariya H., Desai B., Vora V., and Shah A. Ind. J. Pharm. Sci. 64 (2002) 59-62
22. Amini M., Navidpour L., and Shafiee A. DARU 16 (2008) 9-12
23. Zarghi A., Sadeghi H., Fassihi A., Faizi M., and Shafiee A. Il Farmaco 58 (2003) 1077-1081
24. Clemens R.J., and Hyatt J.A. J. Org. Chem. 50 (1985) 2431-2433
25. Sadeghi-aliabadi H., Tabarzadi M., and Zarghi A. Il Farmaco 59 (2004) 645-649
26. Inderlied B.C., and Nash K.A. In: Lorian V. (Ed). Antibiotics in Laboratory Medicine. fifth ed. (2005), Lippincott Williams and Wilkines, Philadelphia 155-225
27. Inderlied B.C., and Pfyffer G.B. In: Murray P., Baron E.J., Jorgensen J.H., Pfaller M.A., and Yolken R.H. (Eds). Manual of Clinical Microbiology. eighth ed. (2003), ASM Press, Washington D.C. 1149-1177