Novel benzimidazo[2,1-c][1,4]thiazinone derivatives with potent activity against HSV-1

Archiv der Pharmazie

Volumn 344, Issue 4, 2011, Pages 255-263

  Galal, Shadia A ^a   El Naem, Shweekar I ^a   El Nezhawy, Ahmed O H ^a   Ali, Mohamed A ^a   El Diwani, Hoda I ^a  

^a NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Antiviral activity; Benzimidazole; Herpes simplex virus1; Synthesis

Indexed keywords

1 (1H INDOL 3 YLMETHYLENE) 3 HYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 1 (PYRIDIN 3 YLMETHYLENE) 3 HYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 1 [BENZO[1,3]DIOXOL 5 YLMETHYLENE] 3 HYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 1,3 BIS FURAN 2 YLMETHYLENE 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 1,3 DIHYDRO 4H BENZO[4',5']IMIDAZO[2,1 C] [1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 1,3 DIHYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; 2 (CHLOROMETHYL) 1H BENZO[D]IMIDAZOLE 5 CARBOXYLIC ACID; 2 [(CARBOXYMETHYLTHIO)METHYL] 1H BENZO[D]IMIDAZOLE 5 CARBOXYLIC ACID; 2 [[5 (ETHOXYCARBONYL) 1H BENZO[D]IMIDAZOL 2 YL]METHYLTHIO]ACETIC ACID; 2 [[5 (THIAZOL 2 YLCARBAMOYL) 1H BENZO[D]IMIDAZOL 2 YL]METHYLTHIO]ACETIC ACID; 2 CARBOXYMETHYLSULFANYLMETHYL 1H BENZIMIDAZOLE; 2,2 DIOXO 1,3 DIHYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLIC ACID; ACICLOVIR; BENZIMIDAZO[2,1 C][1,4]THIAZINONE; BENZIMIDAZOLE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ETHYL 1,3 DIHYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLATE; ETHYL 2 (CHLOROMETHYL) 1H BENZO[D]IMIDAZOLE 5 CARBOXYLATE; ETHYL 2,2 DIOXO 1,3 DIHYDRO 4H BENZO[4',5']IMIDAZO[2,1 C][1,4]THIAZINE 4 ONE 8 CARBOXYLATE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; HERPES SIMPLEX VIRUS 1; NONHUMAN; PRIORITY JOURNAL; VIRUS INHIBITION;

ANIMALS; ANTIVIRAL AGENTS; BENZIMIDAZOLES; CELL CULTURE TECHNIQUES; CERCOPITHECUS AETHIOPS; DOSE-RESPONSE RELATIONSHIP, DRUG; HEP G2 CELLS; HERPESVIRUS 1, HUMAN; HUMANS; MOLECULAR STRUCTURE; THIAZINES; VERO CELLS;

EID: 79953774494     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201000252     Document Type: Article

References (21)

1. R. J. Whitley, B. Roizman, in Clinical Virology (Eds: D. D. Richman, R. J. Whitley, F. G. Hayden), 2nd Ed., ASM Press, Washington, DC 2004, pp. 375-401.
2. T. H. Bacon, M. J. Levin, J. J. Leary, R. T. Sarisky, D. Sutton, Clin. Microbiol. Rev. 2003, 16, 114.
3. R. Stranska, R. Schuurman, E. Nienhuis, I. W. Goedegebuure, M. Polman, J. F. Weel, P. M. E. Wertheimvan Dillen, R. J. Berkhout, A. M. Van Loon, J. Clin. Virol. 2005, 32, 7.
4. A. E. Amr, N. M. Sabry, M. M. Abdalla, Monatsh. Chem. 2007, 138, 699.
5. R. J. Whitley, in Fields Virology (Eds: D. M. Knipe, P. M. Howley, D. E. Griffin, R. A. Lamb, M. A. Martin, B. Roizman, S. E. Straus), Fourth Ed, Lippincott Williams & Wilkins, Philadelphia, PA 2001, pp. 2461-2509.
6. L. Corey, A. Wald, N. Engl. J. Med. 2009, 361 (14), 1376.
7. S. Saluja, R. Zou, J. C. Drach, L. B. Townsend, J. Med. Chem. 1996, 39, 881.
8. B. Cheng, K. Cooper, A. J. Duplantier, J. F. Eggler, K. G. Kraus, S. C. Marshall, A. Marfat, H. Masamme, J. T. Shirley, J. E. Tickner, J. P. Umland, Bioorg. Med. Chem. Lett. 1995, 5, 969.
9. Y. Kubo, Y. Inada, Y. Kohara, M. Sugiura, K. Ojima, Y. Itoh, K. Furukawa, T. Nishikawa, J. Med. Chem. 1993, 36, 179.
10. K. Starčević, M. Kralj, K. Ester, I. Sabol, M. Grce, K. Pavelić, G. Karminski-Zamola, Bioorg. Med. Chem. 2007, 15, 4419.
11. A. Chimirri, S. Grasso, A. M. Monforte, P. Monforte, M. Zappalá, Farmaco 1991, 46, 925.
12. A. Rao, A. Chimirri, E. De Clercq, A. M. Monforte, P. Monforte, C. Pannecouque, M. Zappalà, Farmaco 2002, 57, 819.
13. A. Chimirri, S. Grasso, C. Molica, A. M. Monforte, P. Monforte, M. Zappalà, G. Bruno, F. Nicolò, M. Witvrouw, M. Jonckeere, J. Balzarini, E. De Clercq, Antivir. Chem. Chemother. 1997, 8, 363.
14. P. L. Beaulieu, M. Bös, Y. Bousquet, G. Fazal, J. Gauthier, J. Gillard, S. Goulet, S. Laplante, M. A. Poupart, S. Lefebvre, G. McKercher, C. Pellerin, A. Volkhard, Bioorg. Med. Chem. Lett. 2004, 14, 119.
15. P. L. Beaulieu, M. Bös, Y. Bousquet, P. DeRoy, G. Fazal, J. Gauthier, J. Gillard, S. Goulet, G. McKercher, M. A. Poupart, S. Valois, G. Kukolj, Bioorg. Med. Chem. Lett. 2004, 14, 967.
16. S. O. Podunavac-Kuzmanović, D. D. Cvetković, D. J. Barna, Int. J. Mol. Sci. 2009, 10, 1670.
17. M. A. Phillips, J. Chem. Soc. 1928, 2393.
18. M. M. Ramla, M. A. Omar, H. Tokuda, H. I. El-Diwani, Bioorg. Med. Chem. 2007, 15, 6489.
19. T. Mosmann, J. Immunol. Methods 1983, 65 (1-2), 55.
20. A. E. Rashad, M. I. Hegab, R. E. Abdel-Megeid, J. A. Micky, F. M. E. Abdel-Megeid, Bioorg. Med. Chem. 2008, 16, 7102.
21. P. Tebas, E. C. Stabell, P. D. Olivo, Antimicrob. Agents Chemother. 1995, 39, 1287.