Synthesis and screening of some novel fused thiophene and thienopyrimidine derivatives for anti-avian influenza virus (H5N1) activity

European Journal of Medicinal Chemistry

Volumn 45, Issue 11, 2010, Pages 5251-5257

  Rashad, Aymn E ^a   Shamroukh, Ahmed H ^a   Abdel Megeid, Randa E ^a   Mostafa, Ahmed ^a   El Shesheny, Rabeh ^a   Kandeil, Ahmed ^a   Ali, Mohamed A ^a   Banert, Klaus ^b  

^a NATIONAL RESEARCH CENTRE   (Egypt)

^b CHEMNITZ UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

Anti avian influenza virus (H5N1); Dihydronaphtho 2,1 b thiophene; Naphtho 2,1 b thiophene; S alkyl derivatives; Thieno 2,3 d pyrimidine

Indexed keywords

1 C (1 ACETYL 10,11 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D][1,2,4]TRIAZOLO[4,3 A]PYRIMIDIN 5 ON 3 YL)DEXTRO ARABINITOL; 1,2,3,4,5 PENTA O ACETYL 1 C (1 ACETYL 10,11 DIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D][1,2,4]TRIAZOLO[4,3 A]PYRIMIDIN 5 ON 3 YL)DEXTRO ARABINITOL; 2 AMINO 4,5 DIHYDRONAPHTHO[2,1 B]THIOPHENE 1 CARBOXYLIC ACID AMIDE; 2 AMINONAPHTHO[2,1 B]THIOPHENE 1 CARBONITRILE; 5,6,8,10 TETRAHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 9,11 DIONE; 9 (2 ETHOXYETHYLSULFANYL 5,6,10 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ONE; 9 (2 METHOXYETHYLSULFANYL 5,6,10 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ONE; 9 HYDRAZINO 5,6,10 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ONE; 9 METHYLNAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11(10H) ONE; 9 METHYLSULFANYL 5,6,10 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ONE; 9 THIOXO 5,6,8,10 TETRAHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ONE; ANTIVIRUS AGENT; DEXTRO GLUCOSE N (5,6,10 TRIHYDRONAPHTHO[1',2':4,5]THIENO[2,3 D]PYRIMIDIN 11 ON 9 YL)HYDRAZONE; N (1 CYANONAPHTHO[2,1 B]THIOPHEN 2 YL)ACETAMIDE; NAPHTHO[2,1 B]THIOPHEN 2 YLAMINE; PYRIMIDINE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIVIRAL ACTIVITY; ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; CYTOTOXICITY; DRUG SCREENING; DRUG SYNTHESIS; INFLUENZA VIRUS A H5N1; LD 50; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANTIVIRAL AGENTS; INFLUENZA A VIRUS, H5N1 SUBTYPE; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; PYRIMIDINES; SPECTROPHOTOMETRY, INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP; THIOPHENES;

EID: 77957854759     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.08.044     Document Type: Article

References (26)

1. H.P. Hsieh, and J.T. Hsu Curr. Pharm. Des. 13 2007 3531 3542
2. J.-Y. Yeh, M.S. Coumar, J.-Y. Horng, H.-Y. Shiao, F.-M. Kuo, H.-L. Lee, I.-C. Chen, C.-W. Chang, W.-F. Tang, S.-N. Tseng, C.-J. Chen, S.-R. Shih, J.T.-A. Hsu, C.-C. Liao, Y.-S. Chao, and H.-P. Hsieh J. Med. Chem. 53 2010 1519 1533
3. S.-R. Shih, T.-Y. Chu, G.R. Reddy, S.-N. Tseng, H.-L. Chen, W.-F. Tang, M.-S. Wu, J.-Y. Yeh, Y.-S. Chao, J.T. Hsu, H.-P. Hsieh, and J.-T. Horng J. Biomed. Sci. 17 2010 13 22
4. J. An, D.C.W. Lee, A.H.Y. Law, C.L.H. Yang, L.M.P. Leo, A.S.Y. Lau, and S.J.M. Jones J. Med. Chem. 52 2009 2667 2672
5. J. Li, M. Zheng, W. Tang, P.-L. He, W. Zhu, T. Li, J.-P. Zuo, H. Liu, and H. Jiang Bioorg. Med. Chem. Lett. 16 2006 5009 5013
6. Y.A. Ibrahim, and A.H.M. Elwahy Adv. Heterocycl. Chem. 65 1996 235 281
7. M.H. Bhuiyan, K.M. Rahman, K.H. Abdur Rahim, M.I. Hossain, and M. Abu Naser Acta Pharm. 56 2006 441 450
8. M.I. Hegab, N.A. Hassan, A.E. Rashad, A.A. Fahmy, and F.M.E. Abdel-Megeid Phosphorus Sulfur Silicon Relat. Elem. 182 2007 1535 1556
9. A.E. Rashad, and M.A. Ali Nucleosides Nucleotides 25 2006 17 28
10. V. Alagarsamy, S. Meena, K.V. Ramseshu, V.R. Solomon, K. Thirumurugan, K. Dhanabal, and M. Murugan Eur. J. Med. Chem. 41 2006 1293 1300
11. S.I. Alqasoumi, F.A. Ragab, A.M. Alafeefy, M. Galal, and M.M. Ghorab Phosphorus Sulfur Silicon Relat. Elem. 184 2009 3241 3257
12. H.H. Sayed, A.H. Moustafa, N.M. Yousif, M.G. Assy, and M.A. Abd El-Halim Phosphorus Sulfur Silicon Relat. Elem. 183 2008 2318 2329
13. N.S. Habib, R. Soliman, K. Ismail, A.M. Hassan, and M.T. Sarg Bull. Chim. Farm. 142 2003 396 405
14. A.H. Shamroukh, A.E. Rashad, and H.H. Sayed Phosphorus Sulfur Silicon Relat. Elem. 180 2005 2347 2360
15. A.E. Rashad, A.H. Shamroukh, M.A. Ali, and F.M. Abdel-Motti Heteroatom Chem. 18 2007 274 282
16. N.A. Hassan, M.I. Hegab, A.E. Rashad, A.A. Fahmy, and F.M.E. Abdel-Megeid Nucleosides Nucleotides 26 2007 379 390
17. A.E. Rashad, M.I. Hegab, R.E. Abdel-Megeid, N.A. Fatahala, and F.M.E. Abdel-Megeid Eur. J. Med. Chem. 44 2009 1535 1556
18. F.M.E. Abdel-Megeid, N.A. Hassan, M.A. Zahran, and A.E. Rashad Sulfur Lett. 21 1998 269 284
19. M.T. Omar, A. Fouli, and M.Z. El-Garhi Bull. Chem. Soc. Jpn. 64 1991 750 752
20. A.E. Rashad, A.H. Shamroukh, R.E. Abdel-Megeid, and W.A. Elsayed Synthetic Comm. 40 2010 1149 1160
21. C. Kashima Heterocycles 60 2003 437 455
22. A.H. Shamroukh, M.E.A. Zaki, E.M.H. Morsy, F.M. Abdel-Motti, and F.M.E. Abdel-Megeid Arch. Pharm. 340 2007 236 243
23. T. Mossman J. Immunol. Methods 65 1983 55-63
24. M.M. Bahgat, M.A. Kutkat, M.H. Nasraa, A. Mostafa, R. Webby, M. Bahgat, and M.A. Ali J. Virol. Methods 159 2009 244 250
25. R. Pauwels, J. Balzarini, M. Baba, R. Snoeck, D. Schols, P. Herdewijn, J. Desmyter, and E. De Clercq J. Virol. Methods 20 1988 309 321
26. F.G. Hayden, K.M. Cote, and R.G. Douglas Antimicrob. Agents Chemother. 17 1980 865 870