Synthesis, antitumor, cytotoxic and antioxidant evaluation of some new pyrazolotriazines attached to antipyrine moiety

European Journal of Medicinal Chemistry

Volumn 56, Issue , 2012, Pages 254-262

  Metwally, M A ^a   Gouda, M A ^a,b   Harmal, Ammar N ^a   Khalil, A M ^a  

^a Mansoura University   (Egypt)

^b TAIBAH UNIVERSITY   (Saudi Arabia)

Author keywords

Antitumor and antioxidant activities; Cyclocondensation; Cyclohexane 1,3 dione; Diazonium salt; Iminobutanentirile

Indexed keywords

2 [2 [4 [(1,5 DIMETHYL 3 OXO 2 PHENYL 2,3 DIHYDRO 1H PYRAZOL 4 YL)DIAZENYL] 5 METHYL 1H PYRAZOL 3 YL]HYDRAZONO]CYCLOHEXANE 1,3 DIONE; ACETIC ACID; ASCORBIC ACID; CARBENE; FLUOROURACIL; HYDRAZINE DERIVATIVE; N' (1,5 DIMETHYL 3 OXO 2 PHENYL 2,3 DIHYDRO 1H PYRAZOL 4 YL) 2 IMINOPROPANE HYDRAZONOYL CYANIDE; PHENAZONE; PYRAZOLE DERIVATIVE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CANCER CELL CULTURE; CELL STRAIN HEPG2; CELL STRAIN MCF 7; CELL VIABILITY; CHEMICAL REACTION; CONTROLLED STUDY; CYTOTOXICITY; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; HUMAN TISSUE; IC 50; IN VITRO STUDY; STRUCTURE ACTIVITY RELATION; VERO CELL;

ANIMALS; ANTINEOPLASTIC AGENTS; ANTIOXIDANTS; ANTIPYRINE; BLEOMYCIN; CELL LINE; CELL SURVIVAL; CERCOPITHECUS AETHIOPS; DNA DAMAGE; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG EVALUATION, PRECLINICAL; HEP G2 CELLS; HUMANS; MCF-7 CELLS; MOLECULAR STRUCTURE; PYRAZOLES; STRUCTURE-ACTIVITY RELATIONSHIP; VERO CELLS;

EID: 84866532159     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.08.034     Document Type: Article

References (40)

1. M.H. Fanagdi, E.M. Kandeel, E.M. Zayed, and Z.F. Kandil J. Heterocycl. Chem. 14 1977 155 158
2. M.H. Elnagdi, S.M. Fahmy, E.A.A. Hafez, M.R.H. Elmoghayar, and S.A.R. Amer J. Heterocycl. Chem. 16 1979 1109 1111
3. G. Zvilichovsky, and D. Mordechai J. Chem. Soc. Perkin Trans. 1 1983 11
4. Z.E. Kandeel, F.M. Abdelrazek, N.E.M.S. Eldin, and M.H. Elnagdi J. Chem. Soc. Perkin Trans. 1 1985 1499
5. G. Kaupp, M.A. Metwally, F.A. Amer, and E. Abdel-Latif Eur. J. Org. Chem. 2003 1545 1551
6. S. Bondock, R. Rabie, H.A. Etman, and A.A. Fadda Eur. J. Med. Chem. 43 2008 2122 2129
7. M.A. Gouda, M.A. Berghot, A.I. Shoeib, and A.M. Khalil Eur. J. Med. Chem. 45 2010 1843 1848
8. D. Costa, A.P. Marques, R.L. Reis, J.L.F.C. Lima, and E. Fernandes Free Radic. Biol. Med. 40 2006 632 640
9. S.E. Forest, M.J. Stimson, and J.D. Simon J. Phys. Chem. B 103 1999 3963 3964
10. P.M.P. Santos, A.M.M. Antunes, J. Noronha, E. Fernandes, and A.J.S.C. Vieira Eur. J. Med. Chem. 45 2010 2258 2264
11. D. Costa, A. Gomes, J.L.F.C. Lima, and E. Fernandes Redox Rep. 13 2008 153 160
12. D. Costa, A. Vieira, and E. Fernandes Redox Rep. 11 2006 136 142
13. B. Kalyanaraman, and P.G. Sohnle J. Clin. Invest. 75 1985 1618 1622
14. A. Wong WHO Pharm. Newslett. 1 2002 15 16
15. J.P. Uetrecht, H.M. Ma, E. MacKnight, and R. McClelland Chem. Res. Toxicol. 8 1995 226 233
16. N.M. Abunada, H.M. Hassaneen, N.G. Kandile, and O.A. Miqdad Molecules 13 2008 1501 1517
17. M. Ezawa, D.S. Garvey, D.R. Janero, S.P. Khanapure, L.G. Letts, A. Martino, R.R. Ranatunge, D.J. Schwalb, and D.V. Young Lett. Drug Des. Discov. 2 2005 40 43
18. A.H. Abadi, A.A. Haleem Eissa, and G.S. Hassan Chem. Pharm. Bull. 51 2003 838 844
19. A. El-Shafei, A.A. Fadda, A.M. Khalil, T.A.E. Ameen, and F.A. Badria Bioorg. Med. Chem. 17 2009 5096 5105
20. A. Deeb, F. El-Mariah, and M. Hosny Bioorg. Med. Chem. Lett. 14 2004 5013 5017
21. S.A.A. El Bialya, and M.A. Gouda J. Heterocycl. Chem. 48 2011 1280 1286
22. D.R. Rao, S.P. Raychaudhuri, and V.S. Verma Int. J. Trop. Plant Dis. 12 1994 177 185
23. H.A. Elfahham, F.M. Abdel-Galil, Y.R. Ibraheim, and M.H. Elnagdi J. Heterocycl. Chem. 20 1983 667 670
24. B.C. Hinshaw, O. Lconoudakis, L.B. Townsend, Abstracts 112d National Meeting of the American Chemical Society, D. C. Washington, Sept. (1971), No MEDI-1540.
25. I. Ito, Japanese Patent (1971) 7030,101; Chem. Abstr. 74 (1971) 22827.
26. M.A. Barsy, E.A. Elrady, M.E. Hassan, and F.M. Abd El Latif Heterocycl. Commun. 6 2000 545
27. S. Bondock, W. Fadaly, and M.A. Metwally Eur. J. Med. Chem. 45 2010 3692 3701
28. E. Abushanab, D.Y. Lee, and L. Goodman J. Heterocycl. Chem. 10 1973 181 185
29. W. Borsche, and W. Doeller Liebigs Ann. Chem. 537 1938 53 C.A. 33, 1740 (1939)
30. P.J. Crowley, C. Lamberth, U. Muller, S. Wendeborn, O.-A. Sageot, J. Williams, and A. Bartovic Tetrahedron Lett. 51 2010 2652 2654
31. R.A. Carboni, D.D. Coffman, and E.G. Howard J. Am. Chem. Soc. 80 1958 2838 2840
32. W.-T. Li, W.-H. Wu, C.-H. Tang, R. Tai, and S.-T. Chen ACS Comb. Sci. 13 2011 72 78
33. K. Karrer, and J.R. Rtjbini Pharmacology 13 1965 124
34. T. Mosmann J. Immunol. Methods 65 1983 55 63
35. F. Denizot, and R. Lang J. Immunol. Methods 22 1986 271 277
36. M.I. Thabrew, R.D. Hughes, and I.G. McFarlane J. Pharm. Pharmacol. 49 1997 1132 1135
37. E. Lissi, B. Modak, R. Torres, J. Esocbar, and A. Urzua Free Radic. Res. 30 1999 471 477
38. J. Gutteridge, D. Rowley, and B. Halliwell Biochem. J. 199 1981 263 265
39. B.F. Abdel-Wahab, A.-A.S. El-Ahl, and F.A. Badria Chem. Pharm. Bull. 57 2009 1348 1351
40. F.A. Badria, M. Ameen, and M. Akl Z. Naturforsch. 62c 2007 656 660.