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Synthesis of pyranopyrazolo N-glycoside and pyrazolopyranopyrimidine C-glycoside derivatives as promising antitumor and antimicrobial agents


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1. E. De Clercq, Antiviral drugs in current clinical use, J. Clin. Virol. 30 (2004) 115–133; DOI: 10.1016/j.jcv.2004.02.009.10.1016/j.jcv.2004.02.009Search in Google Scholar

2. P. J. O’Dwyer, S. A. King, J. Plowman, C. K. Grieshaber, D. F. Hoth and B. Leyland-Jones, Pyrazole: preclinical reassessment, Invest. New Drug6 (1988) 305–310.Search in Google Scholar

3. A. Bekhit and T. Abdel-Aziem, Design, synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory-antimicrobial agents, Bioorg. Med. Chem. 12 (2004) 1935–1945; DOI: 10.1016/j.bmc.2004.01.037.10.1016/j.bmc.2004.01.037Search in Google Scholar

4. K. L. Kees, J. J. Fitzgerald, K. E. Steiner, J. F. Mattes, B. Mihan and T. Tosi, New potent antihyperglycemic agents in db/db mice: synthesis and structure-activity relationship studies of (4-substituted benzyl) (trifluoromethyl)pyrazoles and -pyrazolones, J. Med. Chem. 39 (1996) 3920–3928.Search in Google Scholar

5. A. Geronikaki, E. Babaev, J. Dearden, W. Dehaen, D. Filimonov, I. Galaeva, V. Krajneva, A. Lagunin, F. macaev, G. Molodavkin, V. Poroikov, S. Pogrebnoi, V. Saloutin, A. Stepanchikova, E. Stingaci, N. Tkach, L. Vlad and T. Voroninaf, Design, synthesis, computational and biological evaluation of new anxyiolytics, Bioorg. Med. Chem.12 (2004) 6559–6568; DOI: 10.1016/j.bmc.2004.09.016.10.1016/j.bmc.2004.09.016Search in Google Scholar

6. D. Sil, R. Kumar, A. Sharon, P. R. Malik and V. Ram, Stereoselective alkenylation of a 1,3-disubstituted pyrazol-5-one through ring transformation of 2H-pyran-2-ones, Tetrahedron Lett.46 (2005) 3807–3809; DOI: 10.1016/j.tetlet.2005.03.207.10.1016/j.tetlet.2005.03.207Search in Google Scholar

7. J. S. Larsen, M. A. Zahran, E. B. Pedersen and C. Nielsen, Synthesis of triazenopyrazole derivatives as potential inhibitors of HIV-1, Monatsh. Chem. 130 (1999) 1167–1173.Search in Google Scholar

8. A. Arrieta, J. R. Carrillo, F. P. Cossl, E. Ortiz, M. J. Gomez-Escalonilla, A. de la Hoz, F. Langa and A. Moreno, Efficient tautomerization hydrazone-azomethine imine under microwave irradiation. Synthesis of [4,3′] and [5,3′]bipyrazoles, Tetrahedron54 (1998) 13167–13180; DOI: 10.1016/S0040-4020(98)00798-4.10.1016/S0040-4020(98)00798-4Search in Google Scholar

9. G. M. Nitulescu, C. Draghici and O. T. Olaru, New potential antitumor pyrazole derivatives: Synthesis and cytotoxic evaluation, Int. J. Mol. Sci.14 (2013) 21805–21818; DOI: 10.3390/ijms141121805.10.3390/ijms141121805385603624192822Search in Google Scholar

10. J. L. Wang, D. Liu, Z. J. Zhang, S. Shan, X. Han, S. M. Srinivasula, C. M. Croce, E. S. Alnemri and Z. Huang, Structure-based discovery of an organic compound that binds Bcl-2 protein and induces apoptosis of tumor cells, Proc. Natl. Acad. Sci. USA97 (2000) 7124–7129.10.1073/pnas.97.13.71241651010860979Search in Google Scholar

11. E. S. El-Tamany, F. A. El-Shahed and B. H. Mohamed, Synthesis and biological activity of some pyrazole derivatives, J. Serb. Chem. Soc.64 (1999) 9–18.Search in Google Scholar

12. M. E. A. Zaki, H. S. Soliman, O. A. Hiekal and A. E. Rashad, Pyrazolopyranopyrimidines as a class of anti-inflammatory agents, Z. Naturforsch. C. 61 (2006) 1–5.10.1515/znc-2006-1-20116610208Search in Google Scholar

13. F. M. Abdelrazek, P. Metz, N. H. Metwally and S. F. El-Mahrouky, Synthesis and molluscicidal activity of new cinnoline and pyrano[2,3-c]pyrazole derivatives, Arch. Pharm. 339 (2006) 456–460.10.1002/ardp.20060005716795107Search in Google Scholar

14. F. M. Abdelrazek, P. Metz, O. Kataeva, A. Jager and S. F. EI-Mahrouky, Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives, Arch. Pharm.340 (2007) 543–548.10.1002/ardp.20070015717912679Search in Google Scholar

15. N. Foloppe, L. M. Fisher, R. Howes, A. Potter, A. G. S. Robertson and A. E. Surgenor. Identification of chemically diverse Chk1 inhibitors by receptor-based virtual screening, Bioorg. Med. Chem.14 (2006) 4792–4802; DOI: 10.1016/j.bmc.2006.03.021.10.1016/j.bmc.2006.03.02116574416Search in Google Scholar

16. S. A. El-Assiery, G. H. Sayed and A. Fouda, Synthesis of some new annulated pyrazolo-pyrido (or pyrano) pyrimidine, pyrazolopyridine and pyranopyrazole derivatives, Acta Pharm.54 (2004) 143–150.Search in Google Scholar

17. C. M. Ashraf, S. S. Ali and A. Hussain, Organic reaction in aqueous solution, Part-VIII: Effect of Sonication on the reaction of thiosemicarbazide with ethyl acetoacetate, J. Chem. Soc. Pak.20 (1998) 145–149.Search in Google Scholar

18. M. M. H. Bhuiyan, M. I. Hossain, M. A. Alam and M. M. Mahmud, Microwave assisted Knoevenagel condensation: synthesis and antimicrobial activites of some arylidene-malononitriles, Chem. J.2 (2012) 31–37.Search in Google Scholar

19. S. R. Jain and A. Kar, The antibacterial activity of some essential oils and their combinations. Planta Med.20 (1971) 118–123; DOI: 10.1055/s-0028-1099675.10.1055/s-0028-10996755119010Search in Google Scholar

20. H. Ericsson and J. C. Sherris, Antibiotic sensitivity testing. Report of an international collaborative study, Acta Pathol. Microbiol. Scand. Sect. B217 (1971) 1–90.Search in Google Scholar

21. P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMahon, D. Vistica, J. T. Warren, H. Bokesch, S. Kenny and M. R. Boyd, New colorimetric cytotoxicity assay for anticancer drug screening, J. Natl. Cancer Inst. 82 (1990) 1107–1112; DOI: 10.1093/jnci/82.13.1107.10.1093/jnci/82.13.11072359136Search in Google Scholar

22. A. Monks, D. Scudiero, P. Skehan, R. Shoemaker, K. Paul, D. Vistica, C. Hose, J. Langley, P. Cronise, A. Vaigro-Wolff, M. Gray-Goodrich, H. Campbell, J. Mayo and J. M. Boyd, Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines, J. Natl. Cancer Inst. 83 (1991) 757–776; DOI: 10.1093/jnci/83.11.757.10.1093/jnci/83.11.7572041050Search in Google Scholar

23. A. B. A. El-Gazzar, H. N. Hafez and G. A. M. Nawwar, New acyclic nucleoside analogues as potential analgesic, anti-inflammatory, anti-oxidant and anti-microbial derived from pyrimido[4,5-b]quinolines, Eur. J. Med. Chem.44 (2009) 1427–1436; DOI: 10.1016/j.-ejmech.2008.09.030.Search in Google Scholar

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