Have a personal or library account? Click to login
Synthesis and pharmacophore modeling of novel quinazolines bearing a biologically active sulfonamide moiety Cover

Synthesis and pharmacophore modeling of novel quinazolines bearing a biologically active sulfonamide moiety

Open Access
|Mar 2013

References

  1. 1. M.M. Ghorab, S. E. Barakat, H. M. Saker andM. M. Abd Rabo, Synthesis and antitumor activity of some novel quinazoline derivatives bearing the biologically active thione moiety, Arzneim. Forsch./Drug Res. 56 (2006) 665-670; DOI: 10.1002/chin.200703141.10.1002/chin.200703141
  2. 2. S. E. Barakat, M. M. Ghorab, H. M. Saker and M. M. Abd Rabo, Novel quinazolinone derivatives as possible antitumor agents, Phosphorus Sulfur Silicon 182 (2007) 65-77; DOI: 10.1080/ 10426500600867042.10.1080/10426500600867042
  3. 3. M. M. Ghorab, S. M. Abdel-Gawad and M. S. A. El-Gaby, Synthesis and evaluation of some new fluorinated hydroquinazoline derivatives as antifungal agents, Farmaco 55 (2000) 249-255; DOI: 10.1016/S0014-827X(00)00029-X.10.1016/S0014-827X(00)00029-X
  4. 4. S. M. Abdel-Gawad, M. S. A. El-Gaby and M. M. Ghorab, Synthesis and antifungal activity of novel pyrano[2’,3’:4,5]thiazolo[2,3-b]quinazolines, pyrido[2’,3’:4,5]thiazolo[2,3-b]quinazolines and pyrazolo[2’,3’:4,5]thiazolo[2,3-b]quinazolines, Farmaco 55 (2000) 287-292; DOI: 10.1016/S0014- -827X(00)00042-2.
  5. 5. M.M. Ghorab, S. G. Abdel-Hamide, M. S. A. El-gaby and S. M. El-Sayed, Synthesis and effect of some new [1,2,4]triazolo [4,3-a]quinazolin-5(4H)-ones and related compounds on Ehrlich ascites carcinoma cells, Acta Pharm. 49 (1999) 1-10.
  6. 6. M.M. Ghorab, S. G. Abdel-Hamide and S. M. El-Sayed, Novel quinazolone derivatives as antitumor agents, Phosphorus Sulfur Silicon 142 (1998) 57-68; DOI: 10.1080/10426509808029666.10.1080/10426509808029666
  7. 7. S. Jantova, D. Hudecova, S. Stankova and L. Ruzekova, Antibacterial effect of substituted 4-quinazolylhydrazines and their arylhydrazones determined by a modified microdilution method, Folia Microbiol. 40 (1995) 611-614; DOI: 10.1007/BF02818517.10.1007/BF02818517
  8. 8. N. B. Patel, J. C. Patel and G. G. Barat, Synthesis and antimicrobial activity of 2-[2-(2,6-dichlorophenyl) amino]benzyl-3-(5-substituted phenyl-4,5-dihydro-1H-pyrazol-3-yl-amino)-6,8-dibromoquinazolin-4(3H)ones, J. Young Pharm. 2 (2010) 173-182; DOI: 10.4103/0975-1483.63165.10.4103/0975-1483.63165
  9. 9. V. Gupta, S. K. Kashaw, V. Jatav and P. Mishra, Synthesis and antimicrobial activity of some new 3-[5-(4-substituted) phenyl-1,3,4-oxadiazole-2yl]-2-styrylquinazoline-4(3H)-ones, Med. Chem. Res. 17 (2008) 205-211; DOI: 10.1007/s00044-007-9054-3.10.1007/s00044-007-9054-3
  10. 10. P. Kumar, C. Nath, K. P. Bhargava and K. Shanker, Synthesis and antiparkinsonian activity of styryl quinazolones, Pharmazie 37 (1982) 802-804.
  11. 11. F. Roubinek, J. Vavrina and Z. Budesinsky, 3-Aminoalkyl- and 3-benzyl-4(3H)-quinazolinones, Collect. Czech. Chem. Commun. 47 (1982) 630-635; DOI: 10.1135/cccc19820630.10.1135/cccc19820630
  12. 12. G. Y. Zhixiong, R. K. Bakshi,M. Chen, S. P. Rohrer, S. D. Feighner, S. S. Pong, A. D. Howard, A. Blake, E. T. Birzin, L. Locco, R. M. Parmar, W. W. S. Chan, J. M. Schaeffer, R. G. Smith, A. A. Patchett and R. P. Nargaund, Modeling directed design and biological evaluation of quinazolinones as non-peptidic growth hormone secretagogues, Bioorg. Med. Chem. Lett. 10 (2000) 5-8; DOI: 10.1016/S0960-894X(99)00584-3.10.1016/S0960-894X(99)00584-3
  13. 13. V. Alagarsamy, S. Murugesan, K. Dhanabal, M. Murugan and E. De Clercq, Anti-HIV, antibacterial and antifungal activities of some novel 2-methyl-3-(substituted methylamino)-(3H)-quinazolin-4-ones, Indian J. Pharm. Sci. 69 (2007) 304-307; DOI: 10.4103/0250-474X.33167.10.4103/0250-474X.33167
  14. 14. S. K. Pandey, A. Singh, A. Singh and A. Nizamuddin, Antimicrobial studies of some novel quinazolinones fused with [1,2,4]-triazole, [1,2,4]-triazine and [1,2,4,5]-tetrazine rings, Eur. J. Med. Chem. 44 (2009) 1188-1197; DOI: 10.1016/j.ejmech.2008.05.033.10.1016/j.ejmech.2008.05.03318614258
  15. 15. S. Jantova, R. Ovadekova, S. Letasiova, K. Spirkova and S. Stankovsky, Antimicrobial activity of some substituted triazoloquinazolines, Folia Microbiol. 50 (2005) 90-94; DOI: 10.1007/BF02931453.10.1007/BF0293145316110909
  16. 16. M. S. Al-Said, M. M. Ghorab, M. S. Al-Dosari and M. M. Hamed, Synthesis and in vitro anticancer evaluation of some novel hexahydroquinoline derivatives having a benzenesulfonamide moiety, Eur. J. Med. Chem. 46 (2011) 201-207; DOI: org/10.1016/j.ejmech.2010.11.002.10.1016/j.ejmech.2010.11.00221112675
  17. 17. M. M. Ghorab, E. Noaman, M. M. F. Ismail, Y. A. Ammar, H. I. Heiba and M. Y. Sayed, Novel antitumor and radioprotective sulfonamides containing pyrrolo[2,3-d]pyrimidines, Arzneim. Forsch/Drug Res. 56 (2006) 405-413; DOI: 10.1002/chin.200643177.10.1002/chin.200643177
  18. 18. M. M. Ghorab, Z. H. Ismail, S. M. Abdel-Gawad and A. Abdel Aziem, Antimicrobial activity of amino acid, imidazole, and sulfonamide derivatives of pyrazolo[3,4-d]pyrimidine, Heteroatom. Chem. 15 (2004) 57-62; DOI: 10.1002/hc.10212.10.1002/hc.10212
  19. 19. Y. Genç, R. Özkanca and Y. Bekdemir, Antimicrobial activity of some sulfonamide derivatives on clinical isolates of Staphylococcus aureus, Ann. Clin. Microbiol. Antimicrob. 7 (2008) 17-23; DOI: 10.1186/1476-0711-7-17.10.1186/1476-0711-7-17254643318715512
  20. 20. M. S. Al-Said, M. S. Bashandy, S. I. Al-Qasoumi and M. M. Ghorab, Anti-breast cancer activity of some novel 1,2-dihydropyridine, thiophene and thiazole derivatives, Eur. J. Med. Chem. 46 (2011) 137-141; DOI: 10.1016/j.ejmech.2010.10.024.10.1016/j.ejmech.2010.10.02421093116
  21. 21. S. Guccion, A. Raffaelli, G. V. Barretta, L. M. Scolaro, S. Pucci and F. Russo, Potential of alkyl orthoformates as alkylating agents of non-electron rich nitrogen heterocycles, J. HeterocyclicChem. 32 (1995) 1149-1158; DOI: 10.1002/jhet.5570320409.10.1002/jhet.5570320409
  22. 22. Y. Murti, A. K. Singh and D. Pathak, New 6-bromo-2-methyl-3-(substituted phenyl)-(3H)-quinazolin-4-ones with antimicrobial and antiinflammatory activities, Indian J. Pharm. Sci. 73 (2011) 333-337; DOI: 10.4103/0250-474X.93512.
  23. 23. Z. H. Chohan, M. H. Youssoufi, A. Jarranpour and T. B. Hadda, Identification of antibacterial and antifungal pharmacophore sites for potent bacteria and fungi inhibition: indolenyl sulfonamide derivatives, Eur. J. Med. Chem. 45 (2010) 1189-1199; DOI: 10.1016/j.ejmech.2009.11.029.10.1016/j.ejmech.2009.11.02920005022
  24. 24. G. Wolber and T. Langer, LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters, J. Chem. Inf. Model. 45 (2005) 160-169; DOI: 10.1021/ ci049885e.
  25. 25. S. Friederike, L. Sven, H. Thomas, S. Karsten, L. F. Philip and H. Hans-Dieter, Pharmacophore definition and three-dimensional quantitative structure-activity relationship study on structurally diverse prostacyclin receptor agonists, Mol. Pharmacol. 62 (2002) 1103-1111; DOI: 10.1124/ mol.62.5.1103.10.1124/mol.62.5.110312391273
  26. 26. S. John, S. Thangapandian, S. Sakkiah and K. W. Lee, Potent bace-1 inhibitor design using pharmacophore modeling, in silico screening and molecular docking studies, BMC Bioinform. 12 (2011) S1-S28; DOI: 10.1186/1471-2105-12-S1-S28.10.1186/1471-2105-12-S1-S28304428321342558
  27. 27. J. Garín, E. Meléndez, F. L. Merchán, P. Merino, J. Orduna, T. Tejero, Synthesis of unsymmetrical diheteroarylbenzenes: Benzoazole and quinazoline derivatives, J. Heterocycl. Chem. 28 (1991) 359-363; DOI: 10.1002/jhet.5570280229.10.1002/jhet.5570280229
  28. 28. I. Graefe, K. Kottke, H. Kuehmstedt and D. Knoke, Synthesis of 3-hetaryl-4-oxo-2-thioxo- and 3-heterotaryl-2,4-dioxo-1,2,3,4-tetrahydroquinazolines, Pharmazie 45 (1990) 530-531; ChemInform22 (1991); DOI: 10.1002/chin.199148179.10.1002/chin.199148179
  29. 29. A. A. Fahmi, S. C. Mekki, H. A. Alber, A. S. Shawlai, H. N. Hassaneen and H. Abdelhamid, A Facile synthesis of some pyrazolo analogues of tricyclic purine derivative via hydrazonoyl halides, J. Chem. Res. 12 (1994) 140-149.
  30. 30. J. Fathi, V. Masand, R. Jawarkar, R. Mouhoub and T. Ben Hadda, POM as efficient tools to predict and improve both antibacterial and antifungal activity of aryl aldazines, J. Comput. Meth. Mol. Des. 1 (2011) 57-68.
DOI: https://doi.org/10.2478/acph-2013-0006 | Journal eISSN: 1846-9558 | Journal ISSN: 1330-0075
Language: English
Page range: 1 - 18
Published on: Mar 12, 2013
Published by: Croatian Pharmaceutical Society
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year
Related subjects:

© 2013 Mostafa M. Ghorab, Zienab H. Ismail, Awwad A. Radwan, Mohamad Abdalla, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.