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Biological screening and assessment of certain substituted monoazo heterocycles containing sulphur and / or nitrogen and their seleno like moieties

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The monoazo substituted five membered heterocycles, along with their seleno like moieties are still of interest in organic chemistry due to their medicinal and valuable applications. In continuation of our interest in the study of heterocyclic azo compounds containing sulphur and / or nitrogen heteroatoms, the synthesis of 5-aryl mono azo-thiazol-2-ylcarbamoyl-thiophene along with their seleno like derivatives of pyridine, pyridazine and quinolone, were accomplished. All the synthesized compounds were in vitro screening of their antioxidant activity, antitumor activity against Ehrlich ascites carcinoma cell EACC cell line and antimicrobial activity against various pathogenic microorganisms, such as Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli and Salmonella typhimurium) and fungi strains of Aspergillus flavus and Candida albicans. The structural–activity relationship was studied based on the obtained data.
Rocznik
Strony
28--35
Opis fizyczny
Bibliogr. 23 poz., rys., tab.
Twórcy
  • Taif University, Department of Chemistry, Faculty of Science, Taif 21974, Saudi Arabia
  • Higher Institute for Engineering and Technology, Department of Chemical Engineering, New Dameitta, Egypt
  • Taif University, Department of Chemistry, Faculty of Science, Taif 21974, Saudi Arabia
Bibliografia
  • 1. Choi, J. H., Hong, S. H., Lee, E. J. & Towns, A.D. (2000). Structure-wet fastness relationships of some blue disperse dyes for polyester. Color Technol. 116(9), 273–278. DOI: 10.1111/j.1478-4408.2000.tb00046.x.
  • 2. Gregory, P. (1994). Modem reprographics. Rev. Progr. Color. Rel. Topics 24(1), 1–16. DOI: 10.1111/j.1478-4408.1994.tb03763.x.
  • 3. Holla, B.S., Malini, K.V., Rao, B.S., Sarojini, B.K. & Kumari, N.S. (2003). Synthesis of some new 2,4-di-substituted thiazoles as possible antibacterial and anti-inflammatory agents. Eur. J. Med. Chem. 38(3), 313–318. DOI: 10.1016/S0223-5234(02)01447-2.
  • 4. Dari, A., Christiaens, L.E. & Renson, M.J. (1993). Synthesis of a Selenium Analogue of Ellipticine: 5,11-dimethyl[1]benzoselenolo[2,3-g]isoquinoline. Acta Chem. Scand. 47, 208–211. DOI: 10.3891/acta.chem.scand.47-0212.
  • 5. Furukawa, N. (1993). Formation of Unusual Valent Organic Sulfur and Selenium Compounds via Transannular Interaction. Phosphorus Sulfur 74(1–4), 261–278. DOI: 10.1080/10426509308038112.
  • 6. Martins, I. L., Miranda, J. P., Oliveira, N. G., Fernandes, A. S., Gonçalves, S. & Antunes, A. M. M. (2013). Synthesis and Biological Activity of 6-Selenocaffeine: Potential Modulator of Chemotherapeutic Drugs in Breast Cancer Cells. Molecules 18(5), 5251–5264. DOI: 10.3390/molecules18055251.
  • 7. Woodbury, C. P. (2003). Biochemistry: The Chemical Reactions of Living Cells, Volumes 1 and 2, 2nd Edition By David E. Metzler and Carol M. Metzler (Iowa State University). Academic Press, New York. 2003. xxi + 1973 pp. 8.5 × 11 in. $170. ISBN 0-12-492543-X. J. Nat. Prod. 66(9), 1297–1297. 10.1021/np0307082.
  • 8. Metwally, M., Khalifa, M., Attia, E. & Amer, F. (2010). New arylhydrazonothiazolidin-5-one disperse dyes for dyeing polyester fibers. Pol. J. Chem. Technol. 12(1), 1. DOI: 10.2478/v10026-010-0001-6.
  • 9. Khalifa, M. E., Metwally, M. A., Adel-Latif, E. & Amer, F. A. (2012). Synthesis of Some New 5-Arylazothiazole Derivatives as Disperse Dyes for Dyeing Polyester Fibers. Int. J. Text. Sci. 1(6), 62–68. DOI: 10.5923/j.textile.20120106.02.
  • 10. Khalifa, M. E., Abdel-Latif, E. & Gobouri, A. A. (2015). Disperse Dyes Based on 5-Arylazo-thiazol-2-ylcarbamoyl-thiophenes: Synthesis, Antimicrobial Activity and Their Application on Polyester. J. Heterocycl. Chem. 52(3), 674–680. DOI: 10.1002/jhet.2153.
  • 11. Khalifa, M. E., Abdel-Hafez, S. H., Gobouri, A. A. & Kobeasy, M. I. (2015). Synthesis and Biological Activity of Novel Arylazothiazole Disperse Dyes Containing Selenium for Dyeing Polyester Fibers. Phosphorus Sulfur 190(4), 461–476. DOI: 10.1080/10426507.2014.948622.
  • 12. Abdel-Latif, E., Amer, F. A., Metwally, M. A. & Khalifa, M. E. (2009). Synthesis of 5-arylazo-2-(arylidenehydrazino)-thiazole disperse dyes for dyeing polyester fibres. Pigm. Resin. Technol. 38(2), 105–110. DOI: 10.1108/03699420910940608.
  • 13. Nagai, T., Inoue, R., Suzuki, N., Myoda, T. & Nagashima, T. (2005). Antioxidative ability in a linoleic acid oxidation system and scavenging abilities against active oxygen species of enzymatic hydrolysates from pollen Cistus ladaniferus. Int. J. Mol. Med. 15(2), 259–263. DOI: 10.3892/ijmm.15.2.259.
  • 14. Sztaricskai, F., Takács, I. E., Pusztai, F., Szabó, G. & Csípõ, I. (1999). Antiulcer Effect of the N-and O-β-D-Glucopyranosides of 5-Aminosalicylic Acid. Arch. Pharm. 332(9), 321–326. DOI:10.1002/(SICI)1521-4184(19999)332:9<321::AID-ARDP321>3.0.CO;2-A.
  • 15. Shanab, S. M. M., Shalaby, E. A. & El Fayoumy, E. A. (2011). Enteromorpha compressa Exhibits Potent Antioxidant Activity. J. Biomed. Biotechnol. 2011, 1–11. DOI: 10.1155/2011/726405.
  • 16. Bonfilio, R. B. D. A. M. & Salgado, H. R. N. (2010). Recent applications of analytical techniques for quantitative pharmaceutical analysis: a review. WSEAS TRANSACTIONS on BIOLOGY and BIOMEDICINE 7(4), 316–338. http://www.worldses.org/journals/biology/biology-2010.htm
  • 17. Fisher, R. A., Statistical method for research workers Edinburgh, In Classics in the history of psychology. 14 ed.; Oliver and Boyed: 1970.
  • 18. Nie, N. H., Bent, D. H. & Hull, C. H., SPSS: Statistical package for the social sciences. McGraw-Hill New York: 1970.
  • 19. Shawali, A. S. & Abdelhamid, A. O. (1976). New routes to aroylthiadiazolines and arylazothiazoles from phenylglyoxalyl bromide arylhydrazones and phenacyl thiocyanate. J. Heterocycl. Chem. 13(1), 45–49. DOI: 10.1002/jhet.5570130108.
  • 20. Chou, H. J., Kuo, J. T. & Lin, E. S. (2009). Comparative antioxidant properties of water extracts from different parts of Beefsteak plant (Perilla frutescens). J. Food & Drug Anal. 17(6), 489–496.
  • 21. Devi, P. U., Solomon, F. E. & Sharada, A. C. (1999). Plumbagin, A Plant Naphthoquinone with Antitumor and Radiomodifying Properties. Pharm. Biol. 37(3), 231–236. DOI: 10.1076/phbi.37.3.231.6299.
  • 22. Litvinov, V. P., Mortikov, V. Y., Sharanin, Y. A. & Shestopalov, A. M. (1985). Condensed Pyridines; 1. A Convenient Method for Synthesis of Novel 3-Cyanopyridine-2(1H)-selenones and 3-Aminoselenolo [2,3-b] pyridines. Synthesis 01, 98–99. DOI: 10.1055/s-1985-31124.
  • 23. Bennett, J. M., Catovsky, D., Daniel, M. T., Flandrin, G., Galton, D. A. G., Gralnick, H. R. & Sultan, C. (1976). Proposals for the Classification of the Acute Leukaemias French-American-British (FAB) Co-operative Group. Br. J. Haematol. 33(4), 451–458. DOI: 10.1111/j.1365-2141.1976.tb03563.x.
Uwagi
Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2018).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-b8da6613-d394-4008-bb2f-e9d2225bd8cb
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