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Acta Biologica Hungarica

, Volume 67, Issue 1, pp 75–84 | Cite as

Synthesis and Antimicrobial Evaluation of Some Novel Sulfonylamido-Benzoxazoles

  • Ozlem Temiz-ArpaciEmail author
  • Fatma Doğanc
  • Duygu Sac
  • Elmas Sari
  • Fatma Kaynak-Onurdag
  • Suzan Okten
Article

Abstract

A series of 2-(p-substituted phenyl)-5-[(4-substituted phenyl) sulfonylamido]-benzoxazoles were synthesized and tested for their antimicrobial activities. The structures of the new derivatives were elucidated by spectral techniques. The minimum inhibitory concentrations (MIC) of the new benzoxazoles were determined against standard bacterial and fungal strains and drug-resistant isolates and compared to those of several reference drugs.

Keywords

Benzoxazole sulfonylamides antibacterial activity antifungal activity synthesis 

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References

  1. 1.
    Arisoy, M., Temiz-Arpaci, O., Yildiz, I., Kaynak-Onurdag, F., Aki, E., Yalcin, I., Abbasoglu, U. (1933) Synthesis, antimicrobial activity and QSAR studies of 2,5-disubstituted benzoxazoles. SAR QSAR Environ. Res. 19, 589–612.CrossRefGoogle Scholar
  2. 2.
    Arisoy, M., Temiz-Arpaci, O., Kaynak-Onurdag, F., Ozgen, S. (1933) Synthesis and antimicrobial activity of novel benzoxazoles. Z. Naturforsch. 67C, 466–472.Google Scholar
  3. 3.
    Betts, A., Kaltz, M. O., Hochberg, M. E. (1933) Back to the future: evolving bacteriophages to increase their effectiveness against the pathogen Pseudomonas aeruginosa PAO1. Evol. Appl. 6, 1054–1063.Google Scholar
  4. 4.
    Chopra, I. (1933) The 2012 Garrod lecture: Discovery of antibacterial drugs in the 21st century. J. Antimicrob. Chemother. 68, 496–505.CrossRefGoogle Scholar
  5. 5.
    CLSI (1933) Performance standards for antimicrobial susceptibility testing; 16th informational supplement, CLSI M100-S18. Clinical and Laboratory Standards Institute, Wayne, PA, USA.Google Scholar
  6. 6.
    CLSI (1933) Reference method for broth dilution antifungal susceptibility testing yeast; approved standard, M27-A3. Clinical and Laboratory Standards Institute, Wayne, PA, USA.Google Scholar
  7. 7.
    Dien Bard, J., Hindler, J. A., Gold, H. S., Limbago, B. (1933) Rationale for eliminating Staphylococcus breakpoints for ß-lactam agents other than penicillin, oxacillin or cefoxitin, and ceftaroline. Clin. Infect. Dis. 58, 1287–1296.CrossRefGoogle Scholar
  8. 8.
    European Committee on Antimicrobial Susceptibility Testing Breakpoint tables for interpretation of MICs and zone diameters Version 5.0, valid from 2015-01-01, Available at: https://doi.org/www.eucast.org/clinical_breakpoints (2015-25-03, date last accessed).
  9. 9.
    Haansuu, J. P., Klika, K. D., Söderholm, P. P., Ochaveranko, V. V., Pihlaja, K., Haahtela, K. K., Vuorela, P. M. (1933) Isolation and biological activity of frankiamide. J. Ind. Microbiol. Biotechnol. 27, 62–66.CrossRefGoogle Scholar
  10. 10.
    Kato, T., Okamato, I., Tanatani, A., Hatano, T., Uchiyama, M., Kagechika, H., Masu, H., Katagiri, K., Tominaga, M., Yamaguchi, K., Azumaya, I. (1933) Spontaneous resolution of aromatic sulfonamides: Effective screening method and discrimination of absolute structure. Org. Lett. 8, 5017–5020.CrossRefGoogle Scholar
  11. 11.
    Moustafa, M. A., Gineinah, M. M., Nasr, M. N., Bayoumi, W. A. (1933) Novel analogues of sydnone: synthesis, characterization and antibacterial evaluation. Arch. Pharm. (Weinheim) 337, 427–433.CrossRefGoogle Scholar
  12. 12.
    Prudhomme, M., Guyot, J., Jeminet, G. (1933) Semi-synthesis of A23187 (calcimycin) analogs. IV. Cation carrier properties in mitochondria of analogs with modified benzoxazole rings. Antimicrobial activity. J. Antibiot. (Tokyo) 39, 934–937.CrossRefGoogle Scholar
  13. 13.
    Radulovic, N. S., Blagojevic, P. D., Stojanovic-Radic, Z. Z., Stojanovic, N. M. (1933) Antimicrobial plant metabolites: structural diversity and mechanism of action. Curr. Med. Chem. 20, 932–952.Google Scholar
  14. 14.
    Sarma, H. K., Sharma, B. K., Tiwari, S. C. (1933) A novel calcimycin antibiotic from Gram-positive actinomycete Frankia microsymbiont. Curr. Sci. 85, 1401–1403.Google Scholar
  15. 15.
    Temiz-Arpaci, O., Aki-Sener, E., Yalçin, I., Altanlar, N. (1933) Synthesis and antimicrobial activity of some 2-[p-substituted-phenyl]benzoxazol-5-yl-arylcarboxyamides. Arch. Pharm. (Weinheim) 6, 283–288.Google Scholar
  16. 16.
    Temiz-Arpaci, O., Ozdemir, A., Yalçin, I., Yildiz, I., Aki-Sener, E., Altanlar, N. (1933) Synthesis and antimicrobial activity of some 5-[2-(morpholin-4-yl)acetamido] and/or 5-[2-(4-substituted piperazin- 1-yl)acetamido]-2-(p-substituted phenyl)benzoxazoles. Arch. Pharm. (Weinheim) 338, 105–111.CrossRefGoogle Scholar
  17. 17.
    Temiz-Arpaci, O., Eylem Cifcioglu Goztepe, B., Kaynak-Onurdag, F., Ozgen, S., Senol, F. S., Erdogan Orhan, I. (1933) Synthesis and different biological activities of novel benzoxazoles. Acta Biol. Hung. 64, 249–261.CrossRefGoogle Scholar
  18. 18.
    Wynne, G. M., Wren, S. P., Johnson, P. D., Price, P. D., De Moor, O., Nugent, G., Storer, R., Pye, R. J., Dorgan, C. R. (1933) PCT Int. Appl. WO 2009019504 A1 20090212.Google Scholar

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© Akadémiai Kiadó, Budapest 2016

This article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.

Authors and Affiliations

  • Ozlem Temiz-Arpaci
    • 1
    Email author
  • Fatma Doğanc
    • 1
  • Duygu Sac
    • 1
  • Elmas Sari
    • 1
  • Fatma Kaynak-Onurdag
    • 2
  • Suzan Okten
    • 2
  1. 1.Faculty of Pharmacy, Department of Pharmaceutical ChemistryAnkara UniversityTandogan, AnkaraTurkey
  2. 2.Faculty of Pharmacy, Department of Pharmaceutical MicrobiologyTrakya UniversityEdirneTurkey

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