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Synthesis, Characterization and Antimicrobial Activity of Novel Etoksibenzilidenamino Eerived 1,2,4-triazoles

Year 2017, Volume: 10 Issue: 2, 255 - 265, 22.12.2017

Abstract

The benzaldehyde and their derivatives have a good antimicrobial properties. Our research aim is to improve the antimicrobial effect, different derived from 3-Alkil/aril-4 triozole and metoksibenzoksi. The synthesized triazoles were characterized by spectroscopic techniques, such as, 1H NMR, 13C NMR, UV absorption spectra, and mass spectra (MS). We were mesured their antibacterial activities in vitro against Bacillius subtilis, Yersinia enterocolitca, Bacillus cereus, Staphlacoccus aureus, Esherichia coli, Pasterulla multicida, Klepsiella pnemonias. The synthesis of a series of etoksibenzilidenamino derived 1,2,4-triazoles has been realized with good yields using the CuAAC of a variety of alkynyl heterocycles, alkynyl carbohydrates or alkynes. The structures of the obtained compounds were confirmed by NMR spectroscopy (1H and 13C) and mass spectrometry. Overall, the molecules are not showed very antibacterial activity, but our antibiotic showed that important antibacterial activity. 

References

  • Chu D.T., Plattner J.J., Katz L., J. Med. (1996). Chem. 39-3853-3874.
  • Chua T., Moore C.L., Perri M.B., Donabedian S.M., Masch W., Vager D., Davis S. L., Lulek K., Zimnicki B., Zervos M.J., J. (2008). Clin. Microbiol. 46- 2345-2352.
  • Darandale S.N., Mulla N. a., Pansare D.N., Sangshetti J.N., Shinde D.B., Eur. J. Med. (2013). Chem. 65 -527-532.
  • Fichtali W., Laboudi, E.M. El hadrami, F. El Aroussi, A.Ben-Tama, M.Benlemlıh, S.-E. Stiriba, (2016) Synthesis, characterization and antimicrobial activity of novel benzophenone derived 1,2,3-triazoles. J. Mater. Environ. Sci. 7 (5) (2016) 1633-1641.
  • He Y.-W., Dong C.-Z., Zhao J.-Y., Ma L.-L., Li Y.-H., Aisa H.A., Eur. J. (2014). Med. Chem. 76 245-255.
  • Henry G.E., Jacobs H., Carrington C.M.S., McLean S., Reynolds W.F., (1999). Tetrahedron. 55 1581-1596.
  • Kamal A., Hussaini S.M.A., Faazil S., Poornachandra Y., Narender Reddy G., Kumar C.G., Rajput V.S., Rani C., Sharma R., Ali Khan I., Babu N.J., ((2013).Bioorganic Med. Chem. Lett. 23 -6842-6846.
  • Karrer F., Meier H., Pascual A., J. Fluor. (2000). Chem. 103- 81-84.
  • Kaushik C.P., Lal K., Kumar A., Kumar S., (2014). Med. Chem. Res. 23 2995-3004.
  • Kharb R., Sharma P.C., Yar M.S., J. (2011). Enzyme Inhib. Med. Chem. 26- 1-21.
  • Tarik El-Sayed Ali, (2009) “Synthesis and antibacterial activity of some new thiadiaza/triazaphospholes, thiadiaza/triaza/tetrazaphosphinines and thiadiaza/tetrazaphosphepines containing 1,2,4-triazinone moiety” European Journal of Medicinal Chemistry S: 44 s. 4539–4546
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  • Ulloora S., Shabaraya R., Adhikari A.V., Bioorg. (2013). Med. Chem. Lett. 23 -3368-3372.

1,2,4-triyazolden Kaynaklanan Yeni Kuşak Etoksibenzilidenaminonun Sentez, Karekterizasyon ve Antimikrobiyel Akvitesi

Year 2017, Volume: 10 Issue: 2, 255 - 265, 22.12.2017

Abstract

Benzaldehit ve türevleri iyi bir antimikrobiyal özelliklere sahiptir. Bu Çalışmanın amacı, 3-Alkil / aril-4 triozole ve metoksibenzoksi'den elde edilen farklı antimikrobiyal etkinin geliştirilmesidir. Sentezlenen triazoller, 1H NMR, 13C NMR, UV absorpsiyon spektrumu ve kütle spektrumu (MS) gibi spektroskopik teknikler ile karakterize edildi. Antibakteriyel faaliyetlerini Bacillius subtilis, Yersinia enterocolitca, Bacillus cereus, Staphlacoccus aureus, Esherichia coli, Pasterulla multicida, Klepsiella pneumoniae'lere karşı in vitro olarak uygulandı.. Etoksibenzilidenamino türevi 1,2,4-triazollerin bir sentezi, çeşitli alkinil heterosikllerin, alkinil karbonhidratların veya alkinlerin CuAAC kullanılarak iyi verim ile gerçekleştirildi. Elde edilen bileşiklerin yapıları NMR spektroskopisi ( 1H ve 13C) ve kütle spektrometrisi ile teyit edildi. Genel olarak, moleküller çok antibakteriyel aktivite göstermedi; ancak antibiyotik önemli antibakteriyel aktivite gösterdi. 

References

  • Chu D.T., Plattner J.J., Katz L., J. Med. (1996). Chem. 39-3853-3874.
  • Chua T., Moore C.L., Perri M.B., Donabedian S.M., Masch W., Vager D., Davis S. L., Lulek K., Zimnicki B., Zervos M.J., J. (2008). Clin. Microbiol. 46- 2345-2352.
  • Darandale S.N., Mulla N. a., Pansare D.N., Sangshetti J.N., Shinde D.B., Eur. J. Med. (2013). Chem. 65 -527-532.
  • Fichtali W., Laboudi, E.M. El hadrami, F. El Aroussi, A.Ben-Tama, M.Benlemlıh, S.-E. Stiriba, (2016) Synthesis, characterization and antimicrobial activity of novel benzophenone derived 1,2,3-triazoles. J. Mater. Environ. Sci. 7 (5) (2016) 1633-1641.
  • He Y.-W., Dong C.-Z., Zhao J.-Y., Ma L.-L., Li Y.-H., Aisa H.A., Eur. J. (2014). Med. Chem. 76 245-255.
  • Henry G.E., Jacobs H., Carrington C.M.S., McLean S., Reynolds W.F., (1999). Tetrahedron. 55 1581-1596.
  • Kamal A., Hussaini S.M.A., Faazil S., Poornachandra Y., Narender Reddy G., Kumar C.G., Rajput V.S., Rani C., Sharma R., Ali Khan I., Babu N.J., ((2013).Bioorganic Med. Chem. Lett. 23 -6842-6846.
  • Karrer F., Meier H., Pascual A., J. Fluor. (2000). Chem. 103- 81-84.
  • Kaushik C.P., Lal K., Kumar A., Kumar S., (2014). Med. Chem. Res. 23 2995-3004.
  • Kharb R., Sharma P.C., Yar M.S., J. (2011). Enzyme Inhib. Med. Chem. 26- 1-21.
  • Tarik El-Sayed Ali, (2009) “Synthesis and antibacterial activity of some new thiadiaza/triazaphospholes, thiadiaza/triaza/tetrazaphosphinines and thiadiaza/tetrazaphosphepines containing 1,2,4-triazinone moiety” European Journal of Medicinal Chemistry S: 44 s. 4539–4546
  • Thirumurugan P., Matosiuk D., Jozwiak K., (2013). Chem. Rev. 113- 4905-4979.
  • Ulloora S., Shabaraya R., Adhikari A.V., Bioorg. (2013). Med. Chem. Lett. 23 -3368-3372.
There are 13 citations in total.

Details

Primary Language English
Subjects Engineering
Journal Section Makaleler
Authors

Faruk Kardaş

Murat Beytur

Haydar Yüksek

Engin Kılıç

Önder Albayrak This is me

Publication Date December 22, 2017
Published in Issue Year 2017 Volume: 10 Issue: 2

Cite

APA Kardaş, F., Beytur, M., Yüksek, H., Kılıç, E., et al. (2017). Synthesis, Characterization and Antimicrobial Activity of Novel Etoksibenzilidenamino Eerived 1,2,4-triazoles. Erzincan University Journal of Science and Technology, 10(2), 255-265.