SavedAdd your journal

Journals / Turkish Journal of Chemistry / 2014 / Cilt: 38 - Sayı: 5

Synthesis, anticandidal activity, and cytotoxicity of some thiazole derivatives with dithiocarbamate side chains

Leyla YURTTAŞ
Yusuf ÖZKAY
Fatih DEMİRCİ
Gamze GÖGER
Şafak Ulusoylar YILDIRIM
Usama ABU MOHSEN
Ömer ÖZTÜRK
Zafer Asım KAPLANCIKLI
Pages
815–824
Publication Date
2014-05-01
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Contrary to expectations, weak antifungal activity was observed with IC50 values ranging between 30 and 403 m g/mL.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Some thiazole derivatives bearing dithiocarbamic acid esters were synthesized in order to investigate their anticandidal activity and cytotoxicity.
📊
Key Findings & Data:The structures of the obtained final compounds (6a--j) were confirmed by spectral data (IR, 1H NMR, 13C NMR, and MS) and elemental analysis.
💡
Conclusion & Impact:Contrary to expectations, weak antifungal activity was observed with IC50 values ranging between 30 and 403 m g/mL.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Thiazole · dithiocarbamate · anticandidal activity

Abstract

Some thiazole derivatives bearing dithiocarbamic acid esters were synthesized in order to investigate their anticandidal activity and cytotoxicity. The structures of the obtained final compounds (6a--j) were confirmed by spectral data (IR, 1H NMR, 13C NMR, and MS) and elemental analysis. The anticandidal activity of the compounds was determined (6a--j) using the microbroth dilution method and their cytotoxicity was evaluated according to the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay against normal cells. Contrary to expectations, weak antifungal activity was observed with IC50 values ranging between 30 and 403 m g/mL.

Özet

Some thiazole derivatives bearing dithiocarbamic acid esters were synthesized in order to investigate their anticandidal activity and cytotoxicity. The structures of the obtained final compounds (6a--j) were confirmed by spectral data (IR, 1H NMR, 13C NMR, and MS) and elemental analysis. The anticandidal activity of the compounds was determined (6a--j) using the microbroth dilution method and their cytotoxicity was evaluated according to the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay against normal cells. Contrary to expectations, weak antifungal activity was observed with IC50 values ranging between 30 and 403 m g/mL.

🔖

Cite This Article

YURTTAŞ, L., ÖZKAY, Y., DEMİRCİ, F., GÖGER, G., YILDIRIM, Ş. U., MOHSEN, U. A., ÖZTÜRK, Ö., KAPLANCIKLI, Z. A. (2014). Synthesis, anticandidal activity, and cytotoxicity of some thiazole derivatives with dithiocarbamate side chains. Turkish Journal of Chemistry, Cilt: 38 - Sayı: 5, 815–824. https://ajindex.com/articles/184794

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (21)

  1. Pappas, P. G.; Rex, J. H.; Sobel, J. D.; Filler, S. G.; Dismukes, W. E.; Walsh, T. J.; Edwards, J. E. Clin. Infect. Dis. 2004, 38, 161–189.
  2. Williams, J. S.; Cooper, R. M. Plant Pathology 2004, 53, 263–279.
  3. Kuhr, R. J.; Dorough, H. W. Carbamate Insecticides: Chemistry, Biochemistry, and Toxicology; CRC Press:
  4. Boca Raton, FL, USA, 1976.
  5. Ozkırımli, S.; Apak, T. ˙I.; Kiraz, M.; Yegenoglu, Y. Arch. Pharm. Res. 2005, 28, 1213–1218. ¨ Monti, S. M.; Maresca, A.; Viparelli, F.; Carta, F.; De Simone, G.; M¨uhlschlegel, F. A.; Scozzafava, A.; Supuran, C. T. Bioorg. Med. Chem. Lett. 2012, 22, 859–862.
  6. Miller, C. R.; Elson, W. J. Bacteriol. 1949, 57, 47–54.
  7. Kligman, A. M.; Rosensweig, W. J. Investigative Dermatol. 1948, 10, 59–68.
  8. Karaburun, A. C¸.; Kaplancıklı, Z. A.; G¨undo˘gdu-Karaburun, N.; Demirci, F. Lett. Drug Des. Discov. 2011, 8, 811–815.
  9. Chauhan, K.; Sharma, M.; Singh, P.; Kumar, V.; Shukla, P. K.; Siddiqi, M. I.; Chauhan, P. M. S. Med. Chem. Comm. 2012, 3, 1104–1110.
  10. Pedras, M. S. C.; Khan, A. Q.; Smith, K. C.; Stettner, S. L.; Can. J. Chem. 1997, 75, 825–828.
  11. Hodgetts, K. J.; Kershaw, M. T. Org. Lett. 2002, 4, 1363–1365.
  12. Mohanty, D. Curr. Pharm. Res. 2012, 3, 750–763.
  13. Siddiqui, N.; Arshad, M. F.; Ahsan, W.; Alam, M. S. Int. J. Pharm. Sci. Drug Res. 2009, 1, 136–143. Bharti S. K.; Nath, G.; Tilak, R.; Singh, S. K. Eur. J. Med. Chem. 2010, 45, 651–660.
  14. Clough, J. M.; Dube, H.; Martin, B. J.; Pattenden, G.; Reddy, K. S.; Waldron, I. R. Org. Biomol. Chem. 2006, 4, 2906–2911. B¨ohlendorf, B.; Herrmann, M.; Hecht, H.; Sasse, F.; Forche, E.; Kunze, B.; Reichenbach, H.; H¨ofle, G. Eur. J. Org. Chem. 1999, 10, 2601–2608.
  15. Al-Saadi, M. S.; Faidallah, H. M.; Rostom, S. A. F. Arch. Pharm. Chem. Life Sci. 2008, 341, 424–434.
  16. Narayana, B.; Raj, K. K. V.; Ashalatha, B. V.; Kumari, N. S.; Sarojini B. K. Eur. J. Med. Chem. 2004, 39, 867–872.
  17. Karegoudar, P.; Karthikeyan, M. S.; Prasad, D. J.; Mahalinga, M.; Holla, B. S.; Kumari, N. S. Eur. J. Med. Chem. 2008, 43, 261–267.
  18. Peet, N. P.; Sunder, S.; Barbuch, R. J.; Whalon, M. R.; Huber, E. W.; Huffman, J. C. J. Het. Chem. 1989, 26, 1611–1617.
  19. Xing, R.; Pan, L.; Wen, X. J. Chinese Pharm. Sci. 2010, 19, 400–402.
  20. Yurchenko, R. I.; Malitskaya, V. P. Zh. Org. Khim. 1977, 13, 1980–1987. Yurtta¸s, L.; ¨Ozkay, Y.; Akalın-Ciftci, G.; Ulusoylar-Yıldırım, S¸. J. Enzyme Inhib. Med. Chem. 2014, 29, 175–184.
  21. Kaplancikli, Z. A.; Yurtta¸s, L.; ¨Ozdemir, A.; Turan-Zitouni, G.; Iscan, G.; Akalın, G.; Abu Mohsen, U. J. Enzym. Inhib. Med. Chem. 2