Research Article

Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes

Volume: 6 Number: 1 March 16, 2019
EN TR

Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes

Abstract

In this study, N-benzylidene-4-fluoroaniline (3a), N-benzylidene-4-nitroaniline (3b) as a result of condensation of benzaldehyde (1) and 4-fluoroaniline (2a), 4-nitroaniline (2b) using a microwave method was synthesized. The structures of the synthesized compounds were characterized by Fouirer Transform İnfrared Spektrofotometre (FTIR spectroscopy), Nuclear Magnetic Resonance (NMR spectroscopy) and elemental analysis methods. The prepared compounds were tested for their inhibitory effects on carbonic anhydrase isoenzymes (hCA-I and hCA-II). The results showed that the synthesized compounds 3a and 3b had a strong inhibitory effect on hCA-I and hCA-II enzymes activity in vitro. By testing these compounds in other CA isoenzymes, more effective CA inhibitors can be formed. Thus, new therapeutic applications can be made for enzyme activators in the near future.

Keywords

References

  1. [1]. Pfeiffer, P., Breith, E., Lubbe, E., Tsumaki, T. (1933). Tricyclische Orthokondenzierte Nebenvolenzringe. Annalen Der Chemie., 503, 84-127.
  2. [2]. Oskay, E., (1990). Organik Kimya, Hacettepe Üniversitesi Yayınları A-42, 243, Ankara.
  3. [3]. Raman, N., Muthuraj, V., Ravichandran, S., Kulandaisamy, A. (2003). Synthesis, characterisation and electrochemical behaviour of Cu(II), Co(II), Ni(II) and Zn(II) complexes derived from acetylacetone and p-anisidine and their antimicrobial activity. Proc Indian Acad. Sci., 115-161.
  4. [4]. Helmut, S. (1976). Metal ions in biological systems, Marcel Dekker Inc, New York, 2-50s.
  5. [5]. Metzler, CM., Cahill, A., Metzler DE. (1980). Equilibriums and absorption spectra of Schiff bases. Journal of The American Chemical Society, 102 (19), 6075- 6082.
  6. [6]. Şekeroğlu, Z.A., Şekeroğlu, V. (2011). The in vitro alkaline comet assay in genetic toxicology. The Journal of Applied Behavioral Science, 5, 49-54.
  7. [7]. Kaya, B. (2003). Anti-genotoxic effect of ascorbic acid on mutagenic dose of three alkylating agents. Turkish Journal of Biology, 27, 241-246.
  8. [8]. Braconi, D., Sotgi, M., Millucci, L., Paffetti, A., Tasso, F., Alisi, C., Martini, S, Rappuoli, R., Lusini, P., Rosa, A., Rossi, C., Santucci, A. (2006). Comparative analysis of the effects of locally used herbicides and their active ingredients on a wild-type wine (Saccharomyces cerevisiae) strain. Journal of Agricural and Food Chemistry, 54, 3163-3172.

Details

Primary Language

English

Subjects

Structural Biology

Journal Section

Research Article

Authors

Aynur Babagil This is me
Türkiye

Publication Date

March 16, 2019

Submission Date

November 5, 2018

Acceptance Date

January 20, 2019

Published in Issue

Year 2019 Volume: 6 Number: 1

APA
Çelik, H., & Babagil, A. (2019). Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes. International Journal of Secondary Metabolite, 6(1), 38-48. https://doi.org/10.21448/ijsm.479108
AMA
1.Çelik H, Babagil A. Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes. Int. J. Sec. Metabolite. 2019;6(1):38-48. doi:10.21448/ijsm.479108
Chicago
Çelik, Hülya, and Aynur Babagil. 2019. “Microwave-Assisted Synthesis of N-Benzylidene-4-Fluoroaniline and N-Benzylidene-4-Nitroaniline and Their Inhibitory Activities on HCA Isoenzymes”. International Journal of Secondary Metabolite 6 (1): 38-48. https://doi.org/10.21448/ijsm.479108.
EndNote
Çelik H, Babagil A (March 1, 2019) Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes. International Journal of Secondary Metabolite 6 1 38–48.
IEEE
[1]H. Çelik and A. Babagil, “Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes”, Int. J. Sec. Metabolite, vol. 6, no. 1, pp. 38–48, Mar. 2019, doi: 10.21448/ijsm.479108.
ISNAD
Çelik, Hülya - Babagil, Aynur. “Microwave-Assisted Synthesis of N-Benzylidene-4-Fluoroaniline and N-Benzylidene-4-Nitroaniline and Their Inhibitory Activities on HCA Isoenzymes”. International Journal of Secondary Metabolite 6/1 (March 1, 2019): 38-48. https://doi.org/10.21448/ijsm.479108.
JAMA
1.Çelik H, Babagil A. Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes. Int. J. Sec. Metabolite. 2019;6:38–48.
MLA
Çelik, Hülya, and Aynur Babagil. “Microwave-Assisted Synthesis of N-Benzylidene-4-Fluoroaniline and N-Benzylidene-4-Nitroaniline and Their Inhibitory Activities on HCA Isoenzymes”. International Journal of Secondary Metabolite, vol. 6, no. 1, Mar. 2019, pp. 38-48, doi:10.21448/ijsm.479108.
Vancouver
1.Hülya Çelik, Aynur Babagil. Microwave-assisted synthesis of N-benzylidene-4-fluoroaniline and N-benzylidene-4-Nitroaniline and their inhibitory activities on hCA isoenzymes. Int. J. Sec. Metabolite. 2019 Mar. 1;6(1):38-4. doi:10.21448/ijsm.479108

Cited By

International Journal of Secondary Metabolite

e-ISSN: 2148-6905