DFT and Molecular Docking Studies on Biological Active Acridines: the Interaction with Bovine Serum Albumin

Document Type : Original Articles

Authors

a) Department of medical nanotechnology, school of advanced medical sciences and technologies, Shiraz University of Medical Sciences, Shiraz, Iran b) Department of chemistry Shiraz University of technology Shiraz Iran C)Pharmaceutical Sciences Research Center, Shiraz University of Medical Sciences, Shiraz, Iran

Abstract

Acridine derivatives, especially 1,8-dioxo-9-aryl-decahydroacridine represent significant scaffolds in medicinal chemistry. Given the biological properties of such products which are used in drug development, they need to have appropriate carrier. Proteins are generally used as helpful tools in drug delivery. Consequently, molecular docking between these compounds and bovine serum albumin (BSA) has been taken into account. Furthermore, in order to achieve better results, the suggested compounds have been optimized using Gaussian 03 software.

Keywords

References

  1. Sharma O, Singla RK, Shrivastava B. Scientific Assessment of Antioxidant potential of Pyrimidine-2, 4 (1H, 3H)-diones. Indo Glob J Pharm Sci. 2012;2(2):142-6.
  2. Girault S, Grellier P, Berecibar A, Maes L, Mouray E, Lemière P, et al. Antimalarial, Antitrypanosomal, and Antileishmanial Activities and Cytotoxicity of Bis (9-amino-6-chloro-2-methoxyacridine): Influence of the Linker#. J med chem. 2000;43(14):2646-54.
  3. Cholody WM, Horowska B, Paradziej-Lukowicz J, Martelli S, Konopa J. Structure-activity relationship for antineoplastic imidazoacridinones: synthesis and antileukemic activity in vivo. J med chem. 1996;39(5):1028-32.
  4. Antman E, Muller J, Goldberg S, MacAlpin R, Rubenfire M, Tabatznik B, et al. Nifedipine therapy for coronary-artery spasm: experience in 127 patients. N Engl J Med. 1980;302(23):1269-73.
  5. Guazzi M, Olivari MT, Polese A, Fiorentini C, Magrini F, Moruzzi P. Nifedipine, a new antihypertensive with rapid action. Am J Cardiol. 1977;22(5 Pt 1):528-32.
  6. Sandjo LP, Kuete V, Biavatti MW. Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity. J Org Chem. 2015;11(1):1667-99.
  7. Antonini I, Polucci P, Magnano A, Martelli S. Synthesis, Antitumor Cytotoxicity, and DNA-Binding of Novel N-5, 2-Di (ω-aminoalkyl)-2, 6-dihydropyrazolo [3, 4, 5-kl] acridine-5-carboxamides. J Med Chem. 2001;44(20):3329-33.
  8. Vignesh G, Arunachalam S, Vignesh S, James RA. BSA binding and antimicrobial studies of branched polyethyleneimine–copper (II) bipyridine/phenanthroline complexes. Spectrochim. Acta. A. 2012;96:108-16.
  9. Morris GM, Lim-Wilby M. Molecular docking. Molecular Modeling of Proteins: Springer; 2008. p. 365-82.
  10. Anbazhagan R, Sankaran K. Syntheses, spectral characterization, single crystal X-ray diffraction and DFT computational studies of novel thiazole derivatives. J Mol Struct. 2013;1050:73-80.
  11. İnkaya E, Dinçer M, Ekici Ö, Cukurovali A. N′-(2-methoxy-benzylidene)-N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-chloro-acetic hydrazide: X-ray structure, spectroscopic characterization and DFT studies. J Mol Struct. 2012;1026:117-26.
  12. Güntepe F, Saraçoğlu H, Çalışkan N, Yüksektepe Ç, Cukurovali A. Synthesis, molecular and crystal structure analysis of 2-bromo-4-chloro-6-{[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol by experimental methods and theoretical calculations. J MolStruct. 2012;1022:204-10.
  13. Teng Y, Liu R, Li C, Xia Q, Zhang P. The interaction between 4-aminoantipyrine and bovine serum albumin: multiple spectroscopic and molecular docking investigations. J. Hazard. Mater. 2011;190(1):574-81.
  14. Shahabadi N, Hadidi S. Molecular modeling and spectroscopic studies on the interaction of the chiral drug venlafaxine hydrochloride with bovine serum albumin. Spectrochim. Acta. A. 2014;122:100-6.
  15. Kumari M, Maurya JK, Singh UK, Khan AB, Ali M, Singh P, et al. Spectroscopic and docking studies on the interaction between pyrrolidinium based ionic liquid and bovine serum albumin. Spectrochim. Acta. A. 2014;124:349-56.
Journal of Advanced Medical Sciences and Applied Technologies
Volume 1, Issue 2 - Serial Number 2
5
December 2015
Pages 78-85

Files

Share

How to cite

Statistics