Drug Res (Stuttg) 2013; 63(05): 224-227
DOI: 10.1055/s-0033-1334874
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

Interaction of Nalbuphine Hydrochloride with Deoxyribonucleic Acid Measured by Fluorescence Quenching

S. Sultana
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
,
M. S. Bin Sayeed
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
,
M. U. Ahmed
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
,
M. S. Islam
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
,
A. Bahar
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
,
M. Z. Sultan
2   Centre for Advanced Research in Sciences, University of Dhaka, Dhaka, Bangladesh
,
A. Hasnat
1   Department of Clinical Pharmacy and Pharmacology, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh
› Author Affiliations
Further Information

Publication History

received 10 October 2012

accepted 28 January 2013

Publication Date:
13 March 2013 (online)

Abstract

The interaction of nalbuphine hydrochloride with calf thymus deoxyribonucleic acid was investigated by absorption and fluorescence titration techniques. Hypochromic effect was observed in the absorption spectra of nalbuphine. The fluorescence quenching of nalbuphine by DNA was found to be static according to Stern-Volmer constant at different temperature (2.257×103  L/mol and 1.678×103  L/mol at 298 K and 308 K respectively; binding constants (K) between calf thymus DNA and nalbuphine were 2.081×103 and 8.26×101 at 298 K and 308 K respectively). The binding numbers (n) were 0.9955 and 0.6762 with the standard deviation of 0.225 at 2 different temperatures which indicates mol ratio of Nalbuphine and DNA remains unchanged at different temperatures (298 K and 308 K). The binding affinity of nalbuphine to DNA was calculated at different temperatures and the stoichiometry of binding was characterized to be about 1 nalbuphine molecule per nucleotide. Calibration for nalbuphine, based on quenching titration data, was linear in the concentration range 6.3×10−6 to 6.4×10−4  mol/L. And these binding forces also indicate the binding site of Nalbuphine to be at the minor groove of DNA.

 
  • References

  • 1 Chaires JB. Drug-DNA interactions. Current Opinion in Structural Biology 1998; 8 (03) 314-320
  • 2 Krugh TR. Drug-DNA interactions. Current Opinion in Structural Biology 1994; 4 (03) 351-364
  • 3 Geierstanger BH, Wemmer DE. Complexes of the minor groove of DNA. Annu Rev Biophys Biomol Struct 1995; 24: 463-493
  • 4 Neidle S. Crystallographic insights into DNA minor groove recognition by drugs. Biopolymers 1997; 44: 105-121
  • 5 Geierstanger BH, Wemmer DE. Complexes of the minor groove of DNA. Annu Rev Biophys Biomol Struct 1995; 24: 463-493
  • 6 Hurley LH, Chaires JB. (eds.). Advances in DNA Sequence Specific Agents. vol 2. Greenwich, Connecticut: JAI Press Inc;; 1996
  • 7 Coleman RS. (ed.). Recent advances in DNA binding agents. Symposia in print number 4, Bioorganic Medicinal Chemistry. 1995. 3. 611-872
  • 8 Wemmer DE, Dervan PB. Targeting the minor groove of DNA. Curr Opin Struct Biol 1997; 7: 355-361
  • 9 Yuan T, Weljie AM, Vogel HJ. Tryptophan fluorescence quenching by methionine and selenomethionine residues of calmodulin: orientation of peptide and protein binding. Biochemistry 1998; 37: 3187-3195
  • 10 Ran D, Wu X, Zheng J et al. Study on the interaction between florasulam and bovine serum albumin. J Fluoresc 2007; 17: 721-726
  • 11 Wang YQ, Zhang HM, Zhang GC et al. Binding of brucine to human serum albumin. J Mol Struct 2007; 830: 40-45
  • 12 Li JF, Dong C. Study on the interaction of morphine chloride with deoxyribonucleic acid by fluorescence method. Spectrochimica Acta: PartA 2009; 71: 1938-1943
  • 13 Gear RW, Miaskowski C, Gordon NC et al. The kappa opioid nalbuphine produces gender- and dose-dependent analgesia and antianalgesia in patients with postoperative pain. Pain 1999; 83: 339-345
  • 14 Gutstein HB, Akil H. Opioid Analgesics, Goodman and Gilman’s the pharmacological basis of therapeutics. (7th ed.) New York: Macmillan Publishing Company; 1985: 491-531
  • 15 Felsenfeld G, Hirschman SZ. A neighbor-interaction analysis of the hypochromism and spectra of DNA. J Mol Biol 1965; 13: 407-427
  • 16 Bhattacharyya M, Chaudhuri U, Poddar RK. Evidence for cooperative binding of chlorpromazine with hemoglobin: equilibrium dialysis, fluorescence quenching and oxygen release study. Biochem Biophys Res Commun 1990; 167: 1146-1153
  • 17 Lakowicz JR. Principles of Fluorescence Spctroscopy. (2nd ed.) New York: Plenum Press; 1999: 237-265
  • 18 Sun SF, Zhou B, Hou HN et al. Studies on the interaction between Oxaprozin-E and bovine serum albumin by spectroscopic methods. Int J Biol Macromol 2006; 39: 197-200
  • 19 Hu YJ, Liu Y, Hou AX et al. Study of caffeine binding to human serum albumin using optical spectroscopic methods. Acta Chim Sinica 2004; 62: 1519-1523
  • 20 Ross PD, Subramanian S. Thermodynamics of protein association reactions: forces contributing to stability. Biochemistry 1981; 20: 3096-3102