Influence on drug efficacy of the binding behavior of pioglitazone hydrochloride with tryptophan residues, and tyrosine residues in bovine transferrin

Abstract The interaction of pioglitazone hydrochloride bound to tryptophan residues and tyrosine residues in bovine transferrin was investigated using synchronous fluorescence spectroscopy at various temperatures (298, 310, and 318 K). From binding constants and thermodynamic parameters, it was shown that 1:1 stable compound was formed by the electrostatic force interaction of pioglitazone hydrochloride bound to tryptophan residues and tyrosine residues in bovine transferrin. The extent of binding between pioglitazone hydrochloride and tryptophan residues in bovine transferrin was more than that between pioglitazone hydrochloride and tyrosine residues in bovine transferrin. At 310 K, the fluorescence quenching ratio number of tyrosine residues and tryptophan residues in bovine transferrin were 47.52% and 54.19%, respectively, which indicated that the fluorescence contribution of tryptophan residues was greater. At 310 K, pioglitazone hydrochloride-tyrosine residues(in bovine transferrin) binding rate were 55.60–73.82%, and the combined model was W = −0.0315R2 − 0.1520R + 0.7385. The value of Hill’s coefficients was greater than 1, which suggested that there was a positive cooperativity between pioglitazone hydrochloride and subsequent ligands. The results of molecular docking were consistent with that of experimental calculation.

[1]  Jie‐Hua Shi,et al.  Exploring the binding interaction between herring sperm DNA and sunitinib: insights from spectroscopic and molecular docking approaches , 2019, Journal of biomolecular structure & dynamics.

[2]  Rajan Patel,et al.  Esterase activity and conformational changes of bovine serum albumin toward interaction with mephedrone: Spectroscopic and computational studies , 2018, Journal of molecular recognition : JMR.

[3]  Amit Kumar,et al.  Interaction of promethazine and adiphenine to human hemoglobin: A comparative spectroscopic and computational analysis. , 2018, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[4]  Amit Kumar,et al.  Enthalpy-driven interaction between dihydropyrimidine compound and bovine serum albumin: a spectroscopic and computational approach , 2018, Journal of biomolecular structure & dynamics.

[5]  A. Rastegari,et al.  Spectroscopic studies of the interaction between alprazolam and apo-human serum transferrin as a drug carrier protein. , 2018, International journal of biological macromolecules.

[6]  P. Singh,et al.  An insight into the binding of aceclofenac with bovine serum albumin at physiological condition: a spectroscopic and computational approach , 2018, Journal of biomolecular structure & dynamics.

[7]  P. Alam,et al.  Probing the interaction of cephalosporin antibiotic-ceftazidime with human serum albumin: A biophysical investigation. , 2017, International journal of biological macromolecules.

[8]  Malik Abdul Rub,et al.  Influence of antidepressant clomipramine hydrochloride drug on human serum albumin: Spectroscopic study , 2017 .

[9]  Ajmal Khan,et al.  Insights from spectroscopic and in-silico techniques for the exploitation of biomolecular interactions between Human serum albumin and Paromomycin. , 2017, Colloids and surfaces. B, Biointerfaces.

[10]  Abbul Bashar Khan,et al.  Hydrogen bonding-assisted interaction between amitriptyline hydrochloride and hemoglobin: spectroscopic and molecular dynamics studies , 2017, Journal of biomolecular structure & dynamics.

[11]  A. Matzger,et al.  A Newly Discovered Racemic Compound of Pioglitazone Hydrochloride Is More Stable than the Commercial Conglomerate. , 2017, Crystal growth & design.

[12]  Junna Lu,et al.  Interaction between bovine transferrin and cefonicid sodium by multi-spectroscopy , 2016 .

[13]  S. Mohamad,et al.  Interaction of flavokawain B with lysozyme: A photophysical and molecular simulation study , 2015 .

[14]  Jun Wang,et al.  Spectroscopic analyses and studies on respective interaction of cyanuric acid and uric acid with bovine serum albumin and melamine. , 2015, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[15]  Wen Luo,et al.  Spectroscopic study on the interaction between mononaphthalimide spermidine (MINS) and bovine serum albumin (BSA). , 2015, Journal of photochemistry and photobiology. B, Biology.

[16]  O. Duman,et al.  Investigation of neohesperidin dihydrochalcone binding to human serum albumin by spectroscopic methods , 2014 .

[17]  O. Duman,et al.  Spectroscopic investigation of the interactions of carbofuran and amitrol herbicides with human serum albumin , 2014 .

[18]  O. Duman,et al.  Study on the bindings of dichlorprop and diquat dibromide herbicides to human serum albumin by spectroscopic methods. , 2014, Journal of hazardous materials.

[19]  O. Duman,et al.  Studies on the interactions of chloroquine diphosphate and phenelzine sulfate drugs with human serum albumin and human hemoglobin proteins by spectroscopic techniques , 2013 .

[20]  L. Bruzzone,et al.  Synchronous fluorescence spectrometry: Conformational investigation or inner filter effect? , 2013 .

[21]  O. Duman,et al.  Characterization of the Binding of Metoprolol Tartrate and Guaifenesin Drugs to Human Serum Albumin and Human Hemoglobin Proteins by Fluorescence and Circular Dichroism Spectroscopy , 2013, Journal of Fluorescence.

[22]  A. Cetinkaya,et al.  Spectroscopic investigations of the interactions of tramadol hydrochloride and 5-azacytidine drugs with human serum albumin and human hemoglobin proteins. , 2013, Journal of photochemistry and photobiology. B, Biology.

[23]  M. Guo,et al.  [Molecular transport mechanism of pefloxacin mesylate binding with transferrin]. , 2012, Yao xue xue bao = Acta pharmaceutica Sinica.

[24]  Xiaole Kong,et al.  Iron mobilization from transferrin by therapeutic iron chelating agents. , 2012, Biochimica et biophysica acta.

[25]  D. Kothari,et al.  Study of Interaction of Silver Nanoparticles with Bovine Serum Albumin Using Fluorescence Spectroscopy , 2011, Journal of Fluorescence.

[26]  A. Bani-Yaseen.  Spectrofluorimetric study on the interaction between antimicrobial drug sulfamethazine and bovine serum albumin , 2011 .

[27]  Bao-sheng Liu,et al.  Spectroscopic Studies on the Interaction of Synthetic Food Colorants with Bovine Serum Albumin , 2011 .

[28]  Sothea Kim,et al.  Interactions between antimalarial indolone-N-oxide derivatives and human serum albumin. , 2010, Biomacromolecules.

[29]  B. Bojko,et al.  The influence of dietary habits and pathological conditions on the binding of theophylline to serum albumin. , 2010, Journal of pharmaceutical and biomedical analysis.

[30]  David S. Goodsell,et al.  AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility , 2009, J. Comput. Chem..

[31]  Wang Zhi-min.  Determination of cefonicid sodium for injection by high performance liquid chromatography , 2008 .

[32]  Lawrence X. Yu,et al.  A provisional biopharmaceutical classification of the top 200 oral drug products in the United States, Great Britain, Spain, and Japan. , 2006, Molecular pharmaceutics.

[33]  Xingguo Chen,et al.  Binding analysis of glycyrrhetinic acid to human serum albumin: fluorescence spectroscopy, FTIR, and molecular modeling. , 2006, Bioorganic & medicinal chemistry.

[34]  O. Duman,et al.  Binding of lead ion to bovine serum albumin studied by ion selective electrode. , 2004, Protein and peptide letters.

[35]  O. Duman,et al.  Binding of fluoride, bromide and iodide to bovine serum albumin, studied with ion-selective electrodes , 2004 .

[36]  Masami Tanaka,et al.  Interaction Between Drugs and Water-Soluble Polymers. VII. Binding of Berberine with Bovine Serum Albumin , 1995 .

[37]  H. Matsui,et al.  Penetration of cefpiramide and cefazolin into peritoneal capsular fluid in rabbits , 1988, Antimicrobial Agents and Chemotherapy.