Salmon sperm DNA binding study to cabozantinib, a tyrosine kinase inhibitor: Multi-spectroscopic and molecular docking approaches

International Journal of Biological Macromolecules - Tập 182 - Trang 1852-1862 - 2021
Galal Magdy1, Fathalla Belal2, Ahmed Faried Abdel Hakiem1, Ahmed M. Abdel-Megied1,3
1Pharmaceutical Analytical Chemistry Department, Faculty of Pharmacy, Kafrelsheikh University, Kafrelsheikh, P.O. Box 33511, Egypt
2Pharmaceutical Analytical Chemistry Department, Faculty of Pharmacy, Mansoura University, Mansoura P.O. Box 35516, Egypt
3Department of Pharmaceutical Sciences, University of Maryland School of Pharmacy, 20 N Pine Street, Baltimore, MD 21201, USA

Tài liệu tham khảo

Wing, 1980, Crystal structure analysis of a complete turn of B-DNA, Nature, 287, 755, 10.1038/287755a0

Strekowski, 2007, Noncovalent interactions with DNA: an overview, Mutat. Res. Fundam. Mol. Mech. Mutagen., 623, 3, 10.1016/j.mrfmmm.2007.03.008

Sirajuddin, 2013, Drug–DNA interactions and their study by UV–visible, fluorescence spectroscopies and cyclic voltametry, J. Photochem. Photobiol. B, 124, 1, 10.1016/j.jphotobiol.2013.03.013

Ganguly, 2015, Spectroscopic and viscometric elucidation of the interaction between a potential chloride channel blocker and calf-thymus DNA: the effect of medium ionic strength on the binding mode, Phys. Chem. Chem. Phys., 17, 483, 10.1039/C4CP04175E

Saha, 2010, Sequence-selective binding of phenazinium dyes phenosafranin and safranin O to guanine- cytosine deoxyribopolynucleotides: spectroscopic and thermodynamic studies, J. Phys. Chem. B, 114, 15278, 10.1021/jp1064598

Shi, 2015, Binding interaction between sorafenib and calf thymus DNA: spectroscopic methodology, viscosity measurement and molecular docking, Spectrochim. Acta A, 136, 443, 10.1016/j.saa.2014.09.056

Shi, 2015, Characterization of interaction of calf thymus DNA with gefitinib: spectroscopic methods and molecular docking, J. Photochem. Photobiol. B, 147, 47, 10.1016/j.jphotobiol.2015.03.005

Guo, 2011, Molecular docking study investigating the possible mode of binding of CI Acid Red 73 with DNA, Int. J. Biol. Macromol., 49, 55, 10.1016/j.ijbiomac.2011.03.009

Bera, 2008, Studies on the interaction of isoxazolcurcumin with calf thymus DNA, Int. J. Biol. Macromol., 42, 14, 10.1016/j.ijbiomac.2007.08.010

Li, 2013, Interaction study of ciprofloxacin with human telomeric DNA by spectroscopy and molecular docking, Spectrochim. Acta A, 107, 227, 10.1016/j.saa.2013.01.069

Shakibapour, 2019, Multi-spectroscopic and molecular modeling studies to reveal the interaction between propyl acridone and calf thymus DNA in the presence of histone H1: Binary and ternary approaches, J. Biomol. Struct. Dyn., 37, 359, 10.1080/07391102.2018.1427629

Shahabadi, 2012, Determining the mode of interaction of calf thymus DNA with the drug sumatriptan using voltammetric and spectroscopic techniques, Spectrochim. Acta A, 99, 18, 10.1016/j.saa.2012.09.022

Shahabadi, 2013, Study on the interaction of the antiviral drug, zidovudine with DNA using neutral red (NR) and methylene blue (MB) dyes, <journal-title>J. Lumin.</journal-title>, 134, 629, 10.1016/j.jlumin.2012.07.017

Agarwal, 2013, Spectroscopic studies of the effects of anticancer drug mitoxantrone interaction with calf-thymus DNA, J. Photochem. Photobiol. B, 120, 177, 10.1016/j.jphotobiol.2012.11.001

Shahabadi, 2012, Spectroscopic studies on the interaction of calf thymus DNA with the drug levetiracetam, Spectrochim. Acta A, 96, 278, 10.1016/j.saa.2012.05.045

Sirajuddin, 2015, Synthesis, spectroscopic characterization and in vitro antimicrobial, anticancer and antileishmanial activities as well interaction with Salmon sperm DNA of newly synthesized carboxylic acid derivative, 4-(4-methoxy-2-nitrophenylamino)-4-oxobutanoic acid, Spectrochim. Acta A, 138, 569, 10.1016/j.saa.2014.11.061

Bi, 2012, Spectroscopic study on the interaction of eugenol with salmon sperm DNA in vitro, 132, 2355

Sirajuddin, 2014, Organotin (IV) carboxylate derivatives as a new addition to anticancer and antileishmanial agents: design, physicochemical characterization and interaction with Salmon sperm DNA, RSC Adv., 4, 57505, 10.1039/C4RA10487K

Shi, 2019, Exploring the binding interaction between herring sperm DNA and sunitinib: insights from spectroscopic and molecular docking approaches, J. Biomol. Struct. Dyn., 37, 837, 10.1080/07391102.2018.1445033

Wang, 2006, The interaction of methylthymol blue-Er (III) complexes with herring sperm DNA [J], J. Hunan Univ. Nat. Sci., 2

Marmur, 1962, Determination of the base composition of deoxyribonucleic acid from its thermal denaturation temperature, J. Mol. Biol., 5, 109, 10.1016/S0022-2836(62)80066-7

2021

Atreya, 2013, Abstract LB-302: Potent antitumor activity of XL184 (cabozantinib), a c-MET and VEGFR2 inhibitor

Blumenschein, 2012, Targeting the hepatocyte growth factor–cMET axis in cancer therapy, J. Clin. Oncol., 30, 3287, 10.1200/JCO.2011.40.3774

Viola, 2013, Cabozantinib (XL184) for the treatment of locally advanced or metastatic progressive medullary thyroid cancer, Future Oncol., 9, 1083, 10.2217/fon.13.128

Nguyen, 2015, Pharmacokinetic (PK) drug interaction studies of cabozantinib: effect of CYP3A inducer rifampin and inhibitor ketoconazole on cabozantinib plasma PK and effect of cabozantinib on CYP2C8 probe substrate rosiglitazone plasma PK, J. Clin. Pharmacol., 55, 1012, 10.1002/jcph.510

Wu, 2014, Degradation kinetics study of cabozantinib by a novel stability-indicating LC method and identification of its major degradation products by LC/TOF-MS and LC–MS/MS, J. Pharm. Biomed. Anal., 98, 356, 10.1016/j.jpba.2014.06.008

Ren, 2018, A sensitive LC–MS/MS method for simultaneous determination of cabozantinib and its metabolite cabozantinib N-oxide in rat plasma and its application in a pharmacokinetic study, Biomed. Chromatogr., 32, 10.1002/bmc.4227

Choueiri, 2015, Cabozantinib versus everolimus in advanced renal-cell carcinoma, N. Engl. J. Med., 373, 1814, 10.1056/NEJMoa1510016

Vaishampayan, 2013, Cabozantinib as a novel therapy for renal cell carcinoma, Curr. Oncol. Rep., 15, 76, 10.1007/s11912-012-0289-x

Chen, 2019, Exploring the binding interaction of calf thymus DNA with lapatinib, a tyrosine kinase inhibitor: Multi-spectroscopic techniques combined with molecular docking, J. Biomol. Struct. Dyn., 37, 576, 10.1080/07391102.2018.1433067

Hegde, 2014, Fluorescence and circular dichroism studies on binding and conformational aspects of an anti-leukemic drug with DNA, Mol. Biol. Rep., 41, 67, 10.1007/s11033-013-2838-2

Dogan-Topal, 2014, Investigation of anticancer drug lapatinib and its interaction with dsDNA by electrochemical and spectroscopic techniques, Sens. Actuators B Chem., 194, 185, 10.1016/j.snb.2013.12.088

Ajmal, 2016, Interaction of new kinase inhibitors cabozantinib and tofacitinib with human serum alpha-1 acid glycoprotein. A comprehensive spectroscopic and molecular Docking approach, Spectrochim. Acta A, 159, 199, 10.1016/j.saa.2016.01.049

Sarkar, 2008, Binding interaction of cationic phenazinium dyes with calf thymus DNA: a comparative study, J. Phys. Chem. B, 112, 9243, 10.1021/jp801659d

Alex, 1989, FT-IR and Raman investigation of cadmium binding by DNA, Inorganica Chim. Acta, 157, 271, 10.1016/S0020-1693(00)80552-6

Jangir, 2010, Carboplatin interaction with calf-thymus DNA: a FTIR spectroscopic approach, J. Mol. Struct., 969, 126, 10.1016/j.molstruc.2010.01.052

Morris, 2009, Autodock4 and AutoDockTools4: automated docking with selective receptor flexiblity, J. Comput. Chem., 16, 2785, 10.1002/jcc.21256

Drew, 1981, Structure of a B-DNA dodecamer: conformation and dynamics, Proc. Natl. Acad. Sci. U. S. A., 78, 2179, 10.1073/pnas.78.4.2179

Larsen, 1991, Crystal structure analysis of the B-DNA dodecamer CGTGAATTCACG, Biochemistry, 30, 4443, 10.1021/bi00232a010

Moreno, 2010, Coiled-coil conformation of a pentamidine-DNA complex, Acta Crystallogr. Sect. D, 66, 251, 10.1107/S0907444909055693

Singh, 1984, An approach to computing electrostatic charges for molecules, J. Comput. Chem., 5, 129, 10.1002/jcc.540050204

Pettersen, 2004, UCSF Chimera-a visualization system for exploratory research and analysis, J. Comput. Chem., 25, 1605, 10.1002/jcc.20084

Laskowski, 2011, LigPlot : multiple ligand-protein interaction diagrams for drug discovery, J. Chem. Inf. Model., 51, 2778, 10.1021/ci200227u

The PyMOL Molecular Graphics System, Version 2.0 Schrödinger LLC.

El-Hassab, 2020, Identification of potential inhibitors for HCV NS5b of genotype 4a by combining dynamic simulation, protein–ligand interaction fingerprint, 3D pharmacophore, docking and 3D QSAR, J. Biomol. Struct. Dyn., 38, 4521, 10.1080/07391102.2019.1685005

Grueso, 2012, Thermodynamic and structural study of phenanthroline derivative ruthenium complex/DNA interactions: probing partial intercalation and binding properties, J. Inorg. Biochem., 106, 1, 10.1016/j.jinorgbio.2011.09.028

Mahadevan, 1998, Spectroscopic and voltammetric studies on copper complexes of 2, 9-dimethyl-1, 10-phenanthrolines bound to calf thymus DNA, Inorg. Chem., 37, 693, 10.1021/ic961066r

Li, 2009, Study on the interaction of morphine chloride with deoxyribonucleic acid by fluorescence method, Spectrochim. Acta A, 71, 1938, 10.1016/j.saa.2008.07.033

Hegde, 2012, Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods, J. Pharm. Biomed. Anal., 63, 40, 10.1016/j.jpba.2012.01.034

Islam, 2013, Binding of DNA with Rhodamine B: spectroscopic and molecular modeling studies, Dyes Pigments, 99, 412, 10.1016/j.dyepig.2013.05.028

Sahoo, 2010, Quest for mode of binding of 2-(4-(dimethylamino) styryl)-1-methylpyridinium iodide with calf thymus DNA, J. Phys. Chem. B, 114, 2044, 10.1021/jp910766q

Olmsted, 1977, Mechanism of ethidium bromide fluorescence enhancement on binding to nucleic acids, Biochemistry, 16, 3647, 10.1021/bi00635a022

Waring, 1965, Complex formation between ethidium bromide and nucleic acids, J. Mol. Biol., 13, 269, 10.1016/S0022-2836(65)80096-1

Kashanian, 2012, DNA-binding studies of fluoxetine antidepressant, DNA Cell Biol., 31, 1349, 10.1089/dna.2012.1657

Klotz, 1973, Physicochemical aspects of drug-protein interactions: a general perspective, Ann. N. Y. Acad. Sci., 226, 18, 10.1111/j.1749-6632.1973.tb20465.x

Ross, 1981, Thermodynamics of protein association reactions: forces contributing to stability, Biochemistry, 20, 3096, 10.1021/bi00514a017

Dolatabadi, 2014, Spectroscopic and molecular modeling studies of human serum albumin interaction with propyl gallate, RSC Adv., 4, 64559, 10.1039/C4RA11103F

Fathi, 2018, Kinetic and thermodynamic studies of bovine serum albumin interaction with ascorbyl palmitate and ascorbyl stearate food additives using surface plasmon resonance, Food Chem., 246, 228, 10.1016/j.foodchem.2017.11.023

Mohammadzadeh-Aghdash, 2017, Multi-spectroscopic and molecular modeling studies of bovine serum albumin interaction with sodium acetate food additive, Food Chem., 228, 265, 10.1016/j.foodchem.2017.01.149

Lima, 2019, A critical review of the estimation of the thermodynamic parameters on adsorption equilibria. Wrong use of equilibrium constant in the Van&apos;t Hoof equation for calculation of thermodynamic parameters of adsorption, J. Mol. Liq., 273, 425, 10.1016/j.molliq.2018.10.048

Guo, 2015, Interaction study on bovine serum albumin physically binding to silver nanoparticles: evolution from discrete conjugates to protein coronas, Appl. Surf. Sci., 359, 82, 10.1016/j.apsusc.2015.09.247

Rehman, 2015, Deciphering the interactions between chlorambucil and calf thymus DNA: a multi-spectroscopic and molecular docking study, Arch. Biochem. Biophys., 566, 7, 10.1016/j.abb.2014.12.013

Arakawa, 2001, Silver (I) complexes with DNA and RNA studied by Fourier transform infrared spectroscopy and capillary electrophoresis, Biophys. J., 81, 1580, 10.1016/S0006-3495(01)75812-2

Ouameur, 2004, Structural analysis of DNA interactions with biogenic polyamines and cobalt (III) hexamine studied by Fourier transform infrared and capillary electrophoresis, J. Biol. Chem., 279, 42041, 10.1074/jbc.M406053200

Saito, 2012, Study of DNA–emodin interaction by FTIR and UV–vis spectroscopy, J. Photochem. Photobiol. B, 111, 59, 10.1016/j.jphotobiol.2012.03.012

Jangir, 2011, FTIR and circular dichroism spectroscopic study of interaction of 5-fluorouracil with DNA, J. Photochem. Photobiol. B, 105, 143, 10.1016/j.jphotobiol.2011.08.003

El Hassab, 2020, Identification of a new potential SARS-COV-2 RNA-dependent RNA polymerase inhibitor via combining fragment-based drug docking, molecular dynamics, and MM-PBSA calculations, Front. Chem., 8, 10.3389/fchem.2020.584894

El Hassab, 2021, In silico identification of novel SARS-COV-2 2&apos;-O-methyltransferase (nsp16) inhibitors: structure-based virtual screening, molecular dynamics simulation and MM-PBSA approaches, J. Enzyme Inhib. Med. Chem., 36, 727, 10.1080/14756366.2021.1885396

El Hassab, 2021, In silico identification of potential SARS COV-2 2&apos;-O-methyltransferase inhibitor: fragment-based screening approach and MM-PBSA calculations, RSC Adv., 11, 16026, 10.1039/D1RA01809D

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International Journal of Biological Macromolecules

Tập 182

1852-1862

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