Study of the interaction between drugs and human serum albumin (HSA) based on computer simulation, DFT and TDDFT, experiments of electronic circular dichroism, ECD, and determination of the bond formation constant

• Grant number: 15/22338-9
• Support Opportunities: Regular Research Grants
• Start date: February 01, 2016
• End date: January 31, 2018
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Physical-Chemistry
• Principal Investigator: Aguinaldo Robinson de Souza
• Grantee: Aguinaldo Robinson de Souza
• Host Institution: Faculdade de Ciências (FC). Universidade Estadual Paulista (UNESP). Campus de Bauru. Bauru , SP, Brazil
• City of the host institution: Bauru
• Associated researchers: Nelson Henrique Morgon ; Valdecir Farias Ximenes

Abstract

In this research project we intend to study the interaction between drugs and the protein Human Serum Albumin (HSA) in the binding sites I and II. Drugs that we will study are: Azapropazone, 3-Indoxyl sulfate, 3.5, -Diiodosalicyclic acid, Diflunisal, Indomethacin, diazepam, Oxyphenbutazone, phenylbutazone, warfarin, Ibuprofen, 3-carboxy-4-methyl-5-propyl-2- -furanopropionico (CMPF), Dansyl-sarcosine, Dansyl-norvaline, Dansyl-Phenylalanine, Dansyl-Asparagine, and Arginine Dansyl-Dansyl-L-Glutamate. We will explore both the computer simulation approach as well the experimental one. In the aspect of computer simulation, the energy will be determined by the structural aspects of drug molecules in solution, for it we will use the PCM model, and compare the results with the properties determined experimentally. The experimental structural properties will be obtained through files of proteins, the Protein Data Bank (PDB), while the energy stability properties of complexes between drugs and HSA will be determined by the drug fluorescence quenching when the interior of the protein. It is also intended to propose the stereochemistry of the drugs when bound to HSA binding sites by comparing the circular dichroism results induced experimentally obtained experimentally, with the results obtained by calculation based on Time Dependent Density Functional Theory (TDDFT ). The exchange and correlation functional CAM-B3LYP and PBE0 and def2-TZVPP'D will be used. The values for the rotational force R, in the form of dipole velocity (Rvel) and excitation wavelengths will be determined for a set of excited states of the drugs. (AU)

Scientific publications

(15)

(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)

DE SOUSA, IRAN DA LUZ; XIMENES, VALDECIR FARIAS; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE. Solvent-induced Stokes' shift in DCJTB: Experimental and theoretical results. Journal of Molecular Structure, v. 1192, p. 186-191, SEP 15 2019. (15/22338-9, 16/20549-5, 14/50926-0, 16/04963-6)

PASTRELLO, BRUNA; DOS SANTOS, GIOVANNY CARVALHO; DA SILVA-FILHO, LUIZ CARLOS; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS. Novel aminoquinoline-based solvatochromic fluorescence probe: Interaction with albumin, lysozyme and characterization of amyloid fibrils. DYES AND PIGMENTS, v. 173, FEB 2020. (15/00615-0, 15/22338-9, 16/20549-5, 18/14506-7, 14/50926-0)

MORGON, NELSON H.; BISWAS, SRIJIT; DUARI, SURAJIT; DE SOUZA, AGUINALDO R.. Solvent Effects in the Regioselective N-Functionalization of Tautomerizable Heterocycles Catalyzed by Methyl Trifluoromethanesulfonate: A Density Functional Theory Study with Implicit Solvent Model. COMPUTATION, v. 10, n. 10, p. 9-pg., 2022-10-01. (15/22338-9, 19/12294-5)

ALARCON, RAFAEL T.; GAGLIERI, CAROLINE; DOS SANTOS, GIOVANNY C.; MORALLES, ANA C.; MORGON, NELSON H.; DE SOUZA, AGUINALDO R.; BANNACH, GILBERT. AIE Effect by Oxygen Clustering in Vegetable Oil-Based Polymers. CHEMISTRYSELECT, v. 6, n. 31, p. 7838-7844, AUG 20 2021. (13/08293-7, 18/03460-6, 17/08820-8, 15/22338-9)

VENTURINI, DIEGO; DE SOUZA, AGUINALDO ROBINSON; CARACELLI, IGNEZ; MORGON, NELSON HENRIQUE; DA SILVA-FILHO, LUIZ CARLOS; XIMENES, VALDECIR FARIAS. Induction of axial chirality in divanillin by interaction with bovine serum albumin. PLoS One, v. 12, n. 6, JUN 2 2017. (15/22338-9, 14/50926-0)

AGUINALDO ROBINSON DE SOUZA; IZABELLE AMORIM FERREIRA BOZA; VALDECIR FARIAS XIMENES; MAURÍCIO IKEDA YOGUIN; MARÍA-JOSÉ DÁVILA-RODRIGUEZ; NELSON HENRIQUE MORGON; IGNEZ CARACELLI. ELUCIDAÇÃO DA QUIRALIDADE INDUZIDA NA MOLÉCULA DANSILGLICINA NA COMPLEXAÇÃO COM A PROTEÍNA ALBUMINA DO SORO HUMANO (HSA). Química Nova, v. 42, n. 2, p. 135-142, 2019-02-00. (16/20549-5, 14/50926-0, 15/22338-9)

XIMENES, VALDECIR FARIAS; MORGON, NELSON HENRIQUE; DE SOUZA, AGUINALDO ROBINSON. Solvent-dependent inversion of circular dichroism signal in naproxen: An unusual effect!. CHIRALITY, v. 30, n. 9, p. 1049-1053, SEP 2018. (14/50926-0, 15/22338-9, 16/20549-5)

HOLANDA, BRUNO B. C.; ALARCON, RAFAEL T.; GAGLIERI, CAROLINE; DE SOUZA, AGUINALDO R.; CASTRO, RICARDO A. E.; ROSA, PAULO C. P.; TANGERINO, DEBORA J. A.; BANNACH, GILBERT. Thermal studies, degradation kinetic, equilibrium solubility, DFT, MIR, and XRPD analyses of a new cocrystal of gemfibrozil and isonicotinamide. JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, v. 136, n. 5, p. 2049-2062, JUN 2019. (13/09022-7, 18/03460-6, 13/07296-2, 15/22338-9)

ORENHA, RENATO PEREIRA; MORGON, NELSON HENRIQUE; SILVA, GRAZIELE CAPPATO GUERRA; CARAMORI, GIOVANNI FINOTO; PARREIRA, RENATO LUIS TAME. The pi-donor/acceptor trans effect on NO release in ruthenium nitrosyl complexes: a computational insight. NEW JOURNAL OF CHEMISTRY, v. 45, n. 20, APR 2021. (11/07623-8, 17/24856-2, 19/00543-0, 13/08293-7, 15/22338-9)

ORENHA, RENATO PEREIRA; SILVA, GRAZIELE CAPPATO GUERRA; MORGON, NELSON HENRIQUE; CARAMORI, GIOVANNI FINOTO; PARREIRA, RENATO LUIS TAME. Can the relative positions (cis-trans) of ligands really modulate the coordination of NO in ruthenium nitrosyl complexes?. NEW JOURNAL OF CHEMISTRY, v. 45, n. 3, p. 1658-1666, JAN 21 2021. (13/08293-7, 19/00543-0, 11/07623-8, 15/22338-9, 17/24856-2)

SOUSA, IRAN DA L.; HEERDT, GABRIEL; XIMENES, VALDECIR F.; DE SOUZA, AGUINALDO R.; MORGON, NELSON H.. TD-DFT Analysis of the Dissymmetry Factor in Camphor. Journal of the Brazilian Chemical Society, v. 31, n. 3, p. 613-618, MAR 2020. (14/50926-0, 16/20549-5, 15/22338-9, 16/04963-6, 19/12294-5)

MORGON, NELSON H.; GRANDINI, GIULIA S.; YOGUIM, MAURICIO I.; PORTO, CAIO M.; SANTANA, LUCAS C.; BISWAS, SRIJIT; DE SOUZA, AGUINALDO R.. Potential activity of Linezolid against SARS-CoV-2 using electronic and molecular docking study. Journal of Molecular Modeling, v. 27, n. 8, AUG 2021. (13/08293-7, 15/22338-9)

FERNANDES, ANA JULIA FOGANHOLI CARVALHO; BERTOZO, LUIZA DE CARVALHO; POVINELLI, ANA PAULA RIBEIRO; ZAZERI, GABRIEL; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS. 4-Dimethylamino-beta-nitrostyrene, a fluorescent solvatochromic probe to estimate the apparent dielectric constant in serum albumin: Experimental and molecular dynamics studies. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, v. 433, p. 12-pg., 2022-08-11. (13/08293-7, 15/22338-9, 19/18445-5)

DE SOUZA, AGUINALDO ROBINSON; XIMENES, VALDECIR FARIAS; MORGON, NELSON HENRIQUE; CHENG, HN; MARYANOFF, CA; MILLER, BD; SCHMIDT, DG. Solvent Effects on Electronic Circular Dichroism Spectra. STEREOCHEMISTRY AND GLOBAL CONNECTIVITY: THE LEGACY OF ERNEST L ELIEL, VOL 2, v. 1258, p. 11-pg., 2017-01-01. (15/22338-9, 16/20549-5)

DE SOUZA, CARMEN REGINA; YOGUIM, MAURICIO IKEDA; PAVAN, NATHALIA MARIANA; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS; DE SOUZA, AGUINALDO ROBINSON. Evidence of the Differences Between Human and Bovine Serum Albumin Through the Interaction with Coumarin-343: Experimental (ICD) and Theoretical Studies (DFT and Molecular Docking). BIOPHYSICA, v. 5, n. 3, p. 16-pg., 2025-07-15. (13/08293-7, 19/12294-5, 19/18445-5, 24/00959-0, 18/12950-7, 20/05535-3, 15/22338-9)