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Metal complexes of sulfamethoxydiazine and sulfadimethoxine: synthesis, characterization and applications as antimicrobial agents for topical use

Grant number: 15/20882-3
Support type:Scholarships in Brazil - Doctorate
Effective date (Start): March 01, 2016
Effective date (End): December 31, 2019
Field of knowledge:Physical Sciences and Mathematics - Chemistry
Principal Investigator:Pedro Paulo Corbi
Grantee:Douglas Hideki Nakahata
Home Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated scholarship(s):18/01451-0 - Functionalization of polynuclear platinum(II) complexes with sulfonamides for development of novel anticancer agents, BE.EP.DR


The discovery of the antibacterial activities of sulfonamides and their applications in the treatment of infections resulted in an increase of life time and reduction of human mortality. However, their indiscriminate use led to the appearance of multiresistant bacterial strains, making the search for new drugs an important area of research. One of the strategies for the development of new antibacterial drugs is the modification of existing molecules. The Schiff bases from sulfonamides constitute a promising class of molecules for the treatment of bacterial infections. Beyond the modification of the free sulfonamides, there is also the possibility of combining the existing sulfonamides with metals that possess recognized antibacterial activities, such as copper, silver, palladium and platinum, aiming synergistic effects and the obtention of new compounds active against multiresistant strains. In this context, this project aims the synthesis of new metal complexes with two sulfonamides, sulfamethoxydiazine and sulfadimetoxina, and their Schiff bases. The ligands and the respective complexes will be synthesized in aqueous or alcoholic solutions and characterized by a set of chemical and spectroscopic analyses, with emphasis to nuclear magnetic resonance spectroscopy of 1H, 13C and {15N,1H} and high resolution mass spectrometry. The antibacterial activities of the compounds will be initially evaluated by the disc diffusion method (antibiogram). Afterwards, the active compounds will have their minimum inhibitory concentration determined over both Gram-positive (S. aureus and E. faecalis) and Gram-negative (P. aeruginosa and E. coli). Citotoxicity studies of the sulfonamides and the complexes will be performed over different cell lines in order to evaluate their selectivity and the potential of topical application for the treatment of skin infections. (AU)

Scientific publications (8)
(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)
DOS SANTOS PEREIRA, ANNA KARLA; NAKAHATA, DOUGLAS HIDEKI; MANZANO, CARLOS MARROTE; SIMONI, DEBORAH DE ALENCAR; PEREIRA, DOUGLAS HENRIQUE; LUSTRI, WILTON ROGERIO; BARBOZA FORMIGA, ANDRE LUIZ; CORBI, PEDRO PAULO. Synthesis, crystallographic studies, molecular modeling and in vitro biological studies of silver(I) complexes with aminoadamantane ligands. Polyhedron, v. 173, NOV 15 2019. Web of Science Citations: 0.
NAKAHATA, DOUGLAS H.; DE PAIVA, RAPHAEL E. F.; LUSTRI, WILTON R.; RIBEIRO, CAMILA M.; PAVAN, FERNANDO R.; DA SILVA, GISELE G.; RUIZ, ANA L. T. G.; DE CARVALHO, JOAO E.; CORBI, PEDRO P. Sulfonamide-containing copper(II) metallonucleases: Correlations with in vitro antimycobacterial and antiproliferative activities. Journal of Inorganic Biochemistry, v. 187, p. 85-96, OCT 2018. Web of Science Citations: 2.
DE PAIVA, RAPHAEL E. F.; DU, ZHIFENG; NAKAHATA, DOUGLAS H.; LIMA, FREDERICO A.; CORBI, PEDRO P.; FARRELL, NICHOLAS P. Gold-Catalyzed C-S Aryl-Group Transfer in Zinc Finger Proteins. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 57, n. 30, p. 9305-9309, JUL 20 2018. Web of Science Citations: 7.
NUNES, JULIA H. B.; NAKAHATA, DOUGLAS H.; LUSTRI, WILTON R.; CORBI, PEDRO P.; DE PAIVA, RAPHAEL E. F. The nitro-reduced metabolite of nimesulide: Crystal structure, spectroscopic characterization, ESI-QTOF mass spectrometric analysis and antibacterial evaluation. Journal of Molecular Structure, v. 1157, p. 469-475, APR 5 2018. Web of Science Citations: 1.
FERRAZ DE PAIVA, RAPHAEL ENOQUE; NAKAHATA, DOUGLAS HIDEKI; DE CARVALHO, MARCOS ALBERTO; GOULART BERGAMINI, FERNANDO RODRIGUES; CORBI, PEDRO PAULO. N,N `,N `' versus N,N `,O imine-containing coordination motifs: ligand-directed synthesis of mono-nuclear and binuclear Cu-II compounds. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, v. 73, n. 10, p. 1563+, OCT 2017. Web of Science Citations: 1.
FERRAZ DE PAIVA, RAPHAEL ENOQUE; NAKAHATA, DOUGLAS HIDEKI; CORBI, PEDRO PAULO. Synthesis and crystal structure of dichlorido(1,10-phenanthroline-kappa N-2,N `)gold(III) hexafluoridophosphate. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, v. 73, n. 7, p. 1048+, JUL 2017. Web of Science Citations: 2.
FIORI, ANA THEREZA M.; NAKAHATA, DOUGLAS H.; CUIN, ALEXANDRE; LUSTRI, WILTON R.; CORBI, PEDRO P. Synthesis, crystallographic studies, high resolution mass spectrometric analyses and antibacterial assays of silver(I) complexes with sulfisoxazole and sulfadimethoxine. Polyhedron, v. 121, p. 172-179, JAN 10 2017. Web of Science Citations: 16.
NAKAHATA, DOUGLAS H.; LUSTRI, WILTON R.; CUIN, ALEXANDRE; CORBI, PEDRO P. Crystal structure, spectroscopic characterization and antibacterial activities of a silver complex with sulfameter. Journal of Molecular Structure, v. 1125, p. 609-615, DEC 5 2016. Web of Science Citations: 8.

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