A novel water-soluble platinum(II) complex with the amino acid deoxyalliin: synthesis, crystal structure, theoretical studies and investigations about its antibacterial activity

Author(s)

Quintanilha, Mariana Mazzo ^{[1, 2]} ; Schimitd, Bianca Alves ^{[1, 2]} ; Costa, Adao Marcos Ferreira ^[3] ; Nakahata, Douglas Hideki ^{[1, 4]} ; Simoni, Deborah de Alencar ^[1] ; Clavijo, Juan Carlos Tenorio ^[1] ; Pereira, Douglas Henrique ; Massabni, Antonio Carlos ^{[5, 6]} ; Lustri, Wilton Rogerio ^[5] ; Corbi, Pedro Paulo ^[1]

Affiliation

^[1] Univ Campinas UNICAMP, Inst Chem, POB 6154, BR-13083970 Campinas, SP - Brazil

^[2] Univ Campinas UNICAMP, Fac Pharmaceut Sci, BR-13083871 Campinas, SP - Brazil

^[3] Fed Univ Tocantins UFT, Chem Collegiate, Campus Gurupi, POB 66, BR-77402970 Gurupi, TO - Brazil

^[4] Fed Univ Goias UFG, Inst Chem, Campus Samambaia, BR-74690900 Goiania, Go - Brazil

^[5] Univ Araraquara UNIARA, Grad Program Biotechnol Regenerat Med & Med Chem, BR-14801320 Araraquara, SP - Brazil

^[6] Sao Paulo State Univ UNESP, Inst Chem, Dept Analyt Physicochem & Inorgan Chem, BR-14800060 Araraquara, SP - Brazil

• Document type: Journal article
• Source: Journal of Molecular Structure; v. 1236, JUL 15 2021.
• Web of Science Citations: 0

Abstract

Platinum complexes have received special attention due to their biological properties with emphasis on the antitumor and antibacterial activities. In this manuscript, we report the synthesis of a novel water-soluble Pt(II) complex with the amino acid deoxyalliin (S-allyl-L-cysteine, sac), {[}Pt(sac)(2)], and its characterization by a set of chemical and spectroscopic techniques besides its preliminary antibacterial activity assays. Elemental and high-resolution mass spectrometric data (ESI-MS) indicated its 1:2 metal/ligand molar composition, with the molecular formula {[}Pt(C6H10NO2S)(2)]center dot H2O. The crystal structure of the complex was solved by single-crystal X-ray diffraction studies, where the two molecules of deoxyalliin were shown to be coordinated to the metal in a bidentate N,S-mode and in a trans-configuration. The H-1, C-13 and Pt-195 nuclear magnetic resonance (NMR) results and the infrared spectroscopic data reinforced the N,S-coordination of deoxyalliin to the metal. The coordination mode of the ligand was supported by density functional theory (DFT) calculations. The antibacterial activity of the complex was preliminarily evaluated by the minimum inhibitory concentration (MIC) assay. The experiments were performed for the complex and the free ligand over Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. The {[}Pt(sac)(2)] complex did not show inhibitory effect in bacterial growth even at the highest concentration of 3.75 mmol L-1 considered in the present study. (C) 2021 Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 13/08293-7 - CCES - Center for Computational Engineering and Sciences
• Grantee: Munir Salomao Skaf
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 15/20882-3 - Metal complexes of sulfamethoxydiazine and sulfadimethoxine: synthesis, characterization and applications as antimicrobial agents for topical use
• Grantee: Douglas Hideki Nakahata
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 18/09860-6 - Synthesis, characterization and studies of the antibacterial activities of Ag(I), Cu(II) and Pt(II) complexes with sulfamethazine
• Grantee: Bianca Alves Schimitd
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 18/09856-9 - New studies of synthesis, characterization and antitumor activity of Pd(II) and Pt(II) complexes with S-allyl-L-cysteine
• Grantee: Mariana Mazzo Quintanilha
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 18/12590-0 - Synthesis of metal complexes with bioactive N,N or N,O-coordinating ligands for use in sustainable delivery system based on bacterial cellulose
• Grantee: Wilton Rogério Lustri
• Support Opportunities: Regular Research Grants
• FAPESP's process: 15/09833-0 - Sustainable delivery system based on biocellulose/metallic complexes containing bioactive ligands
• Grantee: Wilton Rogério Lustri
• Support Opportunities: Regular Research Grants
• FAPESP's process: 18/12062-4 - Synthesis, characterization and studies of interaction with biomolecules of metal complexes containing biologically active ligands: a strategy in the preparation of new agents with antibacterial and antiviral activities
• Grantee: Pedro Paulo Corbi
• Support Opportunities: Regular Research Grants
• FAPESP's process: 17/11485-6 - Computational and theoretical developments based on ab initio methods and the Density Functional Theory
• Grantee: Rogério Custodio
• Support Opportunities: Regular Research Grants