Synthesis, crystal structures, DFT studies, antibacterial assays and interaction assessments with biomolecules of new platinum(ii) complexes with adamantane derivatives

Author(s)

dos Santos Pereira, Anna Karla ^[1] ; Manzano, Carlos Marrote ^[1] ; Nakahata, Douglas Hideki ^[1] ; Tenorio Clavijo, Juan Carlos ^[1] ; Pereira, Douglas Henrique ^[2] ; Lustri, Wilton Rogerio ^[3] ; Corbi, Pedro Paulo ^[1]

Affiliation

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

^[2] Fed Univ Tocantins, Chem Coll, Campus Gurupi, POB 66, BR-77402970 Gurupi - Brazil

^[3] Univ Araraquara, Dept Biol & Hlth Sci, UNIARA, BR-14801320 Sao Paulo - Brazil

• Document type: Journal article
• Source: NEW JOURNAL OF CHEMISTRY; v. 44, n. 27, p. 11546-11556, JUL 21 2020.
• Web of Science Citations: 0

Abstract

Three platinum(ii) complexes containing amantadine (atd), rimantadine (rtd) and memantine (mtn) as ligands were synthesized and characterized by chemical and spectroscopic methods. The crystal data revealed the coordination formula {[}PtCl2(ligand)(DMSO)] for the three complexes. The stability studies of the complexes by(1)H nuclear magnetic resonance (NMR) spectroscopy revealed a ligand exchange of the DMSO ligand in the coordination sphere by deuterated DMSO-d(6)used as solvent. The(195)Pt NMR of the complexes confirmed the presence of one platinum species in solution and the chemical shifts are consistent with the coordination sphere observed in the crystallographic studies. Theoretical studies of complexes and ligands were also performed and combined with the experimental data to support the structural features of the synthesized compounds. Thein vitroantibacterial activity assays showed that free ligands rimantadine and memantine were able to inhibit the growth ofStaphylococcus aureus,Escherichia coliandPseudomonas aeruginosabacterial strains, while amantadine was inactive. Their respective Pt(ii) complexes, on the other hand, showed to be more active over Gram-positive bacteria than the Gram-negative ones, with the platinum(ii) memantine complex (Pt-mtn) being the most active one. Biophysical assays suggest that the Pt(ii) complexes interact with CT-DNA and alter its B-form, as observed by CD spectroscopy. The interaction of the three complexes with bovine serum albumin was also evidenced by fluorescence spectroscopy, which revealed that the platinum(ii) rimantadine complex (Pt-rtd) is the most reactive of this series. (AU)

• FAPESP's process: 13/08293-7 - CCES - Center for Computational Engineering and Sciences
• Grantee: Munir Salomao Skaf
• Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 17/11485-6 - Computational and theoretical developments based on ab initio methods and the Density Functional Theory
• Grantee: Rogério Custodio
• Support type: Regular Research Grants
• 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 type: Scholarships in Brazil - Doctorate
• 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 type: Regular Research Grants
• FAPESP's process: 17/25995-6 - New Ag(I), Pd(II) and Pt(II) metal complexes with ligands used for the treatment of Tuberculosis: synthesis and in vitro evaluation of antimicrobial and antiproliferative activities
• Grantee: Carlos Marrote Manzano
• Support type: Scholarships in Brazil - Doctorate
• 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 type: Regular Research Grants