Physicochemical profile of Os (III) complexes with pyrazine derivatives: From solution behavior to DNA binding studies and biological assay

被引:4
作者
Biedulska, Malgorzata [1 ]
Krolicka, Aleksandra [2 ,3 ]
Lipinska, Andrea D. [4 ,5 ]
Krychowiak-Masnicka, Marta [2 ,3 ]
Pieranski, Michal [6 ,7 ]
Grabowska, Kinga [4 ,5 ]
Nidzworski, Dawid [1 ]
机构
[1] Inst Biotechnol & Mol Med, Trzy Lipy 3, PL-80172 Gdansk, Poland
[2] Univ Gdansk, Intercollegiate Fac Biotechnol Univ Gdansk, Lab Biol Act Cpds, Abrahama 58, PL-80307 Gdansk, Poland
[3] Univ Gdansk, Med Univ Gdansk, Lab Biol Act Cpds, Abrahama 58, PL-80307 Gdansk, Poland
[4] Univ Gdansk, Lab Virus Mol Biol, Intercollegiate Fac Biotechnol Univ Gdansk, Abrahama 58, PL-80307 Gdansk, Poland
[5] Univ Gdansk, Lab Virus Mol Biol, Med Univ Gdansk, Abrahama 58, PL-80307 Gdansk, Poland
[6] Univ Gdansk, Intercollegiate Fac Biotechnol Univ Gdansk, Lab Mol Diagnost, Abrahama 58, PL-80307 Gdansk, Poland
[7] Univ Gdansk, Med Univ Gdansk, Lab Mol Diagnost, Abrahama 58, PL-80307 Gdansk, Poland
关键词
Os(III) complexes; Pyrazine derivatives; DNA binding ability; Add-base equilibria; Microbiological activity; Homeolysis; NORMAL-COORDINATE ANALYSIS; OSMIUM CARBONYL CLUSTERS; MOLECULAR-STRUCTURE; SPECTROSCOPIC CHARACTERIZATION; ANTICANCER AGENTS; CU(II) COMPLEXES; METAL-COMPLEXES; IN-VITRO; RUTHENIUM COMPLEXES; CRYSTAL-STRUCTURES;
D O I
10.1016/j.molliq.2020.113804
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
New series of osmium(III) complexes with pyrazinamide (PZA) and its analogues (PTA, PAOX) were synthesized. The physicochemical features in the solid phase have been identified and confirmed using elemental analysis, mass spectrometry, spectroscopic techniques (FT-IR, H-1 NMR) and thermogravimetric analysis. Based on the studies we confirmed bidentate nature of selected pyrazine derivatives and proven involvement azomethine and amine nitrogen atoms in coordination of metal ion. In particular, complex (2) is more stable than (1) and (3), retaining thermal stability up to 120 degrees C. After one stage dehydration process, the simultaneous destruction of Os(III) complexes architecture was observed with immediate decomposition and elimination of pyrazine derivatives. The acid-base equilibria studies of newly synthesized Os(III) complexes were carried out by combined pH-metric-spectrophotometric and potentiometric titrations in the aqueous solution. Os(III) complexes exhibited rich redox chemistry as demonstrated by cyclic voltammetry. The cyclic voltammograms revealed a well-defined redox couples which correspond to reversible, single-electron Os-III -> Os-II reduction within -1.152 to -1.374 V vs Ag/AgCl and Os-III -> Os-IV oxidation within 0.460-0.831 V vs Ag/AgCl.The binding ability of bioactive ligand and their Os( III) complexes with Calf Thymus DNA (CT-DNA) were investigated by spectrophotometric titration. The observed hypsochromic and bat hodromic shifts with simultaneous hyperchromic effect confirmed mixed mode of interaction with biological target Biological activity of Os(III) complexes, i.e. antimicrobial, cytotoxic, haemolytic and photodynamic potential were studied. (C) 2020 Elsevier B.V. All rights reserved.
引用
收藏
页数:17
相关论文
共 131 条
[1]   SYNTHESIS, MOLECULAR-STRUCTURE, AND CHEMICAL BEHAVIOR OF HYDROGEN TRANS-BIS(DIMETHYL SULFOXIDE)TETRACHLORORUTHENATE(III) AND MER-TRICHLOROTRIS(DIMETHYL SULFOXIDE)RUTHENIUM(III) - THE 1ST FULLY CHARACTERIZED CHLORIDE DIMETHYL-SULFOXIDE RUTHENIUM(III) COMPLEXES [J].
ALESSIO, E ;
BALDUCCI, G ;
CALLIGARIS, M ;
COSTA, G ;
ATTIA, WM ;
MESTRONI, G .
INORGANIC CHEMISTRY, 1991, 30 (04) :609-618
[2]   NEW ASPECTS OF RHODIUM(III) DIMETHYL-SULFOXIDE CHEMISTRY - SYNTHESIS AND MOLECULAR-STRUCTURE OF [NET(4)]-[CIS-RHCL4)(CH3)2SO(2] AND CHEMICAL BEHAVIOR IN AQUEOUS-SOLUTION OF [RHCL(N))(CH3)2SO((6-N)](3-N) (N=3 OR 4) COMPLEXES [J].
ALESSIO, E ;
SANTI, ASO ;
FALESCHINI, P ;
CALLIGARIS, M ;
MESTRONI, G .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (13) :1849-1855
[3]   Spectral, thermal studies and biological activity of pyrazinamide complexes [J].
Ali, Alaa E. ;
Elasala, Gehan S. ;
Mohamed, Essam A. ;
Kolkaila, Sherif A. .
HELIYON, 2019, 5 (11)
[4]   SALT NUCLEIC-ACID INTERACTIONS [J].
ANDERSON, CF ;
RECORD, MT .
ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1995, 46 :657-700
[5]  
[Anonymous], 2012, [No title captured]
[6]   Carnivorous plants used for green synthesis of silver nanoparticles with broad-spectrum antimicrobial activity [J].
Banasiuk, Rafal ;
Krychowiak, Marta ;
Swigon, Daria ;
Tomaszewicz, Wojciech ;
Michalak, Angelika ;
Chylewska, Agnieszka ;
Ziabka, Magdalena ;
Lapinski, Marcin ;
Koscielska, Barbara ;
Narajczyk, Magdalena ;
Krolicka, Aleksandra .
ARABIAN JOURNAL OF CHEMISTRY, 2020, 13 (01) :1415-1428
[7]   Synthesis, molecular characterization, and biological activity of novel synthetic derivatives of chromen-4-one in human cancer cells [J].
Barve, Vivek ;
Ahmed, Fakhara ;
Adsule, Shreelekha ;
Banerjee, Sanjeev ;
Kulkarni, Sudhir ;
Katiyar, Prashant ;
Anson, Christopher E. ;
Powell, Annie K. ;
Padhye, Subhash ;
Sarkar, Fazlul H. .
JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (13) :3800-3808
[8]   New dicationic porphyrin ligands suited for intercalation into B-form DNA [J].
Bejune, SA ;
Shelton, AH ;
McMillin, DR .
INORGANIC CHEMISTRY, 2003, 42 (25) :8465-8475
[9]   Approaching tumour therapy beyond platinum drugs Status of the art and perspectives of ruthenium drug candidates [J].
Bergamo, A. ;
Gaiddon, C. ;
Schellens, J. H. M. ;
Beijnen, J. H. ;
Sava, G. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2012, 106 (01) :90-99
[10]   Comparative solution equilibria studies of complex formation between Ir(III) ion and antituberculosis drug analogues: Spectroscopic, potentiometric and conductometric approach [J].
Biedulska, Maigorzata ;
Chylewska, Agnieszka ;
Nidzworski, Dawid .
JOURNAL OF MOLECULAR LIQUIDS, 2019, 296