Synthesis, characterization and antitumor properties of novel silver(I) and gold(I) N-heterocyclic carbene complexes

被引:19
|
作者
Ozdemir, Ilknur [1 ]
Ciftci, Osman [2 ]
Evren, Enes [1 ,3 ]
Gurbuz, Nevin [1 ,3 ]
Kaloglu, Nazan [3 ]
Turkmen, Nese Basak [4 ]
Yasar, Seyma [5 ]
Ustun, Elvan [6 ]
Hamdi, Naceur [7 ]
Mansour, Lamjed [8 ]
Ozdemir, Ismail [1 ,3 ]
机构
[1] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey
[2] Inonu Univ, Fac Med, Dept Pharmaceut Microbiol, TR-44280 Malatya, Turkey
[3] Inonu Univ, Catalysis Res & Applicat Ctr, TR-44280 Malatya, Turkey
[4] Inonu Univ, Fac Pharm, Dept Pharmaceut Chem, TR-44280 Malatya, Turkey
[5] Inonu Univ, Fac Med, Dept Biostat & Med Informat, TR-44280 Malatya, Turkey
[6] Ordu Univ, Fac Sci & Arts, Dept Chem, TR-52200 Ordu, Turkey
[7] Univ Carthage, Higher Inst Environm Sci & Technol, Res Lab Environm Sci & Technol LR16ES09, Hammam Lif, Tunisia
[8] King Saud Univ, Coll Sci, Zool Dept, POB 2455, Riyadh 11451, Saudi Arabia
关键词
N-heterocyclic carbene; Benzimidazolium salts; Silver- and gold NHC complexes; Antitumor activity; CATALYTIC TRANSFER HYDROGENATION; STRUCTURAL-CHARACTERIZATION; COUPLING REACTIONS; DIRECT ARYLATION; ANTICANCER; PALLADIUM; CISPLATIN; LIGANDS; AGENTS; MECHANISMS;
D O I
10.1016/j.ica.2020.119530
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this study, two novel benzimidazolium salts consisting propane sulfonate order were integrated in high yields as N-heterocyclic carbene (NHC) precursors. The silver-NHC buildings were set up by responding 1-(2,2-dimethoxyahyl)-3-(propyl-3-sulfonate)benzimidazolium and 1-(2,2-diethoxyahyl)-3-(propyl-3-sulfonate)benzimidazolium with silver oxide on average state. Gold-NHC edifices were acquired by means of transmetallation of their silver precursors with [AuCl{S(CH3)(2)}]. The structures of all mixes were completely portrayed by spectroscopic techniques H-1 NMR, C-13{1H} NMR, IR and elemental and further analyzed by DFT/TDDFT strategies. IC50 values and cytotoxic impacts of these four complexes were controlled by the MTS put together examine with respect to three human cancer cell lines neuroblastoma (SHSY5Y), adenocarcinoma (HEP3B), and human fibroblasts (HF).
引用
收藏
页数:7
相关论文
共 50 条
  • [41] Dinuclear gold(I)-N-heterocyclic carbene complexes: Synthesis, characterization, and catalytic application for hydrohydrazidation of terminal alkynes
    Yadav, Seema
    Ray, Sriparna
    Singh, Ajeet
    Mobin, Shaikh M.
    Roy, Tapta Kanchan
    Dash, Chandrakanta
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (11)
  • [42] Synthesis and Characterization of Silver(I) and Gold(I) Complexes Bearing a Pyrido-annelated N-Heterocyclic Carbene: A Rare Example of a Cocrystal Containing Two Different Gold(I) Complexes
    Kriechbaum, Margit
    Otte, Daniela
    List, Manuela
    Monkowius, Uwe
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2014, 69 (11-12): : 1188 - 1198
  • [43] Novel Benzyl- or 4-Cyanobenzyl-Substituted N-Heterocyclic (Bromo)(carbene)silver(I) and (Carbene)(chloro)gold(I) Complexes: Synthesis and Preliminary Cytotoxicity Studies
    Patil, Siddappa
    Deally, Anthony
    Hackenberg, Frauke
    Kaps, Leonard
    Mueller-Bunz, Helge
    Schobert, Rainer
    Tacke, Matthias
    HELVETICA CHIMICA ACTA, 2011, 94 (09) : 1551 - 1562
  • [44] Cytotoxicity of silver(I), gold(I) and gold(III) complexes of a pyridine wingtip substituted annelated N-heterocyclic carbene
    Dinda, Joydev
    Nandy, Abhishek
    Rana, Bidyut Kumar
    Bertolasi, Valerio
    Das Saha, Krishna
    Bielawski, Christopher W.
    RSC ADVANCES, 2014, 4 (105) : 60776 - 60784
  • [45] Dinuclear N-heterocyclic carbene silver complexes: Synthesis, luminescence and catalytic studies
    Atli, Deniz Demir
    Gulle, Sibel
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1179 : 576 - 580
  • [46] Gold(I)-N-Heterocyclic Carbene Synthons in Organometallic Synthesis
    Scattolin, Thomas
    Tonon, Giovanni
    Botter, Eleonora
    Guillet, Sebastien G.
    Tzouras, Nikolaos V.
    Nolan, Steven P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (58)
  • [47] Synthesis and structures of cyclopentadienyl N-heterocyclic carbene copper(I) complexes
    Ren, Hongping
    Zhao, Xi
    Xu, Shansheng
    Song, Haibin
    Wang, Baiquan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (19) : 4109 - 4113
  • [48] Xylose Incorporated in Unsymmetrical Gold(I) N-Heterocyclic Carbene Complexes: Synthesis, Characterization and Antibacterial Activity
    Pascual, Laura M. H.
    Colin, Marius
    Mohamadou, Aminou
    Kowandy, Christelle
    Plantier-Royon, Richard
    Gatard, Sylvain
    CHEMMEDCHEM, 2024, 19 (22) : e202400245
  • [49] p-Nitrobenzyl-substituted N-heterocyclic carbene in Silver(I) and Gold(I) complexes and their antibacterial activities
    Carpio-Granillo, Mariana
    Zuno-Cruz, Francisco J.
    Sanchez-Cabrera, Gloria
    Rojo-Gomez, Erik G.
    Gonzalez-Abrego, Daniel O.
    Coronel-Olivares, Claudia
    Caviedes, Miguel F.
    Andrade-Lopez, Noemi
    Rosales-Hoz, Maria J.
    Leyva, Marco A.
    POLYHEDRON, 2022, 217
  • [50] Antibacterial thiamine inspired silver (I) and gold (I) N-heterocyclic carbene compounds
    Palomero, Orhi Esarte
    Cunningham, Ashley L.
    Davies, Bryan W.
    Jones, Richard A.
    INORGANICA CHIMICA ACTA, 2021, 517