Synthesis and antitumor activity of gold(I) N-heterocyclic carbene with dithiocarbamate and alkynyl complexes

被引:3
|
作者
Chen, Qiu Mei [1 ]
Zeng, Yanyan [2 ]
Zhang, Ming Rui [1 ]
Jin, Lingyu [2 ]
Zhou, Ping [2 ]
Wu, Xiang Hua [1 ]
Ren, Wen Xiu [2 ]
机构
[1] Yunnan Normal Univ, Coll Chem & Chem Engn, Kunming 650500, Peoples R China
[2] Southwest Med Univ, Dept Radiol, Affiliated Hosp, Luzhou 646000, Peoples R China
关键词
N -heterocyclic carbene; Dithiocarbamate; Alkynyl; Gold(I) complex; Cytotoxic activity; TrxR; THIOREDOXIN REDUCTASE INHIBITORS; IN-VITRO; ANTICANCER ACTIVITY; LIGANDS; PAEONOL; CANCER;
D O I
10.1016/j.ica.2024.122085
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of new type gold(I) N-heterocyclic carbene (NHC) complexes bearing a paeonol ligand in the side chain of NHC and bearing dithiocarbamate or alkynyl groups as a second ligand have been synthesized and structurally characterized by spectroscopic methods. The structure of Pa-NHC-Au-Cl has been established by X-ray crystallography. Their antitumor activities in vitro were investigated by CCK8 assay against two tumor cell lines (A549 and Hela). The gold(I) NHC with dithiocarbamate (DTC) complexes showed good to excellent antiproliferative activity and strongly inhibited the selenoenzyme thioredoxin reductase (TrxR).
引用
收藏
页数:5
相关论文
共 50 条
  • [31] Amine-fnctionalized silver and gold N-heterocyclic carbene complexes: Synthesis, characterization and antitumor properties
    Kizrak, Umran
    Ciftci, Osman
    Ozdemir, Ilknur
    Gurbuz, Nevin
    Dusunceli, Serpil Demir
    Kaloglu, Murat
    Mansour, Lamjed
    Zaghrouba, Fethi
    Hamdi, Naceur
    Ozdemir, Ismail
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 882 : 26 - 32
  • [32] Chiral N-heterocyclic Carbene Gold Complexes: Synthesis and Applications in Catalysis
    Michalak, Michal
    Kosnik, Wioletta
    CATALYSTS, 2019, 9 (11)
  • [33] Synthesis and characterization of gold(III) N-heterocyclic carbene triflimidate complexes
    Garner, Mary E.
    Jacques, Beatrice
    Orbisaglia, Serena
    Hueber, Damien
    Pale, Patrick
    Blanc, Aurelien
    de Fremont, Pierre
    Braunstein, Pierre
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [34] Synthesis, characterization and reactivity of N-heterocyclic carbene gold(III) complexes
    de Fremont, Pierre
    Singh, Rohit
    Stevens, Edwin D.
    Petersen, Jeffrey L.
    Nolan, Steven P.
    ORGANOMETALLICS, 2007, 26 (06) : 1376 - 1385
  • [35] Synthesis and characterization of gold(I) N-heterocyclic carbene complexes bearing biologically compatible moieties
    de Fremont, Pierre
    Stevens, Edwin D.
    Eelman, Melanie D.
    Fogg, Deryn E.
    Nolan, Steven P.
    ORGANOMETALLICS, 2006, 25 (24) : 5824 - 5828
  • [36] Abnormal N-Heterocyclic Carbene Gold(I) Complexes: Synthesis, Structure, and Catalysis in Hydration of Alkynes
    Xu, Xiangya
    Kim, Seung Hyo
    Zhang, Xi
    Das, Atanu Kumar
    Hirao, Hajime
    Hong, Soon Hyeok
    ORGANOMETALLICS, 2013, 32 (01) : 164 - 171
  • [37] Synthesis of hydroxyl-functionalized N-heterocyclic carbene gold(I) complexes and peptide conjugates
    Diehl, Tobias
    Krause, Melanie T. S.
    Ueberlein, Sven
    Becker, Stefanie
    Trommer, Aline
    Schnakenburg, Gregor
    Engeser, Marianne
    DALTON TRANSACTIONS, 2017, 46 (09) : 2988 - 2997
  • [38] Synthesis, structural characterization, and antibacterial activity of alkenyl functionalized imidazolium N-heterocyclic silver(I) and gold(I) carbene complexes
    Rojo-Gomez, Erik G.
    Zuno-Cruz, Francisco J.
    Sanchez-Cabrera, Gloria
    Carpio-Granillo, Mariana
    Gonzalez-Abrego, Daniel O.
    Coronel-Olivares, Claudia
    Alvarado-Rodriguez, Jose G.
    Rosales-Hoz, Maria J.
    INORGANICA CHIMICA ACTA, 2023, 555
  • [39] Anticancer properties of gold(I)-N-heterocyclic carbene complexes and their silver(I) precursors
    Siciliano, Tammy J.
    Deblock, Michael C.
    Hindi, Khadijah M.
    Durmus, Semih
    Panzner, Matthew J.
    Tessier, Claire A.
    Youngs, Wiley J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [40] Multicomponent synthesis of N-heterocyclic carbene complexes
    Bon, Robin S.
    de Kanter, Frans J. J.
    Lutz, Martin
    Spek, Anthony L.
    Jahnke, Mareike C.
    Hahn, F. Ekkehardt
    Groen, Marinus B.
    Orru, Romano V. A.
    ORGANOMETALLICS, 2007, 26 (15) : 3639 - 3650