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 45 条
[1]   Therapeutic potential of dithiocarbamate supported gold compounds [J].
Adokoh, Christian K. .
RSC ADVANCES, 2020, 10 (05) :2975-2988
[2]   Synthesis, characterization, in vitro cytotoxicity and DNA interaction study of phosphanegold(I) complexes with dithiocarbamate ligands [J].
Al-Jaroudi, Said S. ;
Altaf, Muhammad ;
Seliman, Adam A. ;
Yadav, Shipra ;
Arjmand, Farukh ;
Alhoshani, Ali ;
Korashy, Hesham M. ;
Ahmad, Saeed ;
Isab, Anvarhusein A. .
INORGANICA CHIMICA ACTA, 2017, 464 :37-48
[3]   New bipyridine gold(III) dithiocarbamate-containing complexes exerted a potent anticancer activity against cisplatin-resistant cancer cells independent of p53 status [J].
Altaf, Muhammad ;
Monim-ul-Mehboob, Muhammad ;
Kawde, Abdel-Nasser ;
Corona, Giuseppe ;
Larcher, Roberto ;
Ogasawara, Marcia ;
Casagrande, Naike ;
Celegato, Marta ;
Borghese, Cinzia ;
Siddik, Zahid H. ;
Aldinucci, Donatella ;
Isab, Anvarhusein A. .
ONCOTARGET, 2017, 8 (01) :490-505
[4]   Synthesis, X-ray structures, spectroscopic analysis and anticancer activity of novel gold(I) carbene complexes [J].
Altaf, Muhammad ;
Monim-ul-Mehboob, M. ;
Seliman, Adam A. A. ;
Isab, Anvarhusein A. ;
Dhuna, Vikram ;
Bhatia, Gaurav ;
Dhuna, Kshitija .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 765 :68-79
[5]   Functionalised dithiocarbamate complexes: Complexes based on indoline, indole and substituted piperazine backbones - X-ray crystal structure of [Ni(S2CNC3H6C6H4)2] [J].
Anastasiadis, Charalampos ;
Hogarth, Graeme ;
Wilton-Ely, James D. E. T. .
INORGANICA CHIMICA ACTA, 2010, 363 (13) :3222-3228
[6]   Alkynyl gold(I) phosphane complexes: Evaluation of structure-activity -relationships for the phosphane ligands, effects on key signaling proteins and preliminary in-vivo studies with a nanoformulated complex [J].
Andermark, Vincent ;
Goeke, Katrin ;
Kokoschka, Malte ;
Abu el Maaty, Mohamed A. ;
Lum, Ching Tung ;
Zou, Taotao ;
Sun, Raymond Wai-Yin ;
Aguilo, Elisabet ;
Oehninger, Luciano ;
Rodriguez, Laura ;
Bunjes, Heike ;
Woelfl, Stefan ;
Che, Chi-Ming ;
Ott, Ingo .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 160 :140-148
[7]   Further Approaches in the Design of Antitumor Agents with Response to Cell Resistance: Looking toward Aza Crown Ether-dtc Complexes [J].
Arenaza-Corona, Antonino ;
Delfina Couce-Fortunez, M. ;
de Blas, Andres ;
Morales-Morales, David ;
Santillan, Rosa ;
Hopfl, Herbert ;
Rodriguez-Blas, Teresa ;
Barba, Victor .
INORGANIC CHEMISTRY, 2020, 59 (20) :15120-15134
[8]   Novel Pd(II)-salen complexes showing high in vitro anti-proliferative effects against human hepatoma cancer by modulating specific regulatory genes [J].
Azam, Mohammad ;
Hussain, Zahid ;
Warad, Ismail ;
Al-Resayes, Saud I. ;
Khan, Mohd Shahnawaz ;
Shakir, Mohammad ;
Trzesowska-Kruszynska, Agata ;
Kruszynski, Rafal .
DALTON TRANSACTIONS, 2012, 41 (35) :10854-10864
[9]   Halo and Pseudohalo Gold(I)-NHC Complexes Derived from 4,5-Diarylimidazoles with Excellent In Vitro and In Vivo Anticancer Activities Against HCC [J].
Bian, Mianli ;
Fan, Rong ;
Jiang, Guizhi ;
Wang, Yingxiang ;
Lu, Yunlong ;
Liu, Wukun .
JOURNAL OF MEDICINAL CHEMISTRY, 2020, 63 (17) :9197-9211
[10]   Effect of Paeonol on Antioxidant and Immune Regulatory Activity in Hepatocellular Carcinoma Rats [J].
Chen, Bendong ;
Ning, Mingliang ;
Yang, Guangshun .
MOLECULES, 2012, 17 (04) :4672-4683