Exploring the C^N^C theme: Synthesis and biological properties of tridentate cyclometalated gold(III) complexes

Sophie Jürgens; Valeria Scalcon; Natalia Estrada-Ortiz; Alessandra Folda; Federica Tonolo; Christian Jandl; Duncan L. Browne; Maria Pia Rigobello; Fritz E. Kühn; Angela Casini

doi:10.1016/j.bmc.2017.08.001

Exploring the C^N^C theme: Synthesis and biological properties of tridentate cyclometalated gold(III) complexes

Sophie Jürgens
, Valeria Scalcon
, Natalia Estrada-Ortiz
, Alessandra Folda
, Federica Tonolo
, Christian Jandl
, Duncan L. Browne
, Maria Pia Rigobello
, Fritz E. Kühn
, Angela Casini

Technical University of Munich
Cardiff University
University of Padova
University of Groningen

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

A family of cyclometalated Au(III) complexes featuring a tridentate C^N^C scaffold has been synthesized and characterized. Microwave assisted synthesis of the ligands has also been exploited and optimized. The biological properties of the thus formed compounds have been studied in cancer cells and demonstrate generally moderate antiproliferative effects. Initial mechanistic insights have also been gained on the gold complex [Au(C^N^C)(GluS)] (3), and support the idea that the thioredoxin system may be a target for this family of compounds together with other relevant intracellular thiol-containing molecules.

Original language	English
Pages (from-to)	5452-5460
Number of pages	9
Journal	Bioorganic and Medicinal Chemistry
Volume	25
Issue number	20
DOIs	https://doi.org/10.1016/j.bmc.2017.08.001
State	Published - 2017

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Anticancer agents
Cyclometalation
Gold(III) complexes
Thiols
Thioredoxin reductase

Access to Document

10.1016/j.bmc.2017.08.001

Cite this

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title = "Exploring the C\textasciicircum{}N\textasciicircum{}C theme: Synthesis and biological properties of tridentate cyclometalated gold(III) complexes",

abstract = "A family of cyclometalated Au(III) complexes featuring a tridentate C\textasciicircum{}N\textasciicircum{}C scaffold has been synthesized and characterized. Microwave assisted synthesis of the ligands has also been exploited and optimized. The biological properties of the thus formed compounds have been studied in cancer cells and demonstrate generally moderate antiproliferative effects. Initial mechanistic insights have also been gained on the gold complex [Au(C\textasciicircum{}N\textasciicircum{}C)(GluS)] (3), and support the idea that the thioredoxin system may be a target for this family of compounds together with other relevant intracellular thiol-containing molecules.",

keywords = "Anticancer agents, Cyclometalation, Gold(III) complexes, Thiols, Thioredoxin reductase",

author = "Sophie J{\"u}rgens and Valeria Scalcon and Natalia Estrada-Ortiz and Alessandra Folda and Federica Tonolo and Christian Jandl and Browne, \{Duncan L.\} and Rigobello, \{Maria Pia\} and K{\"u}hn, \{Fritz E.\} and Angela Casini",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier Ltd",

year = "2017",

doi = "10.1016/j.bmc.2017.08.001",

language = "English",

volume = "25",

pages = "5452--5460",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Ltd.",

number = "20",

}

TY - JOUR

T1 - Exploring the C^N^C theme

T2 - Synthesis and biological properties of tridentate cyclometalated gold(III) complexes

AU - Jürgens, Sophie

AU - Scalcon, Valeria

AU - Estrada-Ortiz, Natalia

AU - Folda, Alessandra

AU - Tonolo, Federica

AU - Jandl, Christian

AU - Browne, Duncan L.

AU - Rigobello, Maria Pia

AU - Kühn, Fritz E.

AU - Casini, Angela

PY - 2017

Y1 - 2017

N2 - A family of cyclometalated Au(III) complexes featuring a tridentate C^N^C scaffold has been synthesized and characterized. Microwave assisted synthesis of the ligands has also been exploited and optimized. The biological properties of the thus formed compounds have been studied in cancer cells and demonstrate generally moderate antiproliferative effects. Initial mechanistic insights have also been gained on the gold complex [Au(C^N^C)(GluS)] (3), and support the idea that the thioredoxin system may be a target for this family of compounds together with other relevant intracellular thiol-containing molecules.

AB - A family of cyclometalated Au(III) complexes featuring a tridentate C^N^C scaffold has been synthesized and characterized. Microwave assisted synthesis of the ligands has also been exploited and optimized. The biological properties of the thus formed compounds have been studied in cancer cells and demonstrate generally moderate antiproliferative effects. Initial mechanistic insights have also been gained on the gold complex [Au(C^N^C)(GluS)] (3), and support the idea that the thioredoxin system may be a target for this family of compounds together with other relevant intracellular thiol-containing molecules.

KW - Anticancer agents

KW - Cyclometalation

KW - Gold(III) complexes

KW - Thiols

KW - Thioredoxin reductase

UR - https://www.scopus.com/pages/publications/85027444187

U2 - 10.1016/j.bmc.2017.08.001

DO - 10.1016/j.bmc.2017.08.001

M3 - Article

C2 - 28823538

AN - SCOPUS:85027444187

SN - 0968-0896

VL - 25

SP - 5452

EP - 5460

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 20

ER -

Exploring the C^N^C theme: Synthesis and biological properties of tridentate cyclometalated gold(III) complexes

Abstract

UN SDGs

Keywords

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