Synthesis, characterization and in vitro cytotoxicity of Au(I) carbene complexes

Sughra Gulzar; Zeeshan Abid; Raja Shahid Ashraf; Muhammad Sher; Anvarhusein A. Isab; Muhammad Altaf

doi:10.1016/j.inoche.2022.110351

Synthesis, characterization and in vitro cytotoxicity of Au(I) carbene complexes

Sughra Gulzar
, Zeeshan Abid
, Raja Shahid Ashraf
, Muhammad Sher
, Anvarhusein A. Isab
, Muhammad Altaf^*

^*Corresponding author for this work

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

11 Scopus citations

Abstract

Gold(I) N-heterocyclic carbenes (Au(I)-NHCs) are among the most widely investigated class of complexes exhibiting cytotoxic potential towards a wide range of cancers. We synthesized four new Au(I)–NHC complexes (1–4) by reacting (1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride) (Au(Ipr)Cl) with four different thiones, namely N-(i-propyl)imidazolidine-2-thione (i-PrImt), N-(di-propyl)imidazolidine-2-thione (i-Pr₂Imt), 1,3-Diazinane-2-thione (Diaz) and 1,3-Diazipane-2-thione (Diap). The synthesized Au(I)–NHC complexes (1–4) were fully characterized by elemental analysis (CHNS) and various spectroscopic techniques, including Fourier-transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR) spectroscopy (¹H and ¹³C) and single crystal X-ray diffraction (XRD). Further, the newly synthesized Au(I)-NHCs (1–4) were evaluated for antitumor activity against human lung adenocarcinoma (A549), breast adenocarcinoma (MCF7) and human colorectal cancer (HCT15) cell lines using well established MTT Tetrazolium assay protocol. The complexes (1–4) showed moderate anticancer activities against selected cancer cell lines.

Original language	English
Article number	110351
Journal	Inorganic Chemistry Communication
Volume	148
DOIs	https://doi.org/10.1016/j.inoche.2022.110351
State	Published - Feb 2023

Bibliographical note

Publisher Copyright:
© 2022 Elsevier B.V.

Keywords

Anticancer study
Gold (I)
NHC
Thiones
XRD analysis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

UN SDGs

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

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10.1016/j.inoche.2022.110351

Cite this

@article{f3970a38e29947eda30ee053106f7b82,

title = "Synthesis, characterization and in vitro cytotoxicity of Au(I) carbene complexes",

abstract = "Gold(I) N-heterocyclic carbenes (Au(I)-NHCs) are among the most widely investigated class of complexes exhibiting cytotoxic potential towards a wide range of cancers. We synthesized four new Au(I)–NHC complexes (1–4) by reacting (1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride) (Au(Ipr)Cl) with four different thiones, namely N-(i-propyl)imidazolidine-2-thione (i-PrImt), N-(di-propyl)imidazolidine-2-thione (i-Pr2Imt), 1,3-Diazinane-2-thione (Diaz) and 1,3-Diazipane-2-thione (Diap). The synthesized Au(I)–NHC complexes (1–4) were fully characterized by elemental analysis (CHNS) and various spectroscopic techniques, including Fourier-transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR) spectroscopy (1H and 13C) and single crystal X-ray diffraction (XRD). Further, the newly synthesized Au(I)-NHCs (1–4) were evaluated for antitumor activity against human lung adenocarcinoma (A549), breast adenocarcinoma (MCF7) and human colorectal cancer (HCT15) cell lines using well established MTT Tetrazolium assay protocol. The complexes (1–4) showed moderate anticancer activities against selected cancer cell lines.",

keywords = "Anticancer study, Gold (I), NHC, Thiones, XRD analysis",

author = "Sughra Gulzar and Zeeshan Abid and \{Shahid Ashraf\}, Raja and Muhammad Sher and Isab, \{Anvarhusein A.\} and Muhammad Altaf",

note = "Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

year = "2023",

month = feb,

doi = "10.1016/j.inoche.2022.110351",

language = "English",

volume = "148",

journal = "Inorganic Chemistry Communication",

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publisher = "Elsevier B.V.",

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T1 - Synthesis, characterization and in vitro cytotoxicity of Au(I) carbene complexes

AU - Gulzar, Sughra

AU - Abid, Zeeshan

AU - Shahid Ashraf, Raja

AU - Sher, Muhammad

AU - Isab, Anvarhusein A.

AU - Altaf, Muhammad

PY - 2023/2

Y1 - 2023/2

N2 - Gold(I) N-heterocyclic carbenes (Au(I)-NHCs) are among the most widely investigated class of complexes exhibiting cytotoxic potential towards a wide range of cancers. We synthesized four new Au(I)–NHC complexes (1–4) by reacting (1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride) (Au(Ipr)Cl) with four different thiones, namely N-(i-propyl)imidazolidine-2-thione (i-PrImt), N-(di-propyl)imidazolidine-2-thione (i-Pr2Imt), 1,3-Diazinane-2-thione (Diaz) and 1,3-Diazipane-2-thione (Diap). The synthesized Au(I)–NHC complexes (1–4) were fully characterized by elemental analysis (CHNS) and various spectroscopic techniques, including Fourier-transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR) spectroscopy (1H and 13C) and single crystal X-ray diffraction (XRD). Further, the newly synthesized Au(I)-NHCs (1–4) were evaluated for antitumor activity against human lung adenocarcinoma (A549), breast adenocarcinoma (MCF7) and human colorectal cancer (HCT15) cell lines using well established MTT Tetrazolium assay protocol. The complexes (1–4) showed moderate anticancer activities against selected cancer cell lines.

AB - Gold(I) N-heterocyclic carbenes (Au(I)-NHCs) are among the most widely investigated class of complexes exhibiting cytotoxic potential towards a wide range of cancers. We synthesized four new Au(I)–NHC complexes (1–4) by reacting (1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride) (Au(Ipr)Cl) with four different thiones, namely N-(i-propyl)imidazolidine-2-thione (i-PrImt), N-(di-propyl)imidazolidine-2-thione (i-Pr2Imt), 1,3-Diazinane-2-thione (Diaz) and 1,3-Diazipane-2-thione (Diap). The synthesized Au(I)–NHC complexes (1–4) were fully characterized by elemental analysis (CHNS) and various spectroscopic techniques, including Fourier-transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR) spectroscopy (1H and 13C) and single crystal X-ray diffraction (XRD). Further, the newly synthesized Au(I)-NHCs (1–4) were evaluated for antitumor activity against human lung adenocarcinoma (A549), breast adenocarcinoma (MCF7) and human colorectal cancer (HCT15) cell lines using well established MTT Tetrazolium assay protocol. The complexes (1–4) showed moderate anticancer activities against selected cancer cell lines.

KW - Anticancer study

KW - Gold (I)

KW - NHC

KW - Thiones

KW - XRD analysis

UR - https://www.scopus.com/pages/publications/85144853886

U2 - 10.1016/j.inoche.2022.110351

DO - 10.1016/j.inoche.2022.110351

M3 - Article

AN - SCOPUS:85144853886

SN - 1387-7003

VL - 148

JO - Inorganic Chemistry Communication

JF - Inorganic Chemistry Communication

M1 - 110351

ER -

Synthesis, characterization and in vitro cytotoxicity of Au(I) carbene complexes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

UN SDGs

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