Anticancer activity and apoptosis induction of gold(III) complexes containing 2,2′-bipyridine-3,3′-dicarboxylic acid and dithiocarbamates

Ali Alhoshani; Adam A.A. Sulaiman; Homood M.As Sobeai; Wajhul Qamar; Moureq Alotaibi; Khalid Alhazzani; Muhammad Monim-Ul-mehboob; Saeed Ahmad; Anvarhusein A. Isab

doi:10.3390/molecules26133973

Anticancer activity and apoptosis induction of gold(III) complexes containing 2,2^′-bipyridine-3,3^′-dicarboxylic acid and dithiocarbamates

Ali Alhoshani^*
, Adam A.A. Sulaiman
, Homood M.As Sobeai
, Wajhul Qamar
, Moureq Alotaibi
, Khalid Alhazzani
, Muhammad Monim-Ul-mehboob
, Saeed Ahmad
, Anvarhusein A. Isab^*

^*Corresponding author for this work

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

23 Scopus citations

Abstract

Three novel gold(III) complexes (1–3) of general composition [Au(Bipydc)(S₂CNR₂)]Cl₂ (Bipydc = 2,2^′-bipyridine-3,3^′-dicarboxylic acid and R = methyl for dimethyldithiocarbamate (DMDTC), ethyl for diethyldithiocarbamate (DEDTC), and benzyl for dibenzyldithiocarbamate (DBDTC)) have been synthesized and characterized by elemental analysis, FTIR and NMR spectroscopic techniques. The spectral results confirmed the presence of both the Bipydc and dithiocarbamate ligands in the complexes. The in vitro cytotoxic studies demonstrated that compounds 1–3 were highly cytotoxic to A549, HeLa, MDA-231, and MCF-7 cancer cells with activities much higher (about 25-fold) than cisplatin. In order to know the possible mode of cell death complex 2, [Au(Bipydc)(DEDTC)]Cl₂ was further tested for induction of apoptosis towards the MCF-7 cells. The results indicated that complex 2 induces cell death through apoptosis.

Original language	English
Article number	3973
Journal	Molecules
Volume	26
Issue number	13
DOIs	https://doi.org/10.3390/molecules26133973
State	Published - 1 Jul 2021

Bibliographical note

Publisher Copyright:
© 2021 by the authors. Licensee MDPI, Basel, Switzerland.

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

2,2-bipyridine-3,3-dicarboxylic acid
Anti-cancer activity
Apoptosis
Dithiocarbamates
Gold(III)

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.3390/molecules26133973

Cite this

@article{838c3792ba4e46e88abd2fba6f056ebf,

title = "Anticancer activity and apoptosis induction of gold(III) complexes containing 2,2′-bipyridine-3,3′-dicarboxylic acid and dithiocarbamates",

abstract = "Three novel gold(III) complexes (1–3) of general composition [Au(Bipydc)(S2CNR2)]Cl2 (Bipydc = 2,2′-bipyridine-3,3′-dicarboxylic acid and R = methyl for dimethyldithiocarbamate (DMDTC), ethyl for diethyldithiocarbamate (DEDTC), and benzyl for dibenzyldithiocarbamate (DBDTC)) have been synthesized and characterized by elemental analysis, FTIR and NMR spectroscopic techniques. The spectral results confirmed the presence of both the Bipydc and dithiocarbamate ligands in the complexes. The in vitro cytotoxic studies demonstrated that compounds 1–3 were highly cytotoxic to A549, HeLa, MDA-231, and MCF-7 cancer cells with activities much higher (about 25-fold) than cisplatin. In order to know the possible mode of cell death complex 2, [Au(Bipydc)(DEDTC)]Cl2 was further tested for induction of apoptosis towards the MCF-7 cells. The results indicated that complex 2 induces cell death through apoptosis.",

keywords = "2,2-bipyridine-3,3-dicarboxylic acid, Anti-cancer activity, Apoptosis, Dithiocarbamates, Gold(III)",

author = "Ali Alhoshani and Sulaiman, \{Adam A.A.\} and Sobeai, \{Homood M.As\} and Wajhul Qamar and Moureq Alotaibi and Khalid Alhazzani and Muhammad Monim-Ul-mehboob and Saeed Ahmad and Isab, \{Anvarhusein A.\}",

note = "Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

month = jul,

day = "1",

doi = "10.3390/molecules26133973",

language = "English",

volume = "26",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "13",

}

TY - JOUR

T1 - Anticancer activity and apoptosis induction of gold(III) complexes containing 2,2′-bipyridine-3,3′-dicarboxylic acid and dithiocarbamates

AU - Alhoshani, Ali

AU - Sulaiman, Adam A.A.

AU - Sobeai, Homood M.As

AU - Qamar, Wajhul

AU - Alotaibi, Moureq

AU - Alhazzani, Khalid

AU - Monim-Ul-mehboob, Muhammad

AU - Ahmad, Saeed

AU - Isab, Anvarhusein A.

PY - 2021/7/1

Y1 - 2021/7/1

N2 - Three novel gold(III) complexes (1–3) of general composition [Au(Bipydc)(S2CNR2)]Cl2 (Bipydc = 2,2′-bipyridine-3,3′-dicarboxylic acid and R = methyl for dimethyldithiocarbamate (DMDTC), ethyl for diethyldithiocarbamate (DEDTC), and benzyl for dibenzyldithiocarbamate (DBDTC)) have been synthesized and characterized by elemental analysis, FTIR and NMR spectroscopic techniques. The spectral results confirmed the presence of both the Bipydc and dithiocarbamate ligands in the complexes. The in vitro cytotoxic studies demonstrated that compounds 1–3 were highly cytotoxic to A549, HeLa, MDA-231, and MCF-7 cancer cells with activities much higher (about 25-fold) than cisplatin. In order to know the possible mode of cell death complex 2, [Au(Bipydc)(DEDTC)]Cl2 was further tested for induction of apoptosis towards the MCF-7 cells. The results indicated that complex 2 induces cell death through apoptosis.

AB - Three novel gold(III) complexes (1–3) of general composition [Au(Bipydc)(S2CNR2)]Cl2 (Bipydc = 2,2′-bipyridine-3,3′-dicarboxylic acid and R = methyl for dimethyldithiocarbamate (DMDTC), ethyl for diethyldithiocarbamate (DEDTC), and benzyl for dibenzyldithiocarbamate (DBDTC)) have been synthesized and characterized by elemental analysis, FTIR and NMR spectroscopic techniques. The spectral results confirmed the presence of both the Bipydc and dithiocarbamate ligands in the complexes. The in vitro cytotoxic studies demonstrated that compounds 1–3 were highly cytotoxic to A549, HeLa, MDA-231, and MCF-7 cancer cells with activities much higher (about 25-fold) than cisplatin. In order to know the possible mode of cell death complex 2, [Au(Bipydc)(DEDTC)]Cl2 was further tested for induction of apoptosis towards the MCF-7 cells. The results indicated that complex 2 induces cell death through apoptosis.

KW - 2,2-bipyridine-3,3-dicarboxylic acid

KW - Anti-cancer activity

KW - Apoptosis

KW - Dithiocarbamates

KW - Gold(III)

UR - https://www.scopus.com/pages/publications/85109681293

U2 - 10.3390/molecules26133973

DO - 10.3390/molecules26133973

M3 - Article

C2 - 34209921

AN - SCOPUS:85109681293

SN - 1420-3049

VL - 26

JO - Molecules

JF - Molecules

IS - 13

M1 - 3973

ER -