Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines

Jeffery Wee Kiong Seah; Jeannie Xue Ting Lee; Yongxin Li; Sumod A. Pullarkat; Nguan Soon Tan; Pak Hing Leung

doi:10.1021/acs.inorgchem.1c02625

Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines

Jeffery Wee Kiong Seah, Jeannie Xue Ting Lee, Yongxin Li, Sumod A. Pullarkat, Nguan Soon Tan^*, Pak Hing Leung^*

^*Corresponding author for this work

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

10 Citations (Scopus)

Abstract

A series of activated vinyl azoles was hydrophosphinated in the presence of a chiral palladacycle catalyst under mild conditions to give enantioenriched phosphine azoles with moderate enantioselectivities and yields. The racemic phosphine azoles were transformed into eleven novel chelating phosphine-N-heterocyclic carbene (NHC) platinum complexes. The drug efficacies of nine selected phosphine-NHC platinum(II) chlorides in two cancer cell lines (MKN74 and MCF7) were evaluated, and two were found to exhibit activities comparable to that of cisplatin.

Original language	English
Pages (from-to)	17276-17287
Number of pages	12
Journal	Inorganic Chemistry
Volume	60
Issue number	22
DOIs	https://doi.org/10.1021/acs.inorgchem.1c02625
Publication status	Published - Nov 15 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021 American Chemical Society.

ASJC Scopus Subject Areas

Physical and Theoretical Chemistry
Inorganic Chemistry

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

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10.1021/acs.inorgchem.1c02625

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title = "Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines",

abstract = "A series of activated vinyl azoles was hydrophosphinated in the presence of a chiral palladacycle catalyst under mild conditions to give enantioenriched phosphine azoles with moderate enantioselectivities and yields. The racemic phosphine azoles were transformed into eleven novel chelating phosphine-N-heterocyclic carbene (NHC) platinum complexes. The drug efficacies of nine selected phosphine-NHC platinum(II) chlorides in two cancer cell lines (MKN74 and MCF7) were evaluated, and two were found to exhibit activities comparable to that of cisplatin.",

author = "Seah, {Jeffery Wee Kiong} and Lee, {Jeannie Xue Ting} and Yongxin Li and Pullarkat, {Sumod A.} and Tan, {Nguan Soon} and Leung, {Pak Hing}",

note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",

year = "2021",

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day = "15",

doi = "10.1021/acs.inorgchem.1c02625",

language = "English",

volume = "60",

pages = "17276--17287",

journal = "Inorganic Chemistry",

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publisher = "American Chemical Society",

number = "22",

}

Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines. / Seah, Jeffery Wee Kiong; Lee, Jeannie Xue Ting; Li, Yongxin et al.
In: Inorganic Chemistry, Vol. 60, No. 22, 15.11.2021, p. 17276-17287.

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

TY - JOUR

T1 - Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines

AU - Seah, Jeffery Wee Kiong

AU - Lee, Jeannie Xue Ting

AU - Li, Yongxin

AU - Pullarkat, Sumod A.

AU - Tan, Nguan Soon

AU - Leung, Pak Hing

PY - 2021/11/15

Y1 - 2021/11/15

N2 - A series of activated vinyl azoles was hydrophosphinated in the presence of a chiral palladacycle catalyst under mild conditions to give enantioenriched phosphine azoles with moderate enantioselectivities and yields. The racemic phosphine azoles were transformed into eleven novel chelating phosphine-N-heterocyclic carbene (NHC) platinum complexes. The drug efficacies of nine selected phosphine-NHC platinum(II) chlorides in two cancer cell lines (MKN74 and MCF7) were evaluated, and two were found to exhibit activities comparable to that of cisplatin.

AB - A series of activated vinyl azoles was hydrophosphinated in the presence of a chiral palladacycle catalyst under mild conditions to give enantioenriched phosphine azoles with moderate enantioselectivities and yields. The racemic phosphine azoles were transformed into eleven novel chelating phosphine-N-heterocyclic carbene (NHC) platinum complexes. The drug efficacies of nine selected phosphine-NHC platinum(II) chlorides in two cancer cell lines (MKN74 and MCF7) were evaluated, and two were found to exhibit activities comparable to that of cisplatin.

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M3 - Article

C2 - 34709031

AN - SCOPUS:85118942973

SN - 0020-1669

VL - 60

SP - 17276

EP - 17287

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 22

ER -

Chelating Phosphine-N-Heterocyclic Carbene Platinum Complexes via Catalytic Asymmetric Hydrophosphination and Their Cytotoxicity Toward MKN74 and MCF7 Cancer Cell Lines

Abstract

Bibliographical note

ASJC Scopus Subject Areas

UN SDGs

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