Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines

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...

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Main Authors: Seah, Jeffery Wee Kiong, Lee, Jeannie Xue Ting, Li, Yongxin, Pullarkat, Sumod A., Tan, Nguan Soon, Leung, Pak-Hing
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2022
Subjects:
Online Access:https://hdl.handle.net/10356/157005
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author Seah, Jeffery Wee Kiong
Lee, Jeannie Xue Ting
Li, Yongxin
Pullarkat, Sumod A.
Tan, Nguan Soon
Leung, Pak-Hing
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Seah, Jeffery Wee Kiong
Lee, Jeannie Xue Ting
Li, Yongxin
Pullarkat, Sumod A.
Tan, Nguan Soon
Leung, Pak-Hing
author_sort Seah, Jeffery Wee Kiong
collection NTU
description 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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spelling ntu-10356/1570052023-02-28T17:11:52Z 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 Pullarkat, Sumod A. Tan, Nguan Soon Leung, Pak-Hing School of Physical and Mathematical Sciences School of Biological Sciences Lee Kong Chian School of Medicine (LKCMedicine) Science::Chemistry Chelating Phosphines Cells 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. Ministry of Education (MOE) Submitted/Accepted version This research is supported by the Ministry of Education, Singapore, under its Academic Research Fund Tier 1 (2019- T1-001-094). 2022-04-29T05:05:33Z 2022-04-29T05:05:33Z 2021 Journal Article Seah, J. W. K., Lee, J. X. T., Li, Y., Pullarkat, S. A., Tan, N. S. & Leung, P. (2021). Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines. Inorganic Chemistry, 60(22), 17276-17287. https://dx.doi.org/10.1021/acs.inorgchem.1c02625 0020-1669 https://hdl.handle.net/10356/157005 10.1021/acs.inorgchem.1c02625 34709031 2-s2.0-85118942973 22 60 17276 17287 en 2019- T1-001-094 Inorganic Chemistry This document is the Accepted Manuscript version of a Published Work that appeared in final form in Inorganic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.inorgchem.1c02625. application/pdf
spellingShingle Science::Chemistry
Chelating Phosphines
Cells
Seah, Jeffery Wee Kiong
Lee, Jeannie Xue Ting
Li, Yongxin
Pullarkat, Sumod A.
Tan, Nguan Soon
Leung, Pak-Hing
Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title_full Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title_fullStr Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title_full_unstemmed Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title_short Chelating phosphine-N-heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward MKN74 and MCF7 cancer cell lines
title_sort chelating phosphine n heterocyclic carbene platinum complexes via catalytic asymmetric hydrophosphination and their cytotoxicity toward mkn74 and mcf7 cancer cell lines
topic Science::Chemistry
Chelating Phosphines
Cells
url https://hdl.handle.net/10356/157005
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