Catalytic Asymmetric Hydrophosphination as a Valuable Tool to Access Dihydrophosphinated Curcumin and Its Derivatives

Ronald Hong Xiang Teo; Jeannie Xue Ting Lee; Wei Ren Tan; Wen Qian Shum; Yongxin Li; Sumod A. Pullarkat; Nguan Soon Tan; Pak Hing Leung

doi:10.1021/acs.organomet.1c00466

Catalytic Asymmetric Hydrophosphination as a Valuable Tool to Access Dihydrophosphinated Curcumin and Its Derivatives

Ronald Hong Xiang Teo, Jeannie Xue Ting Lee, Wei Ren Tan, Wen Qian Shum, Yongxin Li, Sumod A. Pullarkat, Nguan Soon Tan^*, Pak Hing Leung^*

^*Corresponding author for this work

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

5 Citations (Scopus)

Abstract

Curcumin and its derivatives were successfully functionalized with a series of secondary phosphines via catalytic asymmetric dihydrophosphination to give enantioenriched products with up to 95% enantiomeric excess (ee). Subsequently, the medicinal activities of dihydrophosphinated-curcumin gold(I) complexes obtained from the in situ complexation of dihydrophosphinated-curcumin with gold(I) were evaluated using the MKN74 and MCF7 cancer cell lines and compared to existing drugs such as curcumin and cisplatin.

Original language	English
Pages (from-to)	3454-3461
Number of pages	8
Journal	Organometallics
Volume	40
Issue number	20
DOIs	https://doi.org/10.1021/acs.organomet.1c00466
Publication status	Published - Oct 25 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021 American Chemical Society.

ASJC Scopus Subject Areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Catalytic Asymmetric Hydrophosphination as a Valuable Tool to Access Dihydrophosphinated Curcumin and Its Derivatives",

abstract = "Curcumin and its derivatives were successfully functionalized with a series of secondary phosphines via catalytic asymmetric dihydrophosphination to give enantioenriched products with up to 95% enantiomeric excess (ee). Subsequently, the medicinal activities of dihydrophosphinated-curcumin gold(I) complexes obtained from the in situ complexation of dihydrophosphinated-curcumin with gold(I) were evaluated using the MKN74 and MCF7 cancer cell lines and compared to existing drugs such as curcumin and cisplatin.",

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doi = "10.1021/acs.organomet.1c00466",

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T1 - Catalytic Asymmetric Hydrophosphination as a Valuable Tool to Access Dihydrophosphinated Curcumin and Its Derivatives

AU - Teo, Ronald Hong Xiang

AU - Lee, Jeannie Xue Ting

AU - Tan, Wei Ren

AU - Shum, Wen Qian

AU - Li, Yongxin

AU - Pullarkat, Sumod A.

AU - Tan, Nguan Soon

AU - Leung, Pak Hing

PY - 2021/10/25

Y1 - 2021/10/25

N2 - Curcumin and its derivatives were successfully functionalized with a series of secondary phosphines via catalytic asymmetric dihydrophosphination to give enantioenriched products with up to 95% enantiomeric excess (ee). Subsequently, the medicinal activities of dihydrophosphinated-curcumin gold(I) complexes obtained from the in situ complexation of dihydrophosphinated-curcumin with gold(I) were evaluated using the MKN74 and MCF7 cancer cell lines and compared to existing drugs such as curcumin and cisplatin.

AB - Curcumin and its derivatives were successfully functionalized with a series of secondary phosphines via catalytic asymmetric dihydrophosphination to give enantioenriched products with up to 95% enantiomeric excess (ee). Subsequently, the medicinal activities of dihydrophosphinated-curcumin gold(I) complexes obtained from the in situ complexation of dihydrophosphinated-curcumin with gold(I) were evaluated using the MKN74 and MCF7 cancer cell lines and compared to existing drugs such as curcumin and cisplatin.

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JO - Organometallics

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IS - 20

ER -

Catalytic Asymmetric Hydrophosphination as a Valuable Tool to Access Dihydrophosphinated Curcumin and Its Derivatives

Abstract

Bibliographical note

ASJC Scopus Subject Areas

UN SDGs

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