New prenylated isoflavonoids as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Erythrina addisoniae

Phi Hung Nguyen; Govinda Sharma; Trong Tuan Dao; Mohammad Nasir Uddin; Keon Wook Kang; Derek Tantoh Ndinteh; Joseph Tanyi Mbafor; Won Keun Oh

doi:10.1016/j.bmc.2012.08.024

New prenylated isoflavonoids as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Erythrina addisoniae

Phi Hung Nguyen, Govinda Sharma, Trong Tuan Dao, Mohammad Nasir Uddin, Keon Wook Kang, Derek Tantoh Ndinteh, Joseph Tanyi Mbafor, Won Keun Oh

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

42 Citations (Scopus)

Abstract

Bioassay-guided fractionation of the EtOAc extract of the root of Erythrina addisoniae (Leguminosae) resulted in the isolation of four new (1-4), along with 2 known prenylated isoflavonoids (5-6). The structures of the isolates were assigned on the basis of spectroscopic data analysis, focusing on interpretation of 1D and 2D NMR, and MS data. All the isolates were evaluated for their inhibitory effects on protein tyrosine phosphatase 1B (PTP1B), as well as their growth inhibition on MCF7, adriamycin-resistant MCF7 (MCF7/ADR), and MDA-MB-231 breast cancer cell lines. Compounds which exhibited PTP1B inhibitory activity (IC₅₀ values ranging from 4.6 ± 0.3 to 24.2 ± 2.1 μM) showed potential cytotoxic activity (IC₅₀ values ranging from 3.97 ± 0.17 to 11.4 ± 1.9 μM). Taken together, our data suggest that prenylated isoflavonoids, especially the isoflavone-type skeleton could be considered as new lead compounds against breast cancer via PTP1B inhibition.

Original language	English
Pages (from-to)	6459-6464
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	20
Issue number	21
DOIs	https://doi.org/10.1016/j.bmc.2012.08.024
Publication status	Published - 1 Nov 2012
Externally published	Yes

Keywords

Breast cancer cells
Cytotoxic activity
Erythrina addisoniae
Protein tyrosine phosphatase 1B (PTP1B)

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

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

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10.1016/j.bmc.2012.08.024

Cite this

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title = "New prenylated isoflavonoids as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Erythrina addisoniae",

abstract = "Bioassay-guided fractionation of the EtOAc extract of the root of Erythrina addisoniae (Leguminosae) resulted in the isolation of four new (1-4), along with 2 known prenylated isoflavonoids (5-6). The structures of the isolates were assigned on the basis of spectroscopic data analysis, focusing on interpretation of 1D and 2D NMR, and MS data. All the isolates were evaluated for their inhibitory effects on protein tyrosine phosphatase 1B (PTP1B), as well as their growth inhibition on MCF7, adriamycin-resistant MCF7 (MCF7/ADR), and MDA-MB-231 breast cancer cell lines. Compounds which exhibited PTP1B inhibitory activity (IC50 values ranging from 4.6 ± 0.3 to 24.2 ± 2.1 μM) showed potential cytotoxic activity (IC50 values ranging from 3.97 ± 0.17 to 11.4 ± 1.9 μM). Taken together, our data suggest that prenylated isoflavonoids, especially the isoflavone-type skeleton could be considered as new lead compounds against breast cancer via PTP1B inhibition.",

keywords = "Breast cancer cells, Cytotoxic activity, Erythrina addisoniae, Protein tyrosine phosphatase 1B (PTP1B)",

author = "Nguyen, {Phi Hung} and Govinda Sharma and Dao, {Trong Tuan} and Uddin, {Mohammad Nasir} and Kang, {Keon Wook} and Ndinteh, {Derek Tantoh} and Mbafor, {Joseph Tanyi} and Oh, {Won Keun}",

year = "2012",

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doi = "10.1016/j.bmc.2012.08.024",

language = "English",

volume = "20",

pages = "6459--6464",

journal = "Bioorganic and Medicinal Chemistry",

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T1 - New prenylated isoflavonoids as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Erythrina addisoniae

AU - Nguyen, Phi Hung

AU - Sharma, Govinda

AU - Dao, Trong Tuan

AU - Uddin, Mohammad Nasir

AU - Kang, Keon Wook

AU - Ndinteh, Derek Tantoh

AU - Mbafor, Joseph Tanyi

AU - Oh, Won Keun

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AB - Bioassay-guided fractionation of the EtOAc extract of the root of Erythrina addisoniae (Leguminosae) resulted in the isolation of four new (1-4), along with 2 known prenylated isoflavonoids (5-6). The structures of the isolates were assigned on the basis of spectroscopic data analysis, focusing on interpretation of 1D and 2D NMR, and MS data. All the isolates were evaluated for their inhibitory effects on protein tyrosine phosphatase 1B (PTP1B), as well as their growth inhibition on MCF7, adriamycin-resistant MCF7 (MCF7/ADR), and MDA-MB-231 breast cancer cell lines. Compounds which exhibited PTP1B inhibitory activity (IC50 values ranging from 4.6 ± 0.3 to 24.2 ± 2.1 μM) showed potential cytotoxic activity (IC50 values ranging from 3.97 ± 0.17 to 11.4 ± 1.9 μM). Taken together, our data suggest that prenylated isoflavonoids, especially the isoflavone-type skeleton could be considered as new lead compounds against breast cancer via PTP1B inhibition.

KW - Breast cancer cells

KW - Cytotoxic activity

KW - Erythrina addisoniae

KW - Protein tyrosine phosphatase 1B (PTP1B)

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New prenylated isoflavonoids as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Erythrina addisoniae

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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