Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.

Trong Tuan Dao; Phi Hung Nguyen; Phuong Thien Thuong; Keon Wook Kang; Min Kyun Na; Derek Tantoh Ndinteh; Joseph Tanyi Mbafor; Won Keun Oh

doi:10.1016/j.phytochem.2009.09.012

Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.

Trong Tuan Dao, Phi Hung Nguyen, Phuong Thien Thuong, Keon Wook Kang, Min Kyun Na, Derek Tantoh Ndinteh, Joseph Tanyi Mbafor, Won Keun Oh

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

37 Citations (Scopus)

Abstract

Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3″-hydroxy-2′,2′-dimethylpyrano[6′,5′:3,4]-2″,2″-dimethyldihydropyrano[6″,5″:9,10]pterocarpan (1), furano[5′,4′:3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC₅₀ values ranging from 1.01 ± 0.3 to 18.1 ± 0.9 μg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.

Original language	English
Pages (from-to)	2053-2057
Number of pages	5
Journal	Phytochemistry
Volume	70
Issue number	17-18
DOIs	https://doi.org/10.1016/j.phytochem.2009.09.012
Publication status	Published - Dec 2009
Externally published	Yes

Keywords

Erylysins A-C
Erythrina lysistemon
Leguminosae
Protein tyrosine phosphatase 1B inhibitor
Pterocarpans

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/j.phytochem.2009.09.012

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title = "Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.",

abstract = "Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3″-hydroxy-2′,2′-dimethylpyrano[6′,5′:3,4]-2″,2″-dimethyldihydropyrano[6″,5″:9,10]pterocarpan (1), furano[5′,4′:3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC50 values ranging from 1.01 ± 0.3 to 18.1 ± 0.9 μg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.",

keywords = "Erylysins A-C, Erythrina lysistemon, Leguminosae, Protein tyrosine phosphatase 1B inhibitor, Pterocarpans",

author = "Dao, {Trong Tuan} and Nguyen, {Phi Hung} and Thuong, {Phuong Thien} and Kang, {Keon Wook} and Na, {Min Kyun} and Ndinteh, {Derek Tantoh} and Mbafor, {Joseph Tanyi} and Oh, {Won Keun}",

year = "2009",

month = dec,

doi = "10.1016/j.phytochem.2009.09.012",

language = "English",

volume = "70",

pages = "2053--2057",

journal = "Phytochemistry",

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publisher = "Elsevier Ltd.",

number = "17-18",

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TY - JOUR

T1 - Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.

AU - Dao, Trong Tuan

AU - Nguyen, Phi Hung

AU - Thuong, Phuong Thien

AU - Kang, Keon Wook

AU - Na, Min Kyun

AU - Ndinteh, Derek Tantoh

AU - Mbafor, Joseph Tanyi

AU - Oh, Won Keun

PY - 2009/12

Y1 - 2009/12

N2 - Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3″-hydroxy-2′,2′-dimethylpyrano[6′,5′:3,4]-2″,2″-dimethyldihydropyrano[6″,5″:9,10]pterocarpan (1), furano[5′,4′:3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC50 values ranging from 1.01 ± 0.3 to 18.1 ± 0.9 μg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.

AB - Bioassay-guided fractionation of the MeOH extract of the stem bark of Erythrina lysistemon Hutch. resulted in isolation of pterocarpans (1-3), named erylysins A-C, along with nine known pterocarpans (4-12). Their structures were determined to be 3″-hydroxy-2′,2′-dimethylpyrano[6′,5′:3,4]-2″,2″-dimethyldihydropyrano[6″,5″:9,10]pterocarpan (1), furano[5′,4′:3,4]-9-hydroxy-10-prenylpterocarpan (2), and 8-formyl-3,9-dihydroxy-4,10-diprenylpterocarpan (3), based on spectroscopic analyses. All the isolates, with the exception of 3, 6, and 11, strongly inhibited protein tyrosine phosphatase 1B (PTP1B) activity in an in vitro assay, with IC50 values ranging from 1.01 ± 0.3 to 18.1 ± 0.9 μg/mL. This is the first report showing the potential of prenylated pterocarpans as a class of natural PTP1B inhibitors.

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KW - Erythrina lysistemon

KW - Leguminosae

KW - Protein tyrosine phosphatase 1B inhibitor

KW - Pterocarpans

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IS - 17-18

ER -

Pterocarpans with inhibitory effects on protein tyrosine phosphatase 1B from Erythrina lysistemon Hutch.

Abstract

Keywords

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