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Triterpenoids and a sterol from the stem‐bark of Styrax japonica and their protein tyrosine phosphatase 1B inhibitory activities
Author(s) -
Kwon JooHee,
Chang MinJung,
Seo HyoWon,
Lee JeongHun,
Min ByungSun,
Na MinKyun,
Kim Jin Cheol,
Woo Mi Hee,
Choi Jae Sue,
Lee Hyeong Kyu,
Bae KiHwan
Publication year - 2008
Publication title -
phytotherapy research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.019
H-Index - 129
eISSN - 1099-1573
pISSN - 0951-418X
DOI - 10.1002/ptr.2484
Subject(s) - sterol , stigmasterol , stereochemistry , chemistry , bark (sound) , aldehyde , terpenoid , ic50 , in vitro , biochemistry , biology , cholesterol , chromatography , ecology , catalysis
Five pentacyclic triterpenoids (1–5) and a sterol (6) were isolated from the stem‐bark of Styrax japonica . The six compounds, 1–6, were determined to be 3 β ‐acetoxy‐28‐hydroxyolean‐12‐ene (1), 3 β ‐acetoxyolean‐12‐en‐28‐acid (2), 3 β ‐acetoxyolean‐12‐en‐28‐aldehyde (3), 3 β ‐acetoxy‐17 β‐ hydroxy‐28‐norolean‐12‐ene (4), taraxerol (5) and stigmasterol (6), respectively, by spectroscopic means, including the 2D‐NMR technique. Compound 4 is a newly discovered natural compound. The protein tyrosine phosphatase 1B (PTP1B) inhibitory activities of the isolated compounds (1–6) were determined in vitro . Among the isolated compounds, 3 β ‐acetoxyolean‐12‐en‐28‐acid (2) and 3 β ‐acetoxyolean‐12‐en‐28‐aldehyde (3) had the most potent inhibitory PTP1B activity, with IC50 values of 7.8 and 9.3 µm, respectively. Copyright © 2008 John Wiley & Sons, Ltd.
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