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Soluble Epoxide Hydrolase Inhibitory Constituents from Selaginella tamariscina
Author(s) -
Kim Jang Hoon,
Tai Bui Huu,
Yang Seo Young,
Kim Ji Eun,
Kim Sang Kyum,
Kim Young Ho
Publication year - 2015
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.10068
Subject(s) - chemistry , vanillic acid , electrospray ionization , stereochemistry , caffeic acid , epoxide hydrolase 2 , selaginella , circular dichroism , protocatechuic acid , mass spectrometry , biochemistry , organic chemistry , chromatography , antioxidant , enzyme , botany , biology
A novel norneolignan, tamariscinol T ( 1 ), and six known compounds, protocatechuic acid ( 2 ), vanillic acid ( 3 ), caffeic acid ( 4 ), amentoflavone ( 5 ), 2,3‐dihydroamentoflavone ( 6 ), and 2″,3″‐dihydroamentoflavone ( 7 ), were isolated from Selaginella tamariscina. Their structures were elucidated using 1D / 2D NMR , high‐resolution electrospray ionization mass spectrometry ( HR‐ESI‐MS) , and infrared ( IR) , ultraviolet ( UV) , and circular dichroism ( CD) spectroscopy . The effects of the isolated compounds on soluble epoxide hydrolase ( sEH ) activity were then evaluated. Compounds 5–7 potently inhibited sEH activity with IC 50 values of 24.3 ± 1.6, 5.4 ± 0.1, and 11.9 ± 0.1 μM , respectively. In addition, analysis of the kinetics of compounds 5–7 revealed that their inhibitory actions were noncompetitive, with inhibition constants ( K i ) of 24.4 ± 1.2, 8.6 ± 0.4, and 5.3 ± 0.6 μM , respectively.