Soluble epoxide hydrolase inhibitory constituents from Selaginella tamariscina

Jang Hoon Kim; Bui Huu Tai; Seo Young Yang; Ji Eun Kim; Sang Kyum Kim; Young Ho Kim

doi:10.1002/bkcs.10068

Soluble epoxide hydrolase inhibitory constituents from Selaginella tamariscina

Jang Hoon Kim
, Bui Huu Tai
, Seo Young Yang
, Ji Eun Kim
, Sang Kyum Kim
, Young Ho Kim

Department of Biology Education

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

11 Scopus citations

Abstract

Anovel 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 IC₅₀ 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.

Original language	English
Pages (from-to)	300-304
Number of pages	5
Journal	Bulletin of the Korean Chemical Society
Volume	36
Issue number	1
DOIs	https://doi.org/10.1002/bkcs.10068
State	Published - 20 Jan 2015

Keywords

Non-competitive type
Selaginella tamariscina
Selaginellaceae
Souble epoxide hydrolase

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10.1002/bkcs.10068

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@article{e88f56fd5ba64903b9812d29c85be574,

title = "Soluble epoxide hydrolase inhibitory constituents from Selaginella tamariscina",

abstract = "Anovel 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 IC50 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 (Ki) of 24.4 ± 1.2, 8.6 ± 0.4, and 5.3 ± 0.6 μM, respectively.",

keywords = "Non-competitive type, Selaginella tamariscina, Selaginellaceae, Souble epoxide hydrolase",

author = "Kim, \{Jang Hoon\} and Tai, \{Bui Huu\} and Yang, \{Seo Young\} and Kim, \{Ji Eun\} and Kim, \{Sang Kyum\} and Kim, \{Young Ho\}",

note = "Publisher Copyright: {\textcopyright} 2015 Korean Chemical Society, Seoul \& Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2015",

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doi = "10.1002/bkcs.10068",

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T1 - Soluble epoxide hydrolase inhibitory constituents from Selaginella tamariscina

AU - Kim, Jang Hoon

AU - Tai, Bui Huu

AU - Yang, Seo Young

AU - Kim, Ji Eun

AU - Kim, Sang Kyum

AU - Kim, Young Ho

PY - 2015/1/20

Y1 - 2015/1/20

N2 - Anovel 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 IC50 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 (Ki) of 24.4 ± 1.2, 8.6 ± 0.4, and 5.3 ± 0.6 μM, respectively.

AB - Anovel 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 IC50 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 (Ki) of 24.4 ± 1.2, 8.6 ± 0.4, and 5.3 ± 0.6 μM, respectively.

KW - Non-competitive type

KW - Selaginella tamariscina

KW - Selaginellaceae

KW - Souble epoxide hydrolase

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DO - 10.1002/bkcs.10068

M3 - Article

AN - SCOPUS:84921913437

SN - 0253-2964

VL - 36

SP - 300

EP - 304

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 1

ER -

Soluble epoxide hydrolase inhibitory constituents from Selaginella tamariscina

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Keywords

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