Soluble epoxide hydrolase inhibitory activity of anthraquinone components from Aloe

Ya Nan Sun; Jang Hoon Kim; Wei Li; A. Reum Jo; Xi Tao Yan; Seo Young Yang; Young Ho Kim

doi:10.1016/j.bmc.2015.09.003

Soluble epoxide hydrolase inhibitory activity of anthraquinone components from Aloe

Ya Nan Sun, Jang Hoon Kim, Wei Li, A. Reum Jo, Xi Tao Yan, Seo Young Yang, Young Ho Kim

Department of Biology Education

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

17 Scopus citations

Abstract

Aloe is a short-stemmed succulent herb widely used in traditional medicine to treat various diseases and as raw material in cosmetics and heath foods. In this study, we isolated and identified two new anthraquinone derivatives, aloinoside C (6) and aloinoside D (7), together with six known compounds from an aqueous dissolved Aloe exudate. Their structures were identified by spectroscopic analysis. The inhibitory effects of the isolated compounds on soluble epoxide hydrolase (sEH) were evaluated. Compounds 1-8 inhibited sEH activity potently, with IC₅₀ values ranging from 4.1 ± 0.6 to 41.1 ± 4.2 μM. A kinetic analysis of compounds 1-8 revealed that the inhibitory actions of compounds 1, 6 and 8 were non-competitive, whereas those of compounds 2-5 and 7 were the mixed-type. Molecular docking increases our understanding of receptor-ligand binding of all compounds. These results demonstrate that compounds 1-8 from Aloe are potential sEH inhibitors.

Original language	English
Pages (from-to)	6659-6665
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry
Volume	23
Issue number	20
DOIs	https://doi.org/10.1016/j.bmc.2015.09.003
State	Published - 15 Oct 2015

Keywords

Aloe
Anthraquinone derivatives
Molecular simulation
Soluble epoxide hydrolase (sEH)

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title = "Soluble epoxide hydrolase inhibitory activity of anthraquinone components from Aloe",

abstract = "Aloe is a short-stemmed succulent herb widely used in traditional medicine to treat various diseases and as raw material in cosmetics and heath foods. In this study, we isolated and identified two new anthraquinone derivatives, aloinoside C (6) and aloinoside D (7), together with six known compounds from an aqueous dissolved Aloe exudate. Their structures were identified by spectroscopic analysis. The inhibitory effects of the isolated compounds on soluble epoxide hydrolase (sEH) were evaluated. Compounds 1-8 inhibited sEH activity potently, with IC50 values ranging from 4.1 ± 0.6 to 41.1 ± 4.2 μM. A kinetic analysis of compounds 1-8 revealed that the inhibitory actions of compounds 1, 6 and 8 were non-competitive, whereas those of compounds 2-5 and 7 were the mixed-type. Molecular docking increases our understanding of receptor-ligand binding of all compounds. These results demonstrate that compounds 1-8 from Aloe are potential sEH inhibitors.",

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author = "Sun, {Ya Nan} and Kim, {Jang Hoon} and Wei Li and Jo, {A. Reum} and Yan, {Xi Tao} and Yang, {Seo Young} and Kim, {Young Ho}",

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AU - Sun, Ya Nan

AU - Kim, Jang Hoon

AU - Li, Wei

AU - Jo, A. Reum

AU - Yan, Xi Tao

AU - Yang, Seo Young

AU - Kim, Young Ho

PY - 2015/10/15

Y1 - 2015/10/15

N2 - Aloe is a short-stemmed succulent herb widely used in traditional medicine to treat various diseases and as raw material in cosmetics and heath foods. In this study, we isolated and identified two new anthraquinone derivatives, aloinoside C (6) and aloinoside D (7), together with six known compounds from an aqueous dissolved Aloe exudate. Their structures were identified by spectroscopic analysis. The inhibitory effects of the isolated compounds on soluble epoxide hydrolase (sEH) were evaluated. Compounds 1-8 inhibited sEH activity potently, with IC50 values ranging from 4.1 ± 0.6 to 41.1 ± 4.2 μM. A kinetic analysis of compounds 1-8 revealed that the inhibitory actions of compounds 1, 6 and 8 were non-competitive, whereas those of compounds 2-5 and 7 were the mixed-type. Molecular docking increases our understanding of receptor-ligand binding of all compounds. These results demonstrate that compounds 1-8 from Aloe are potential sEH inhibitors.

AB - Aloe is a short-stemmed succulent herb widely used in traditional medicine to treat various diseases and as raw material in cosmetics and heath foods. In this study, we isolated and identified two new anthraquinone derivatives, aloinoside C (6) and aloinoside D (7), together with six known compounds from an aqueous dissolved Aloe exudate. Their structures were identified by spectroscopic analysis. The inhibitory effects of the isolated compounds on soluble epoxide hydrolase (sEH) were evaluated. Compounds 1-8 inhibited sEH activity potently, with IC50 values ranging from 4.1 ± 0.6 to 41.1 ± 4.2 μM. A kinetic analysis of compounds 1-8 revealed that the inhibitory actions of compounds 1, 6 and 8 were non-competitive, whereas those of compounds 2-5 and 7 were the mixed-type. Molecular docking increases our understanding of receptor-ligand binding of all compounds. These results demonstrate that compounds 1-8 from Aloe are potential sEH inhibitors.

KW - Aloe

KW - Anthraquinone derivatives

KW - Molecular simulation

KW - Soluble epoxide hydrolase (sEH)

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JO - Bioorganic and Medicinal Chemistry

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IS - 20

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Soluble epoxide hydrolase inhibitory activity of anthraquinone components from Aloe

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