Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production

Jin Woo Lee; Chul Lee; Qinghao Jin; Hari Jang; Dongho Lee; Ha Jin Lee; Jong Won Shin; Sang Bae Han; Jin Tae Hong; Youngsoo Kim; Mi Kyeong Lee; Bang Yeon Hwang

doi:10.1021/acs.jnatprod.5b00789

Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production

Jin Woo Lee, Chul Lee, Qinghao Jin, Hari Jang, Dongho Lee, Ha Jin Lee, Jong Won Shin, Sang Bae Han, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang

Department of Biosystems and Biotechnology

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

48 Citations (Scopus)

Abstract

Bioactivity-guided isolation of a methanolic extract of Euphorbia fischeriana led to the isolation of four new abietane-type diterpenoids, fischeriolides A-D (1-4), together with 11 known diterpenoids. Their structures were elucidated based on the interpretation of 1D and 2D NMR spectroscopic and HRESIMS data. The absolute configuration of compound 3 was determined by single-crystal X-ray diffraction analysis and electronic circular dichroism methods. Compounds 5-9 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC₅₀ values in the range 4.9-12.6 μM.

Original language	English
Pages (from-to)	126-131
Number of pages	6
Journal	Journal of Natural Products
Volume	79
Issue number	1
DOIs	https://doi.org/10.1021/acs.jnatprod.5b00789
Publication status	Published - 2016 Jan 22

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/acs.jnatprod.5b00789

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title = "Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production",

abstract = "Bioactivity-guided isolation of a methanolic extract of Euphorbia fischeriana led to the isolation of four new abietane-type diterpenoids, fischeriolides A-D (1-4), together with 11 known diterpenoids. Their structures were elucidated based on the interpretation of 1D and 2D NMR spectroscopic and HRESIMS data. The absolute configuration of compound 3 was determined by single-crystal X-ray diffraction analysis and electronic circular dichroism methods. Compounds 5-9 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC50 values in the range 4.9-12.6 μM.",

author = "Lee, {Jin Woo} and Chul Lee and Qinghao Jin and Hari Jang and Dongho Lee and Lee, {Ha Jin} and Shin, {Jong Won} and Han, {Sang Bae} and Hong, {Jin Tae} and Youngsoo Kim and Lee, {Mi Kyeong} and Hwang, {Bang Yeon}",

note = "Funding Information: This research was supported by a Medical Research Center Program (MRC, 2008-0062275) through the National Research Foundation of Korea. The authors acknowledge the Korea Basic Science Institute for the NMR spectroscopic measurements. Publisher Copyright: {\textcopyright} 2015 The American Chemical Society and American Society of Pharmacognosy.",

year = "2016",

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doi = "10.1021/acs.jnatprod.5b00789",

language = "English",

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journal = "Journal of Natural Products",

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T1 - Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production

AU - Lee, Jin Woo

AU - Lee, Chul

AU - Jin, Qinghao

AU - Jang, Hari

AU - Lee, Dongho

AU - Lee, Ha Jin

AU - Shin, Jong Won

AU - Han, Sang Bae

AU - Hong, Jin Tae

AU - Kim, Youngsoo

AU - Lee, Mi Kyeong

AU - Hwang, Bang Yeon

N1 - Funding Information: This research was supported by a Medical Research Center Program (MRC, 2008-0062275) through the National Research Foundation of Korea. The authors acknowledge the Korea Basic Science Institute for the NMR spectroscopic measurements. Publisher Copyright: © 2015 The American Chemical Society and American Society of Pharmacognosy.

PY - 2016/1/22

Y1 - 2016/1/22

N2 - Bioactivity-guided isolation of a methanolic extract of Euphorbia fischeriana led to the isolation of four new abietane-type diterpenoids, fischeriolides A-D (1-4), together with 11 known diterpenoids. Their structures were elucidated based on the interpretation of 1D and 2D NMR spectroscopic and HRESIMS data. The absolute configuration of compound 3 was determined by single-crystal X-ray diffraction analysis and electronic circular dichroism methods. Compounds 5-9 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC50 values in the range 4.9-12.6 μM.

AB - Bioactivity-guided isolation of a methanolic extract of Euphorbia fischeriana led to the isolation of four new abietane-type diterpenoids, fischeriolides A-D (1-4), together with 11 known diterpenoids. Their structures were elucidated based on the interpretation of 1D and 2D NMR spectroscopic and HRESIMS data. The absolute configuration of compound 3 was determined by single-crystal X-ray diffraction analysis and electronic circular dichroism methods. Compounds 5-9 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC50 values in the range 4.9-12.6 μM.

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SN - 0163-3864

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IS - 1

ER -

Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production

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ASJC Scopus subject areas

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