Pyranocoumarins from Glehnia littoralis inhibit the LPS-induced NO production in macrophage RAW 264.7 cells

Jin Woo Lee; Chul Lee; Qinghao Jin; Eung Tae Yeon; Dongho Lee; Soo Young Kim; Sang Bae Han; Jin Tae Hong; Mi Kyeong Lee; Bang Yeon Hwang

doi:10.1016/j.bmcl.2014.04.046

Pyranocoumarins from Glehnia littoralis inhibit the LPS-induced NO production in macrophage RAW 264.7 cells

Jin Woo Lee, Chul Lee, Qinghao Jin, Eung Tae Yeon, Dongho Lee, Soo Young Kim, Sang Bae Han, Jin Tae Hong, Mi Kyeong Lee, Bang Yeon Hwang

Department of Biosystems and Biotechnology

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

22 Citations (Scopus)

Abstract

A new dihydropyranocoumarin, (+)-cis-(3′S,4′S)- diisobutyrylkhellactone (1), together with five known compounds, 3′-senecioyl-4′-acetylkhellactone (2), 3′-isovaleryl-4′- acetylkhellactone (3), 3′,4′-disenecioylkhellactone (4), 3′-isovaleryl-4′-senecioylkhellactone (5), and 3′,4′- diisovalerylkhellactone (6), was isolated from Glehnia littoralis. Their chemical structures were elucidated based on the spectroscopic data interpretation, particularly 1D and 2D NMR data including HMQC and HMBC. All the isolated compounds showed the potential to inhibit LPS-induced nitric oxide production in RAW 264.7 cells with IC₅₀ values ranging from 7.4 to 44.3 μM.

Original language	English
Pages (from-to)	2717-2719
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	24
Issue number	12
DOIs	https://doi.org/10.1016/j.bmcl.2014.04.046
Publication status	Published - 2014 Jun 15

Keywords

Apiaceae
Dihydropyranocoumarin
Glehnia littoralis
Nitric oxide production inhibitor

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2014.04.046

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title = "Pyranocoumarins from Glehnia littoralis inhibit the LPS-induced NO production in macrophage RAW 264.7 cells",

abstract = "A new dihydropyranocoumarin, (+)-cis-(3′S,4′S)- diisobutyrylkhellactone (1), together with five known compounds, 3′-senecioyl-4′-acetylkhellactone (2), 3′-isovaleryl-4′- acetylkhellactone (3), 3′,4′-disenecioylkhellactone (4), 3′-isovaleryl-4′-senecioylkhellactone (5), and 3′,4′- diisovalerylkhellactone (6), was isolated from Glehnia littoralis. Their chemical structures were elucidated based on the spectroscopic data interpretation, particularly 1D and 2D NMR data including HMQC and HMBC. All the isolated compounds showed the potential to inhibit LPS-induced nitric oxide production in RAW 264.7 cells with IC50 values ranging from 7.4 to 44.3 μM.",

keywords = "Apiaceae, Dihydropyranocoumarin, Glehnia littoralis, Nitric oxide production inhibitor",

author = "Lee, {Jin Woo} and Chul Lee and Qinghao Jin and Yeon, {Eung Tae} and Dongho Lee and Kim, {Soo Young} and Han, {Sang Bae} and Hong, {Jin Tae} and Lee, {Mi Kyeong} and Hwang, {Bang Yeon}",

note = "Funding Information: This research was supported financially by the Medical Research Center Program ( MRC, 2008-0062275 ) through the National Research Foundation of Korea and the Ministry of Trade, Industry & Energy ( MOTIE, 1415126993 ) through the fostering project of Osong Academy-Industry Convergence (BAIO). The authors thank the Center for Research Instruments and Experimental Facilities, Chungbuk National University for providing the NMR spectroscopic measurements. ",

year = "2014",

month = jun,

day = "15",

doi = "10.1016/j.bmcl.2014.04.046",

language = "English",

volume = "24",

pages = "2717--2719",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "12",

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TY - JOUR

T1 - Pyranocoumarins from Glehnia littoralis inhibit the LPS-induced NO production in macrophage RAW 264.7 cells

AU - Lee, Jin Woo

AU - Lee, Chul

AU - Jin, Qinghao

AU - Yeon, Eung Tae

AU - Lee, Dongho

AU - Kim, Soo Young

AU - Han, Sang Bae

AU - Hong, Jin Tae

AU - Lee, Mi Kyeong

AU - Hwang, Bang Yeon

N1 - Funding Information: This research was supported financially by the Medical Research Center Program ( MRC, 2008-0062275 ) through the National Research Foundation of Korea and the Ministry of Trade, Industry & Energy ( MOTIE, 1415126993 ) through the fostering project of Osong Academy-Industry Convergence (BAIO). The authors thank the Center for Research Instruments and Experimental Facilities, Chungbuk National University for providing the NMR spectroscopic measurements.

PY - 2014/6/15

Y1 - 2014/6/15

N2 - A new dihydropyranocoumarin, (+)-cis-(3′S,4′S)- diisobutyrylkhellactone (1), together with five known compounds, 3′-senecioyl-4′-acetylkhellactone (2), 3′-isovaleryl-4′- acetylkhellactone (3), 3′,4′-disenecioylkhellactone (4), 3′-isovaleryl-4′-senecioylkhellactone (5), and 3′,4′- diisovalerylkhellactone (6), was isolated from Glehnia littoralis. Their chemical structures were elucidated based on the spectroscopic data interpretation, particularly 1D and 2D NMR data including HMQC and HMBC. All the isolated compounds showed the potential to inhibit LPS-induced nitric oxide production in RAW 264.7 cells with IC50 values ranging from 7.4 to 44.3 μM.

AB - A new dihydropyranocoumarin, (+)-cis-(3′S,4′S)- diisobutyrylkhellactone (1), together with five known compounds, 3′-senecioyl-4′-acetylkhellactone (2), 3′-isovaleryl-4′- acetylkhellactone (3), 3′,4′-disenecioylkhellactone (4), 3′-isovaleryl-4′-senecioylkhellactone (5), and 3′,4′- diisovalerylkhellactone (6), was isolated from Glehnia littoralis. Their chemical structures were elucidated based on the spectroscopic data interpretation, particularly 1D and 2D NMR data including HMQC and HMBC. All the isolated compounds showed the potential to inhibit LPS-induced nitric oxide production in RAW 264.7 cells with IC50 values ranging from 7.4 to 44.3 μM.

KW - Apiaceae

KW - Dihydropyranocoumarin

KW - Glehnia littoralis

KW - Nitric oxide production inhibitor

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AN - SCOPUS:84900802156

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JO - Bioorganic and Medicinal Chemistry Letters

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IS - 12

ER -

Pyranocoumarins from Glehnia littoralis inhibit the LPS-induced NO production in macrophage RAW 264.7 cells

Abstract

Keywords

ASJC Scopus subject areas

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