Humulene derivatives from Zingiber zerumbet with the inhibitory effects on lipopolysaccharide-induced nitric oxide production

Dae Sik Jang; Hye Young Min; Moon Sun Kim; Ah Reum Han; Tri Windono; Gwang Ho Jeohn; Sik Kang Sam; Sang Kook Lee; Eun Kyoung Seo

doi:10.1248/cpb.53.829

Humulene derivatives from Zingiber zerumbet with the inhibitory effects on lipopolysaccharide-induced nitric oxide production

Dae Sik Jang, Hye Young Min, Moon Sun Kim, Ah Reum Han, Tri Windono, Gwang Ho Jeohn, Sik Kang Sam, Sang Kook Lee, Eun Kyoung Seo

Department of Pharmaceutical Sciences

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

23 Scopus citations

Abstract

A new humulene sesquiterpene, 5-hydroxyzerumbone (5-hydroxy-2E,6E,9E- humulatrien-8-one) (1) and a known compound, zerumboneoxide (2) were isolated from the rhizomes of Zingiber zerumbet (Zingiberaceae), and found to inhibit lipopolysaccharide-induced nitric oxide production in murine macrophage RAW 264.7 cells with IC₅₀ values of 14.1 and 23.5 μM, respectively, by bioassay-guided fractionation (positive control: Nω-monomethyl-L- arginine, IC₅₀=21.3 μM). The structure of 1 was determined by spectroscopic methods including 1D and 2D-NMR.

Original language	English
Pages (from-to)	829-831
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	53
Issue number	7
DOIs	https://doi.org/10.1248/cpb.53.829
State	Published - Jul 2005

Keywords

5-hydroxyzerumbone
Nitric oxide production
Zerumboneoxide
Zingiber zerumbet

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10.1248/cpb.53.829

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title = "Humulene derivatives from Zingiber zerumbet with the inhibitory effects on lipopolysaccharide-induced nitric oxide production",

abstract = "A new humulene sesquiterpene, 5-hydroxyzerumbone (5-hydroxy-2E,6E,9E- humulatrien-8-one) (1) and a known compound, zerumboneoxide (2) were isolated from the rhizomes of Zingiber zerumbet (Zingiberaceae), and found to inhibit lipopolysaccharide-induced nitric oxide production in murine macrophage RAW 264.7 cells with IC50 values of 14.1 and 23.5 μM, respectively, by bioassay-guided fractionation (positive control: Nω-monomethyl-L- arginine, IC50=21.3 μM). The structure of 1 was determined by spectroscopic methods including 1D and 2D-NMR.",

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author = "Jang, {Dae Sik} and Min, {Hye Young} and Kim, {Moon Sun} and Han, {Ah Reum} and Tri Windono and Jeohn, {Gwang Ho} and Sam, {Sik Kang} and Lee, {Sang Kook} and Seo, {Eun Kyoung}",

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AU - Jang, Dae Sik

AU - Min, Hye Young

AU - Kim, Moon Sun

AU - Han, Ah Reum

AU - Windono, Tri

AU - Jeohn, Gwang Ho

AU - Sam, Sik Kang

AU - Lee, Sang Kook

AU - Seo, Eun Kyoung

PY - 2005/7

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AB - A new humulene sesquiterpene, 5-hydroxyzerumbone (5-hydroxy-2E,6E,9E- humulatrien-8-one) (1) and a known compound, zerumboneoxide (2) were isolated from the rhizomes of Zingiber zerumbet (Zingiberaceae), and found to inhibit lipopolysaccharide-induced nitric oxide production in murine macrophage RAW 264.7 cells with IC50 values of 14.1 and 23.5 μM, respectively, by bioassay-guided fractionation (positive control: Nω-monomethyl-L- arginine, IC50=21.3 μM). The structure of 1 was determined by spectroscopic methods including 1D and 2D-NMR.

KW - 5-hydroxyzerumbone

KW - Nitric oxide production

KW - Zerumboneoxide

KW - Zingiber zerumbet

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JO - Chemical and Pharmaceutical Bulletin

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Humulene derivatives from Zingiber zerumbet with the inhibitory effects on lipopolysaccharide-induced nitric oxide production

Abstract

Keywords

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