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

24 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.",

keywords = "5-hydroxyzerumbone, Nitric oxide production, Zerumboneoxide, Zingiber zerumbet",

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\}",

year = "2005",

month = jul,

doi = "10.1248/cpb.53.829",

language = "English",

volume = "53",

pages = "829--831",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

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}

TY - JOUR

T1 - Humulene derivatives from Zingiber zerumbet with the inhibitory effects on lipopolysaccharide-induced nitric oxide production

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

Y1 - 2005/7

N2 - 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.

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

UR - https://www.scopus.com/pages/publications/24944481183

U2 - 10.1248/cpb.53.829

DO - 10.1248/cpb.53.829

M3 - Article

C2 - 15997145

AN - SCOPUS:24944481183

SN - 0009-2363

VL - 53

SP - 829

EP - 831

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 7

ER -

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

Abstract

Keywords

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