Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages
Two benzaldehyde derivatives, flavoglaucin (1) and isotetrahydro-auroglaucin (2), were isolated from the marine fungus Eurotium sp. SF-5989 through bioassay- and 1H NMR-guided investigation. In this study, we evaluated the anti-inflammatory effects of these compounds in lipopolysaccharide (LPS)-sti...
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doaj-30c2086319704d94940ea157725f860e2020-11-24T22:07:36ZengMDPI AGInternational Journal of Molecular Sciences1422-00672014-12-011512237492376510.3390/ijms151223749ijms151223749Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 MacrophagesKyoung-Su Kim0Xiang Cui1Dong-Sung Lee2Wonmin Ko3Jae Hak Sohn4Joung Han Yim5Ren-Bo An6Youn-Chul Kim7Hyuncheol Oh8College of Pharmacy, Wonkwang University, Iksan 570-749, KoreaCollege of Pharmacy, Wonkwang University, Iksan 570-749, KoreaInha Research Institute for Medical Sciences, Inha University School of Medicine, Incheon 400-712, KoreaCollege of Pharmacy, Wonkwang University, Iksan 570-749, KoreaCollege of Medical and Life Sciences, Silla University, Busan 617-736, KoreaKorea Polar Research Institute, KORDI, 7-50 Songdo-dong, Yeonsu-gu, Incheon 406-840, KoreaKey Laboratory of Natural Resources and Functional Molecules of the Changbai Mountain, Affiliated Ministry of Education, Yanbian University College of Pharmacy, 977 Gongyuan Road, Yanji 133002, ChinaCollege of Pharmacy, Wonkwang University, Iksan 570-749, KoreaCollege of Pharmacy, Wonkwang University, Iksan 570-749, KoreaTwo benzaldehyde derivatives, flavoglaucin (1) and isotetrahydro-auroglaucin (2), were isolated from the marine fungus Eurotium sp. SF-5989 through bioassay- and 1H NMR-guided investigation. In this study, we evaluated the anti-inflammatory effects of these compounds in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. We demonstrated that compounds 1 and 2 markedly inhibited LPS-induced nitric oxide (NO) and prostaglandin E2 (PGE2) production by suppressing inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expression without affecting cell viability. We also demonstrated that the compounds reduced the secretion of pro-inflammatory cytokines such as tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β) and interleukin-6 (IL-6). Furthermore, compounds 1 and 2 inhibited LPS-induced nuclear factor-κB (NF-κB) activation by suppressing phosphorylation of IkappaB (IκB). These results indicated that the anti-inflammatory effects of these benzaldehyde derivatives in LPS-stimulated RAW264.7 macrophages were due to the inactivation of the NF-κB pathway. In addition, compounds 1 and 2 induced heme oxygenase-1 (HO-1) expression through the nuclear transcription factor-E2–related factor 2 (Nrf2) translocation. The inhibitory effects of compounds 1 and 2 on the production of pro-inflammatory mediators and on NF-κB binding activity were reversed by HO-1 inhibitor tin protoporphyrin (SnPP). Thus, the anti-inflammatory effects of compounds 1 and 2 also correlated with their ability of inducing HO-1 expression.http://www.mdpi.com/1422-0067/15/12/23749benzaldehyde derivativesmarine fungus Eurotium rubrumRAW264.7 macrophagesheme oxygenase-1anti-inflammatory effectnuclear factor-κB |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Kyoung-Su Kim Xiang Cui Dong-Sung Lee Wonmin Ko Jae Hak Sohn Joung Han Yim Ren-Bo An Youn-Chul Kim Hyuncheol Oh |
spellingShingle |
Kyoung-Su Kim Xiang Cui Dong-Sung Lee Wonmin Ko Jae Hak Sohn Joung Han Yim Ren-Bo An Youn-Chul Kim Hyuncheol Oh Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages International Journal of Molecular Sciences benzaldehyde derivatives marine fungus Eurotium rubrum RAW264.7 macrophages heme oxygenase-1 anti-inflammatory effect nuclear factor-κB |
author_facet |
Kyoung-Su Kim Xiang Cui Dong-Sung Lee Wonmin Ko Jae Hak Sohn Joung Han Yim Ren-Bo An Youn-Chul Kim Hyuncheol Oh |
author_sort |
Kyoung-Su Kim |
title |
Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages |
title_short |
Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages |
title_full |
Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages |
title_fullStr |
Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages |
title_full_unstemmed |
Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages |
title_sort |
inhibitory effects of benzaldehyde derivatives from the marine fungus eurotium sp. sf-5989 on inflammatory mediators via the induction of heme oxygenase-1 in lipopolysaccharide-stimulated raw264.7 macrophages |
publisher |
MDPI AG |
series |
International Journal of Molecular Sciences |
issn |
1422-0067 |
publishDate |
2014-12-01 |
description |
Two benzaldehyde derivatives, flavoglaucin (1) and isotetrahydro-auroglaucin (2), were isolated from the marine fungus Eurotium sp. SF-5989 through bioassay- and 1H NMR-guided investigation. In this study, we evaluated the anti-inflammatory effects of these compounds in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. We demonstrated that compounds 1 and 2 markedly inhibited LPS-induced nitric oxide (NO) and prostaglandin E2 (PGE2) production by suppressing inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expression without affecting cell viability. We also demonstrated that the compounds reduced the secretion of pro-inflammatory cytokines such as tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β) and interleukin-6 (IL-6). Furthermore, compounds 1 and 2 inhibited LPS-induced nuclear factor-κB (NF-κB) activation by suppressing phosphorylation of IkappaB (IκB). These results indicated that the anti-inflammatory effects of these benzaldehyde derivatives in LPS-stimulated RAW264.7 macrophages were due to the inactivation of the NF-κB pathway. In addition, compounds 1 and 2 induced heme oxygenase-1 (HO-1) expression through the nuclear transcription factor-E2–related factor 2 (Nrf2) translocation. The inhibitory effects of compounds 1 and 2 on the production of pro-inflammatory mediators and on NF-κB binding activity were reversed by HO-1 inhibitor tin protoporphyrin (SnPP). Thus, the anti-inflammatory effects of compounds 1 and 2 also correlated with their ability of inducing HO-1 expression. |
topic |
benzaldehyde derivatives marine fungus Eurotium rubrum RAW264.7 macrophages heme oxygenase-1 anti-inflammatory effect nuclear factor-κB |
url |
http://www.mdpi.com/1422-0067/15/12/23749 |
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