scholarly journals Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

Marine Drugs ◽  
2021 ◽  
Vol 19 (2) ◽  
pp. 77
Author(s):  
You-Ying Chen ◽  
Yi-Lin Zhang ◽  
Gene-Hsiang Lee ◽  
Lun Kelvin Tsou ◽  
Mingzi M. Zhang ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Spectroscopic Analysis ◽  
Raw 264.7 ◽  
Mouse Macrophage ◽  
X Ray Diffraction ◽  
X Ray ◽  
Carbon Core ◽  
Cox 2 ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.

scholarly journals Cembranoids from Octocoral Lobophytum crassum (von Marenzeller, 1886)

Marine Drugs ◽  
2021 ◽  
Vol 19 (3) ◽  
pp. 130
Author(s):  
Yao-Tsung Yeh ◽  
Sung-Chun Lin ◽  
Gene-Hsiang Lee ◽  
Zhi-Hong Wen ◽  
Tsong-Long Hwang ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Biological Activity ◽  
Solvent Extraction ◽  
Raw 264.7 ◽  
Mouse Macrophage ◽  
X Ray Diffraction ◽  
X Ray ◽  
Protein Expressions ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

Two cembranoids, including a new compound, lobocrassin I (1), as well as a known analogue, lobohedleolide (2), were obtained by solvent extraction from octocoral Lobophytum crassum. This study employed a spectroscopic approach to establish the structures of these two cembranoids, and utilized single-crystal X-ray diffraction analysis to determine their absolute configurations. The results of biological activity assays demonstrated that cembranoid 2 exhibited bioactivity against the protein expressions of inducible nitric oxide synthase (iNOS) lipopolysaccharide (LPS)-treated RAW 264.7 mouse macrophage cells.

scholarly journals 8-Hydroxybriaranes from Octocoral Briareum stechei (Briareidae) (Kükenthal, 1908)

Marine Drugs ◽  
2021 ◽  
Vol 19 (3) ◽  
pp. 136
Author(s):  
Thanh-Hao Huynh ◽  
Su-Ying Chien ◽  
Junichi Tanaka ◽  
Zhi-Hong Wen ◽  
Yang-Chang Wu ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Nitric Oxide Synthase ◽  
Diffraction Analysis ◽  
Inducible Nitric Oxide Synthase ◽  
Absolute Configuration ◽  
Spectroscopic Analysis ◽  
X Ray Diffraction ◽  
X Ray ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

Chemical investigation of the octocoral Briareum stechei, collected in the Ie Island, Okinawa, Japan, resulted in the isolation of a new briarane-type diterpenoid, briastecholide A (1), as well as the previously reported metabolites, solenolide C (2) and briarenolide S (3). The structures of briaranes 1–3 were characterized through spectroscopic analysis, and the absolute configuration of 2 was corroborated by a single-crystal X-ray diffraction analysis. Briarane 3 exhibited bioactivity against the protein expression of inducible nitric oxide synthase (iNOS).

scholarly journals Briarenols I—K, New Anti-inflammatory 8,17-Epoxybriaranes from the Octocoral Briareum excavatum (Briareidae)

Molecules ◽  
2020 ◽  
Vol 25 (6) ◽  
pp. 1405 ◽  
Author(s):  
Thanh-Hao Huynh ◽  
Lee-Shing Fang ◽  
Yu-Hsin Chen ◽  
Bo-Rong Peng ◽  
You-Ying Chen ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Inducible Nitric Oxide Synthase ◽  
2D Nmr ◽  
Raw 264.7 ◽  
Spectroscopic Methods ◽  
Nmr Studies ◽  
Cox 2 ◽  
New Compounds ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

Five 8,17-epoxybriaranes, including three new compounds—briarenols I–K (1–3), along with two known analogues, briaexcavatolide P (4) and briaexcavatin P (5), were isolated from the octocoral Briareum excavatum. The structures of briaranes 1–3 were elucidated by spectroscopic methods, including 1D and 2D NMR studies and (+)-HRESIMS. Briarane 4 exerted inhibition effects on inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7.

Anti-inflammatory effect of chitosan oligosaccharides in RAW 264.7 cells

2010 ◽  
Vol 5 (1) ◽  
pp. 95-102 ◽  
Author(s):  
Eun-Jin Yang ◽  
Jong-Gwan Kim ◽  
Ji-Young Kim ◽  
Seong Kim ◽  
Nam Lee ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Nitric Oxide Synthase ◽  
Protein Expression ◽  
Inducible Nitric Oxide Synthase ◽  
Raw 264.7 Cells ◽  
Raw 264.7 ◽  
Chitosan Oligosaccharides ◽  
Cox 2 ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

AbstractWe examined the effects of chitosan oligosaccharides (COSs) with different molecular weights (COS-A, 10 kDa < MW < 20 kDa; COS-C, 1 kDa < MW < 3 kDa) on the lipopolysaccharide (LPS)-induced production of prostaglandin E2 and nitric oxide and on the expression of cyclooxygenase-2 and inducible nitric oxide synthase in RAW264.7 macrophages. COS-A (0.4%) and COS-C (0.2%) significantly inhibited PGE2 production in LPS-stimulated macrophages without cytotoxicity. The effect of COS-A and COS-C on COX-2 expression in activated macrophages was also investigated by immunoblotting. The inhibition of PGE2 by COS-A and COS-C can be attributed to the blocking of COX-2 protein expression. COS-A (0.4%) and COS-C (0.2%) also markedly inhibited the LPS-induced NO production of RAW 264.7 cells by 50.2% and 44.1%, respectively. The inhibition of NO by COSs was consistent with decreases in inducible nitric oxide synthase (iNOS) protein expression. To test the inhibitory effects of COS-A and COS-C on other cytokines, we also performed ELISA assays for IL-1β in LPS-stimulated RAW 264.7 macrophage cells, but only a dose-dependent decrease in the IL-1β production exerted by COS-A was observed. In order to test for irritation and the potential sensitization of COS-A and COS-C for use as cosmetic materials, human skin primary irritation tests were performed on 32 volunteers; no adverse reactions of COSs usage were observed. Based on these results, we suggest that COS-A and COS-C be considered possible anti-inflammatory candidates for topical application.

scholarly journals Briarane-Related Diterpenoids from Octocoral Briareum stechei

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6861
Author(s):  
Thanh-Hao Huynh ◽  
Choo-Aun Neoh ◽  
Yu-Chi Tsai ◽  
Zhi-Kang Yao ◽  
Li-Guo Zheng ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Nitric Oxide Synthase ◽  
Inducible Nitric Oxide Synthase ◽  
Raw 264.7 ◽  
Spectroscopic Methods ◽  
Mouse Macrophage ◽  
Inos Protein ◽  
New Compounds ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

A known polyoxygenated briarane, briaexcavatolide P (1), was isolated from a Formosan octocoral Briareum stechei. Moreover, the same species B. stechei, collected from Okinawan waters, yielded three chlorine-containing briaranes, including two new compounds, briastecholides B (2) and C (3) as well as a known analogue, briarenol R (4). The structures of 1–4 were established using spectroscopic methods. In addition, briarane 1 demonstrated anti-inflammatory activity in lipo-polysaccharide-induced RAW 264.7 mouse macrophage cells by suppressing the expression of inducible nitric oxide synthase (iNOS) protein.

scholarly journals Inhibitory Effect of Inflexinol on Nitric Oxide Generation and iNOS Expression via Inhibition of NF-κBActivation

2007 ◽  
Vol 2007 ◽  
pp. 1-9 ◽  
Author(s):  
Jae Woong Lee ◽  
Moon Soon Lee ◽  
Tae Hun Kim ◽  
Hwa Jeong Lee ◽  
Seong Su Hong ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Inflammatory Diseases ◽  
Inhibitory Effect ◽  
Binding Activity ◽  
Raw 264.7 Cells ◽  
Raw 264.7 ◽  
Dna Binding Activity ◽  
Cox 2 ◽  
Oxide Synthase ◽  
Inducible Nitric Oxide

Inflexinol, anent-kaurane diterpenoid, was isolated from the leaves ofIsodon excisus. Many diterpenoids isolated from the genusIsodon(Labiatae) have antitumor and antiinflammatory activities. We investigated the antiinflammatory effect of inflexinol in RAW 264.7 cells and astrocytes. As a result, we found that inflexinol (1, 5, 10μM) suppressed the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) as well as the production of nitric oxide (NO) in LPS-stimulated RAW 264.7 cells and astrocytes. Consistent with the inhibitory effect on iNOS and COX-2 expression, inflexinol also inhibited transcriptional and DNA binding activity of NF-κBvia inhibition ofIκBdegradation as well as p50 and p65 translocation into nucleus. These results suggest that inflexinol inhibits iNOS and COX-2 expression through inhibition of NF-κBactivation, thereby inhibits generation of inflammatory mediators in RAW 264.7 cells and astrocytes, and may be useful for treatment of inflammatory diseases.

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