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 ◽  
...  

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.

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6861
Author(s):  
Thanh-Hao Huynh ◽  
Choo-Aun Neoh ◽  
Yu-Chi Tsai ◽  
Zhi-Kang Yao ◽  
Li-Guo Zheng ◽  
...  

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.


2010 ◽  
Vol 5 (1) ◽  
pp. 95-102 ◽  
Author(s):  
Eun-Jin Yang ◽  
Jong-Gwan Kim ◽  
Ji-Young Kim ◽  
Seong Kim ◽  
Nam Lee ◽  
...  

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.


Marine Drugs ◽  
2020 ◽  
Vol 18 (8) ◽  
pp. 383
Author(s):  
Yi-Lin Zhang ◽  
Chih-Chao Chiang ◽  
Yi-Ting Lee ◽  
Zhi-Hong Wen ◽  
Yang-Chang Wu ◽  
...  

Our continuous chemical study of a cultured octocoral Briareum stechei led to the isolation of four new briarane diterpenoids, briarenols Q–T (1–4). The structures of new metabolites 1–4 were established by spectroscopic methods, and compounds 3 and 4 were found to inhibit the generation of inducible nitric oxide synthase (iNOS) from RAW 264.7 stimulated by lipopolysaccharides (LPS).


Marine Drugs ◽  
2019 ◽  
Vol 17 (4) ◽  
pp. 214 ◽  
Author(s):  
Pin-Chang Huang ◽  
Wen-Sou Lin ◽  
Bo-Rong Peng ◽  
Yu-Chia Chang ◽  
Lee-Shing Fang ◽  
...  

Three new furanocembranoids—briaviodiol F (1) and briaviotriols A (2) and B (3)—along with a known analogue, briaviodiol A (4), were obtained from a cultured-type octocoral Briareum violaceum. The structures of cembranoids 1–3 were elucidated by using spectroscopic methods. In vitro study demonstrated that compounds 2 and 4 exerted inhibition effects on inducible nitric oxide synthase (iNOS) release from RAW 264.7, a macrophage cell line that originated from a mouse monocyte macrophage, stimulated with lipopolysaccharides.


Marine Drugs ◽  
2019 ◽  
Vol 17 (12) ◽  
pp. 706 ◽  
Author(s):  
Tung-Pin Su ◽  
Chien-Han Yuan ◽  
Yi-Ming Jhu ◽  
Bo-Rong Peng ◽  
Zhi-Hong Wen ◽  
...  

Three new 11,20-epoxybriaranes—fragilides U–W (1–3), as well as two known metabolites, junceellonoid D (4) and junceellin (5), were obtained from the octocoral Junceella fragilis. The structures of briaranes 1–3 were elucidated by spectroscopic methods and briaranes 3 and 5 displayed inhibition effects on inducible nitric oxide synthase (iNOS) release from RAW264.7.


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