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Fragilides K and L, New Briaranes from the Gorgonian Coral Junceella fragilis
- Source :
- Molecules, Vol 23, Iss 7, p 1510 (2018), Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry
- Publication Year :
- 2018
- Publisher :
- MDPI AG, 2018.
-
Abstract
- Two new briarane metabolites—fragilides K (1) and L (2)—along with five known analogues—gemmacolide X, praelolide, juncins P and ZI, and gemmacolide V (3–7)—were extracted and purified from Junceella fragilis, a gorgonian coral. Based on data obtained via spectroscopic techniques, the structures of new briaranes 1 and 2 were determined and the cyclohexane rings in 1 and 2 were found to exist in chair and twist boat conformation, respectively. Additionally, anti-inflammatory analysis showed that briaranes 2, 3, and 6 inhibited pro-inflammatory inducible nitric oxide synthase protein expression and briaranes 3 and 7 suppressed the cyclooxygenase-2 level, in LPS-stimulated murine macrophage-like RAW264.7 cells.
- Subjects :
- Lipopolysaccharides
Junceella fragilis
Cell Survival
Stereochemistry
Coral
Cyclohexane conformation
Anti-Inflammatory Agents
Gene Expression
Nitric Oxide Synthase Type II
Pharmaceutical Science
Heterocyclic Compounds, 4 or More Rings
01 natural sciences
Protein expression
Analytical Chemistry
lcsh:QD241-441
Lactones
Mice
lcsh:Organic chemistry
Drug Discovery
Carbohydrate Conformation
Animals
Physical and Theoretical Chemistry
Plant Proteins
biology
010405 organic chemistry
Chemistry
Communication
Praelolide
Organic Chemistry
COX-2
Anthozoa
biology.organism_classification
0104 chemical sciences
iNOS
010404 medicinal & biomolecular chemistry
RAW 264.7 Cells
Gorgonian
Cyclooxygenase 2
briarane
Chemistry (miscellaneous)
Molecular Medicine
Diterpenes
fragilide
Subjects
Details
- ISSN :
- 14203049
- Volume :
- 23
- Database :
- OpenAIRE
- Journal :
- Molecules
- Accession number :
- edsair.doi.dedup.....01cb9133b020dc17d7ccd7fc869503b1