Abstract
Two 11,20-epoxybriaranes, including a known compound, juncenolide K (1), as well as a new metabolite, fragilide X (2), have been isolated from gorgonian Junceella fragilis collected off the waters of Taiwan. The absolute configuration of juncenolide K (1) was determined by single-crystal X-ray diffraction analysis for the first time in this study and the structure, including the absolute configuration of briarane 2 was established on the basis of spectroscopic analysis and compared with that of model compound 1. One aspect of the stereochemistry of the known compound 1 was revised. Briarane 2 was found to enhance the generation of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7 cells.
Highlights
A pro-inflammatory was employed the activity of these employed to assess the activity of these isolates on the release of inducible nitric oxide synthase
The NMR chemical shifts for 1 and its proton coupling data are identical to those reported for juncenolide K [13] (Table 1)
11α,20α-epoxy configuration, and the cyclohexane ring was reported to exist with a chair conformation, but on the basis of our study of juncenolide K by a single-crystal X-ray diffraction analysis (Figure 2)
Summary
Gorgonian corals of the genus Junceella (family Ellisellidae) [1,2,3] were proven to be the Gorgonian corals of the species genus Junceella Ellisellidae) [1,2,3] were proven toa be the most most important flagship to produce. 11,20-epoxybriarane diterpenoids, chemical important flagship species tobelonging produce 11,20-epoxybriarane diterpenoids, chemical marker marker for the octocorals to the family Ellisellidae [4,5] andathe compounds of for thisthe octocorals belongingatowide the family. From the specimens of J. fragilis (Ridley 1884) collected off the waters of Taiwan, an of J. An current area with biodiversity area with(Ridley high biodiversity at theoff intersection the Kuroshio andhigh the South. A pro-inflammatory was employed the activity of these employed to assess the activity of these isolates on the release of inducible nitric oxide synthase (iNOS). Isolates on the release of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2)
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