Briarane Diterpenes from Micronesian Gorgonians

J. Scheuer, Paul; T. Hamann, Mark; N. Harrison, Karl; R. Carroll, Anthony (1996). "Briarane Diterpenes from Micronesian Gorgonians". Heterocycles. 42 (1): 325. doi:10.3987/COM-95-S39. ISSN 0385-5414.

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Abstract: The article “Briarane Diterpenes from Micronesian Gorgonians” describes the discovery and characterization of new briarane diterpenes derived from octocorals collected from Pohnpei and Ant atoll in Micronesia. The study identifies and describes four new briaranes, named nui-inoalides A-D (6-9), and determines the absolute stereochemistry of the known compound juncin E (5). Nui-inoalide A and known compounds gemmacolides A, B, and D exhibit immunomodulatory activity.

The experimental procedures involved the extraction and fractionation of briaranes from the coral samples using various chromatography techniques, including silica flash column and HPLC on C18 reversed phase columns. These processes led to the isolation of several compounds, with yields ranging from 1x10⁴ to 3x10³% (wet weight).

The study also involves detailed spectral analyses, including NMR and mass spectrometry, to determine the structures of the new briaranes. Specific experiments like HMQC and ROESY were used to assign chemical shifts and stereochemistry. Despite the complex methods, none of the briaranes exhibited antimicrobial, antiviral, or cytotoxic activity. However, certain compounds showed selective immunomodulatory activity.

Extra details:

MAG: 1973957305
OpenAlex: W1973957305
CorpusID: 93297238