Isolation, Structural Analysis and Biological Activity Assays of Biselisabethoxanes A and B: Two Dissymmetric Bis -Diterpenes from the Southwestern Caribbean Sea Gorgonian Coral Pseudopterogorgia elisabethae

Two novel dissymmetric diterpenoids, biselisabethoxanes A and B ( and ), were isolated from the hexane extracts of the gorgonian coral . Biselisabethoxane A ( ) represents the first example of a marine-derived C dimer made of two distinct diterpene fragments, whereas biselisabethoxane B ( ) is a fus...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-11, Vol.27 (22), p.7879
Main Authors: Rodríguez, Ileana I, Rodríguez, Abimael D, Barnes, Charles L
Format: Article
Language:English
Subjects:
Animals
Anthozoa - chemistry
Biochemistry & Molecular Biology
Biological activity
bis-diterpenes
biselisabethoxanes
Carbon
Caribbean Region
Chemistry
Crystallography
diterpene dimers
Diterpenes
Diterpenes - chemistry
Fragments
gorgonian octocoral
hetero-Diels-Alder reaction
Hexanes
Hydrocarbons
Metabolites
Molecular Structure
Mycobacterium tuberculosis
Natural products
NMR
Nuclear magnetic resonance
Pseudopterogorgia elisabethae
Structural analysis
Two dimensional analysis
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Summary:Two novel dissymmetric diterpenoids, biselisabethoxanes A and B ( and ), were isolated from the hexane extracts of the gorgonian coral . Biselisabethoxane A ( ) represents the first example of a marine-derived C dimer made of two distinct diterpene fragments, whereas biselisabethoxane B ( ) is a fused heterodimer stemming from coupling of two amphilectane-based fragments. The structures of and were elucidated based on 1D and 2D NMR spectral data analysis. The molecular structure of was subsequently confirmed by X-ray crystallographic analysis. When evaluated for their inhibitory effects in a series of well-established biological activity assays the isolated compounds were shown to moderately inhibit the growth of .
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27227879