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

Rodríguez, Ileana I.; Rodríguez, Abimael D.; Barnes, Charles L.

doi:10.3390/molecules27227879

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

Journal Article · Mon Nov 14 23:00:00 EST 2022 · Molecules

DOI:https://doi.org/10.3390/molecules27227879· OSTI ID:2424502

Rodríguez, Ileana I. ^[1]; Rodríguez, Abimael D. ^[1]; Barnes, Charles L. ^[2]

Univ. of Puerto Rico, San Juan, PR (United States)
Univ. of Missouri, Columbia, MO (United States)

Two novel dissymmetric diterpenoids, biselisabethoxanes A and B (1 and 2), were isolated from the hexane extracts of the gorgonian coral Pseudopterogorgia elisabethae. Biselisabethoxane A (1) represents the first example of a marine-derived C40 dimer made of two distinct diterpene fragments, whereas biselisabethoxane B (2) is a fused heterodimer stemming from coupling of two amphilectane-based fragments. The structures of 1 and 2 were elucidated based on 1D and 2D NMR spectral data analysis. The molecular structure of 1 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 Mycobacterium tuberculosis.

View Accepted Manuscript (DOE)

Research Organization:: Univ. of Missouri, Columbia, MO (United States)

Sponsoring Organization:: USDOE

OSTI ID:: 2424502

Journal Information:: Molecules, Journal Name: Molecules Journal Issue: 22 Vol. 27; ISSN 1420-3049

Publisher:: MDPICopyright Statement

Country of Publication:: United States

Language:: English

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59 BASIC BIOLOGICAL SCIENCES
Pseudopterogorgia elisabethae
bis-diterpenes
biselisabethoxanes
diterpene dimers
gorgonian octocoral
hetero-Diels-Alder reaction

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

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