Abstract
A new labdane-type diterpenoid, echinolabdane A (1), and a new sterol, 6-epi-yonarasterol B (2), were isolated from a gorgonian coral identified as Echinomuricea sp. The structures of metabolites 1 and 2 were elucidated by spectroscopic methods. Echinolabdane A (1) possesses a novel tetracyclic skeleton with an oxepane ring jointed to an α,β-unsaturated-γ-lactone ring by a hemiketal moiety, and this compound is the first labdane-type diterpenoid to be obtained from marine organisms belonging to the phylum Cnidaria. 6-epi-Yonarasterol B (2) is the first steroid derivative to be isolated from gorgonian coral belonging to the genus Echinomuricea, and this compound displayed significant inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils.
Highlights
IntroductionThe search for new natural products from marine organisms has been remarkably successful, and gorgonian corals have been proven to be rich sources of interesting natural terpenoid derivatives [1,2]
The search for new natural products from marine organisms has been remarkably successful, and gorgonian corals have been proven to be rich sources of interesting natural terpenoid derivatives [1,2].In a previous study, two sesquiterpenoid phenols, (7S,10R)-(+)-10,11-epoxycurcuphenol and (+)-curcuphenol [3], were isolated from the Formosan gorgonian coral Echinomuricea sp. (familySea surface current, we have further isolated a new labdane-type diterpenoid, echinolabdane A (1), and a new steroid derivative, 6-epi-yonarasterol B (2), from Echinomuricea sp
It is worth noting that echinolabdane A (1) is the first labdane derivative to be isolated from marine organisms belonging to the phylum Cnidaria
Summary
The search for new natural products from marine organisms has been remarkably successful, and gorgonian corals have been proven to be rich sources of interesting natural terpenoid derivatives [1,2]. Two sesquiterpenoid phenols, (7S,10R)-(+)-10,11-epoxycurcuphenol and (+)-curcuphenol [3], were isolated from the Formosan gorgonian coral Echinomuricea sp. We have further isolated a new labdane-type diterpenoid, echinolabdane A (1), and a new steroid derivative, 6-epi-yonarasterol B (2), from Echinomuricea sp. We describe the isolation, structural characterization and bioactivity of new compounds 1 and 2 (Figure 1). 6-epi-yonarasterol B (2): R = α-OAc yonarasterol B (3): R = β-OAc stoloniferone K (4): R = β-OH
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