New 3.BETA.,5.ALPHA.,6.BETA.-Trihydroxysteroids from the Octocorals Bebryce sp. (Plexauridae) and Carijoa sp. (Clavulariidae)

Abstract

A new 3b,5a,6b-trihydroxysteroid, bebryceoid A (1), has been isolated from an octocoral Bebryce sp. In addition, an octocoral Carijoa sp. yielded two new 3b,5a,6b-trihydroxysteroids, carijoids A (2) and B (3). The structures of steroids 1-3 were elucidated by spectroscopic methods and by comparison of the spectral data with those of known steroid analogues.Key words Bebryce; bebryceoid; Carijoa; carijoid; steroid Chem. Pharm. Bull. 58(9) 1240-1242 (2010) © 2010 Pharmaceutical Society of Japan * To whom correspondence should be addressed. e-mail: pjsung@nmmba.gov.tw

Antiviral C-25 Epimers of 26-Acetoxy Steroids from the South China Sea Gorgonian Echinogorgia rebekka

“…Although 25-epimeric 26-acetoxy steroids have been reported from marine organisms, they were mainly obtained as inseparable 25-epimeric mixtures. ,, No naturally occurring 25-epimeric mixture has been separated, resulting in incomplete structure determination for these steroids. ,, Experiments to separate individual epimer were tried in the previous research but were unsuccessful . In the course of our study, the C-25 epimers 2 and 3 were first obtained as a mixture with a ratio of 2:3 reflected by a pair of signals attributable to the side chain in the 13 C NMR spectrum (Figure S15 of the Supporting Information).…”

Natural Product Chemistry of Gorgonian Corals of the Family Plexauridae Distributed in the Indo-Pacific Ocean

“…Bebryceoid A ( 27 ), a new trihydroxysteroid, was isolated from gorgonian Bebryce sp., collected off the coast of Pingtung, southern Taiwan [9] (Table 5). The structure of steroid 27 was assigned by spectroscopic methods.…”

“…This compound also exhibited weak cytotoxicity toward DLD-1 and CCRF-CEM tumor cells [9]. Steroid 31 displayed significant inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils [11].…”