Antifouling steroids from the South China Sea gorgonian coral Subergorgia suberosa

•New unusual cholestane and pregnane derivatives from Subergorgia suberosa.•Structures were elucidated by analyses of 2D NMR, IR, and HRMS.•Compounds were evaluated for antifouling activity. Two new unusual cholestane derivatives, pentacyclic steroid 16,22-epoxy-20β,23S-dihydroxycholest-1-ene-3-one...

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Veröffentlicht in:Steroids 2014-01, Vol.79, p.1-6
Hauptverfasser: Zhang, Jun, Liang, Yan, Wang, Kai-Ling, Liao, Xiao-Jian, Deng, Zhou, Xu, Shi-Hai
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Sprache:eng
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Zusammenfassung:•New unusual cholestane and pregnane derivatives from Subergorgia suberosa.•Structures were elucidated by analyses of 2D NMR, IR, and HRMS.•Compounds were evaluated for antifouling activity. Two new unusual cholestane derivatives, pentacyclic steroid 16,22-epoxy-20β,23S-dihydroxycholest-1-ene-3-one (1) and 20β,23S-dihydroxycholest-1-ene-3,22-dione (2), along with two new pregnane derivatives, 15β,17α-dihydroxypregna-4,6-diene-3,20-dione (3) and 11α-hydroxypregna-4-ene-3,6,20-trione (4), were isolated from the South China Sea gorgonian coral Subergorgia suberosa. Their structures were established based on the extensive analyses of 2D NMR, IR, and HRMS. Antifouling tests against Balanus amphitrite larvae settlement indicated that 1 and 2 exhibited inhibitory effect with EC50 values of 5.3, and 14.5μg/mL, respectively.
ISSN:0039-128X
1878-5867
DOI:10.1016/j.steroids.2013.10.007