Bioactive steroids from the Formosan soft coral Umbellulifera petasites
Journal
Marine Drugs
Journal Volume
14
Journal Issue
10
Date Issued
2016
Author(s)
Huang, C.-Y.
Chang, C.-W.
Tseng, Y.-J.
Lee, J.
Sung, P.-J.
Su, J.-H.
Hwang, T.-L.
Wang, H.-C.
Sheu, J.-H.
Abstract
Three new steroids, petasitosterones A and B (1 and 2) and a spirosteroid petasitosterone C (3), along with eight known steroids (4-11), were isolated from a Formosan marine soft coral Umbellulifera petasites. The structures of these compounds were elucidated by extensive spectroscopic analysis and comparison of spectroscopic data with those reported. Compound 3 is a marine steroid with a rarely found A/B spiro[4,5]decane ring system. Compounds 1-3 and 5 displayed inhibitory activity against the proliferation of a limited panel of cancer cell lines, whereas 2 and 5 exhibited significant anti-inflammatory activity to inhibit nitric oxide (NO) production. The inhibitory activities for superoxide anion generation and elastase release of compounds 1-11 were also examined to evaluate the anti-inflammatory potential, and 2-4 were shown to exhibit significant activities. ? 2016 by the authors.
Subjects
Anti-inflammatory activity; Cytotoxic activity; Soft coral; Steroid; Umbellulifera petasites
SDGs
Other Subjects
25alpha,8alpha epidioxy 24 methylcholesta 6,22 dien 3beta ol; 5alpha pregna 1,20 dien 3 one; 5alpha pregna 20 en 3 one; 5alpha,8alpha epidioxy 24 methylcholesta 6,22 dien 3beta ol; 5alpha,8alpha epidioxy 24alpha ethylcholesta 6 en 3beta ol; 5alpha,8alpha epidioxy 24alpha ethylcholesta 6,22 dien 3beta ol; 5alpha,8alpha epidioxycholesta 6 en 3beta ol; 5alpha,8alpha epidioxycholesta 6,22 dien 3beta ol; antiinflammatory agent; cytotoxic agent; doxorubicin; elastase; nitric oxide; petasitosterone A; petasitosterone B; petasitosterone C; steroid; superoxide; unclassified drug; antiinflammatory agent; antineoplastic agent; steroid; animal tissue; antiinflammatory activity; Article; biological activity; cancer cell destruction; cancer cell line; carbon nuclear magnetic resonance; cell proliferation; controlled study; coral; cytotoxicity; drug structure; enzyme release; human; human cell; IC50; nonhuman; proton nuclear magnetic resonance; structure analysis; Umbellulifera petasites; animal; Anthozoa; chemistry; drug effects; sea; structure activity relation; Taiwan; tumor cell line; Animals; Anthozoa; Anti-Inflammatory Agents; Antineoplastic Agents; Cell Line, Tumor; Oceans and Seas; Steroids; Structure-Activity Relationship; Taiwan
Type
journal article