Klyflaccisteroids K–M, bioactive steroidal derivatives from a soft coral Klyxum flaccidum
Journal
Bioorganic and Medicinal Chemistry Letters
Journal Volume
27
Journal Issue
5
Pages
1220-1224
Date Issued
2017
Author(s)
Abstract
New steroids, klyflaccisteroids K–M (1–3), were isolated from a soft coral Klyxum flaccidum. Their structures were elucidated on the basis of extensive spectroscopic analysis. Klyflaccisteroid K (1) is the unique 9,11-secosteroid with a 5,8-epidioxy-9-ene functional group. Klyflaccisteroid L (2) has an unusual 11-norsteroid skeleton and is the first example of 11-oxasteroid isolated from natural sources. Cytotoxicity assay showed that 1 and 3 possessed moderate to weak cytotoxicity against these cancer cells. Compound 1 was also found to display significant anti-inflammatory activity of suppressing superoxide anion generation (O2 ? [rad]) and elastase release, and compound 3 was found to show notable anti-inflammatory activity toward inhibition of elasstase release, too. ? 2017 Elsevier Ltd
Subjects
antiinflammatory agent; cytotoxic agent; doxorubicin; elastase; klyflaccisteroid K; klyflaccisteroid L; klyflaccisteroid M; steroid; superoxide; unclassified drug; antiinflammatory agent; klyflaccisteroid K; klyflaccisteroid L; steroid; antiinflammatory activity; antineoplastic activity; Article; cancer cell; carbon nuclear magnetic resonance; controlled study; coral; drug structure; electrospray mass spectrometry; enzyme inhibition; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; human; human cell; IC50; Klyxum flaccidum; neutrophil; nuclear Overhauser effect; proton nuclear magnetic resonance; animal; antagonists and inhibitors; Anthozoa; cell survival; chemistry; drug effects; tumor cell line; Animals; Anthozoa; Anti-Inflammatory Agents; Cell Line, Tumor; Cell Survival; Humans; Inhibitory Concentration 50; Neutrophils; Steroids; Superoxides
Other Subjects
antiinflammatory agent; cytotoxic agent; doxorubicin; elastase; klyflaccisteroid K; klyflaccisteroid L; klyflaccisteroid M; steroid; superoxide; unclassified drug; antiinflammatory agent; klyflaccisteroid K; klyflaccisteroid L; steroid; antiinflammatory activity; antineoplastic activity; Article; cancer cell; carbon nuclear magnetic resonance; controlled study; coral; drug structure; electrospray mass spectrometry; enzyme inhibition; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; human; human cell; IC50; Klyxum flaccidum; neutrophil; nuclear Overhauser effect; proton nuclear magnetic resonance; animal; antagonists and inhibitors; Anthozoa; cell survival; chemistry; drug effects; tumor cell line; Animals; Anthozoa; Anti-Inflammatory Agents; Cell Line, Tumor; Cell Survival; Humans; Inhibitory Concentration 50; Neutrophils; Steroids; Superoxides
Type
journal article