ABSTRACT
Two new kelsoane-type sesquiterpenes, namely kelsoenethiol (1) and dikelsoenyl ether (2), were obtained from the Formosan soft coral Nephthea erecta. Their structures were elucidated through extensive spectroscopic analyses, ESI orbitrap mass and quantum chemical calculations (QCC). The cytotoxicity against A-459 (human lung carcinoma), P-388 (mouse lymphocytic leukemia), and HT-29 (human colon adenocarcinoma) cancer cell lines of 1 and 2 was evaluated in vitro. Compound 1 showed cytotoxicity against P-388 and HT-29 cells with ED50s of 1.3 and 1.8 µg/mL, respectively.
Subject(s)
Anthozoa , Sesquiterpenes/chemistry , Animals , Drug Screening Assays, Antitumor/methods , HT29 Cells , Humans , Leukemia P388 , Mice , Sesquiterpenes/isolation & purificationABSTRACT
Three new oxygenated ergostanoids, 1-3, one known ergostanoid, 4, one new trinoreudesmadienone, 5, one new calamenene type sesquiterpene, 6, and one known aristolane-type sesquiterpene, (-)-aristolone (7), have been isolated from the AcOEt extract of the soft coral Nephthea erecta. The structures of these compounds were determined by extensive spectroscopic and X-ray crystallographic analysis, as well as Mosher's method. We revised the absolute configuration at C(23) in the side chain of some lanostanoids as a result of the Mosher's products of 1 (i.e., 1a and 1b). The cytotoxicities against selected cancer cells and the anti-inflammatory effects of these tested metabolites 1-7 were determined in vitro.
Subject(s)
Anthozoa/chemistry , Lanosterol/analogs & derivatives , Animals , Cell Line , Humans , Lanosterol/chemistry , Lanosterol/isolation & purification , Lanosterol/pharmacology , Magnetic Resonance Spectroscopy , MiceABSTRACT
Chemical investigation of the octocoral Sarcophyton ehrenbergi, collected at the Dongsha Islands, Taiwan, has led to the isolation of a known ceramide (1) and two new cerebrosides, sarcoehrenosides A (2) and B (4), along with three known cerebrosides (3, 5, and 6). The structures of the new compounds were established by spectroscopic and chemical methods. Sarcoehrenoside A (2) differs from previously known marine cerebrosides in that it possesses a rare alpha-glucose moiety. Compounds 1-6 were evaluated for antimicrobial activity against a small panel of bacteria and for anti-inflammatory activity using RAW 264.7 macrophages.
Subject(s)
Anthozoa/chemistry , Anti-Inflammatory Agents/isolation & purification , Ceramides/isolation & purification , Cerebrosides/isolation & purification , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Ceramides/chemistry , Ceramides/pharmacology , Cerebrosides/chemistry , Cerebrosides/pharmacology , Enterobacter aerogenes/drug effects , Macrophages/drug effects , Mice , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Salmonella enteritidis/drug effects , Serratia marcescens/drug effects , Shigella sonnei/drug effects , Yersinia enterocolitica/drug effectsABSTRACT
Eleven new cytotoxic cembranolides, michaolides A-K (1-11), and crassolide (12) were isolated from the CH(2)Cl(2) extract of the Formosan soft coral Lobophytum michaelae. Their structures were established by extensive spectral analysis. The cytotoxicity of the isolates against selected cancer cells was measured in vitro.
