RESUMEN
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.
Asunto(s)
Antozoos , Sesquiterpenos/química , Animales , Ensayos de Selección de Medicamentos Antitumorales/métodos , Células HT29 , Humanos , Leucemia P388 , Ratones , Sesquiterpenos/aislamiento & purificaciónRESUMEN
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.
Asunto(s)
Antozoos/química , Lanosterol/análogos & derivados , Animales , Línea Celular , Humanos , Lanosterol/química , Lanosterol/aislamiento & purificación , Lanosterol/farmacología , Espectroscopía de Resonancia Magnética , RatonesRESUMEN
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.
Asunto(s)
Antozoos/química , Antiinflamatorios/aislamiento & purificación , Ceramidas/aislamiento & purificación , Cerebrósidos/aislamiento & purificación , Animales , Antiinflamatorios/química , Antiinflamatorios/farmacología , Ceramidas/química , Ceramidas/farmacología , Cerebrósidos/química , Cerebrósidos/farmacología , Enterobacter aerogenes/efectos de los fármacos , Macrófagos/efectos de los fármacos , Ratones , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Salmonella enteritidis/efectos de los fármacos , Serratia marcescens/efectos de los fármacos , Shigella sonnei/efectos de los fármacos , Yersinia enterocolitica/efectos de los fármacosRESUMEN
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.