Chemical constituents of the red alga Laurencia tristicha

Six new sesquiterpenes, 10-hydroxy-epiaplysin (1), 10-hydroxy-aplysin (2), 10-hydroxy-debromoepiaplysin (3), aplysin-9-ene (4), epiaplysinol (5) and debromoepiaplysinol (6), together with 13 known compounds (7-19), have been isolated from the red alga Laurencia tristicha. The structures of 1-6 were determined by spectroscopic methods including IR, EI-MS, HREI-MS, and 1D and 2D NMR techniques. All compounds were obtained from this species for the first time and were tested for cytotoxic activities against several human cancer cell lines including lung adenocarcinoma (A549), stomach cancer (BGC-823), hepatoma (Bel 7402), colon cancer (HCT-8) and HeLa cell lines. Compound 6 showed selective cytotoxicity against HeLa cell line with IC(50) 15.5 microM, cholest-5-en-3beta,7alpha-diol (14) was toxic to all tested cell lines with IC(50) values of 16.8, 5.1, 0.5, 0.5, and 0.3 microM, respectively, and other compounds were inactive (IC(50)>10 microg/ml).