Studies on Secondary Metabolites from Soft Coral Sinularia gyrosa

• Main Authors: Cheng-ta Chuang, 莊政達
• Other Authors: Chang-Yih Duh
• Format: Others
• Language: en_US
• Published: 2009
• Online Access: http://ndltd.ncl.edu.tw/handle/64uc3s

碩士 === 國立中山大學 === 海洋生物科技暨資源學系研究所 === 97 === Numerous bioactive secondary metabolites have been isolated from the soft coral in recent years. In order to search for more bioactive secondary metabolites, we have investigated the chemical constituents of the organic extracts soft coral Sinularia gyrosa, collected at Dongsha island. Chromatography separation have led to the isolation of six new norcembranoid compounds, gyrosolides A–F (1–6), and two new diterpenoids, gyrosanols A and B (7 and 8), as well as eleven known norcembranoids (9–19). The chemical structures and configurations of pure compounds were determined by NMR spectroscopic (1H NMR, 13C NMR, 1H–1H COSY, HMQC, HMBC, NOESY, UV, IR, CD, and mass spectra) and physical data (optical rotations), 3D Chem Draw MM2 force field calculations, as well as comparison with the spectroscopic data reported by literature. The structure of known compound 14 was revised by NOESY and 3D Chem Draw MM2 force field calculations. The anti-inflammatory effects, cytotoxicity aganist of P-388 (mouse lymphocytic leukemia), HT-29 (human colon adenocarcinoma), and A-549 (human lung epithelial carcinoma) cells, and anti-HCMV (human cytomegalovirus) activity of these secondary metabolites were evaluated. Metabolite 9 exhibited significant activity against HCMV and cytotoxicity against A-549 cell lines, and significantly exhibited the COX-2 protein expression by LPS stimulation.