Studies on the Secondary Metabolites from the Soft Coral Paralemnalia thyrsoides / 仿穗軟珊瑚Paralemnalia thyrsoides所含二次代謝物之研究

碩士 / 國立中山大學 / 海洋生物科技暨資源學系研究所 / 101 / The soft corals of the species Paralemnalia thyrsoides was found to be a rich source of sesquiterpenoids, such as nor-nardosinane, nardosinane, neolemnane, and eremophilane, and other related skeletons. Continuing investigation on the chemical constituents of Paralemnalia thyrsoides has led to the isolation of nine new compounds, including one dinor-nardosinane 1, one neolemnane 2, five nardosinanes 4, 6–9, and two nor-nardosinanes 10 and 11, along with eleven known compounds, 2-deoxy-7-O-methyllemnacarnol (3), 2-deoxy-12α-methoxy-7-O-methyllemnacarnol (5), paralemnolin Q (12), paralemnolin R (13), 4-acetoxy-2,8-neolemnadien-5-one (15), paralemnolin E (16), flavalins E (17), isoparalemnanone (18), paralemnolin K (19), and nor-nardosinane sesquiterpenoids (14 and 20).
The structures of these compounds were determined on the basis of their spectroscopic analysis (1H, 13C NMR, 1H–1H COSY, HSQC, HMBC, IR and HRESIMS) and by comparison of the physical and spectral data with those of the related known compounds. The relative stereochemistry and assignments of 1H NMR chemical shifts were determined by NOESY and coupling constants. The absolute stereochemistry of dinor-nardosinane 1 was further determined by application of the Mosher’s method.
The cytotoxicity against of P-388 (murine lymphocytic leukemia), HT-29 (human colon adenocarcinoma), and A-549 (human lung epithelial carcinoma) cells as well as the anti-HCMV (human cytomegalovirus) activities of metabolites 1, 2, 4, 6–11 were evaluated. Metabolites 2, 3, 5, 6, 8 and 9 exhibited significant activity against P-388 cell in vitro ( ED50 ≦ 4 μg/ mL)

Keywords: Paralemnalia thyrsoides, sesquiterpenoids, cytotoxicity, anti-HCMV

Identiferoai:union.ndltd.org:TW/101NSYS5277001
Date January 2012
CreatorsYu-Sheng Lee, 李昱陞
ContributorsChang-Yih Duh, 杜昌益
Source SetsNational Digital Library of Theses and Dissertations in Taiwan
Languagezh-TW
Detected LanguageEnglish
Type學位論文 ; thesis
Format260

Page generated in 0.0268 seconds