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¡V9, and two nor-nardosinanes 10 and 11, along with eleven known compounds, 2-deoxy-7-O-methyllemnacarnol (3), 2-deoxy-12£\-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¡V1H 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¡V11 were evaluated. Metabolites 2, 3, 5, 6, 8 and 9 exhibited significant activity against P-388 cell in vitro ( ED50 ¡Ø 4 £gg/ mL)
Keywords: Paralemnalia thyrsoides, sesquiterpenoids, cytotoxicity, anti-HCMV
| Identifer | oai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0905112-151141 |
| Date | 05 September 2012 |
| Creators | Lee, Yu-Sheng |
| Contributors | Jyh-Horng Sheu, Chang-Yih Duh, Chih-Chuang Liaw, Fang-Rong Chang, Ian-Lih Tsai |
| Publisher | NSYSU |
| Source Sets | NSYSU Electronic Thesis and Dissertation Archive |
| Language | Cholon |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0905112-151141 |
| Rights | user_define, Copyright information available at source archive |
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