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Studies on the Bioactive Diterpenoids from Taiwanese Sponge Ircinia formosana and Soft Corals Cespitularia hypotentaculata, Clavularia viridis, and Sinularia flexibilis.

This dissertation mainly investigates the constituents of one species of sponge (Ircinia formosana) and three species of soft corals¡]Sinularia flexibilis¡BCespitularia hypotentaculata and Clavularia viridis¡^. These organisms were extracted with EtOAc and analyzed them with chemical methods. Twenty three new natural products were isolated and the cytotoxicity of these copounds was tested and evaluated.
Four new C22-sesterterpenoids were isolated from the sponge Ircinia formosana, and designated as irciformonins A-D (1-4). In the investigation of the soft coral Sinularia flexibilis, nine new cembranes were purified, and they were called sinuladiterpenes A-I (5-13). Six new diterpenes, cespihypotins Q-V (14-19) were obtained from the soft coral Cespitularia hypotentaculata. In addition, the soft coral Clavularia viridis afforded four new prostanoids, designated claviridic esters A-D (20-23).
The structures of these metabolites including their stereochemistries have been established by detailed spectroscopic analyses, particularly 2D NMR (1H¡V1H COSY, HMQC, HMBC, and NOESY) spectroscopy and mass and by comparison with the related physical and spectral data of known compounds. Cytotoxicity of the isolated compounds was measured by Dr. Kuo Yao-Haur, Institute of Chinese Medicine. Irciformonins C (3) and D (4) from sponge Ircinia formosana showed the cytotoxicity against WiDr (Human colon adenocarcinoma) with ED50 at 6.7 and 4.9 £gg/mL, respectively. Cespihypotin T (17) was found to exhibit the inhibition against Daoy (Human medulloblastoma) and WiDr (Human colon adenocarcinoma) at ED50 9.3 and 7.5 £gg/mL. Claviridic esters A (20) and B (21) exhibited significant cytotoxicity against the growth of Hep2 (Human hepatoma) at ED50 0.19 nad 0.16 £gg/mL, respectively. Claviridic ester B (21) also showed significant cytotoxicity against Daoy (Human medulloblastoma) tumor cells at ED50 0.18 £gg/mL.

Identiferoai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0827109-130135
Date27 August 2009
CreatorsLo, Kuang-liang
ContributorsHung-Non Chon, Jeh-Jeng Wang, Ya-Ching Shen, Hung-Non Chou, Meng-Hsien Chen, Cherng-Chyi Tzeng, Jeh-Jeng Wang
PublisherNSYSU
Source SetsNSYSU Electronic Thesis and Dissertation Archive
LanguageCholon
Detected LanguageEnglish
Typetext
Formatapplication/pdf
Sourcehttp://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0827109-130135
Rightsnot_available, Copyright information available at source archive

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