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STUDIES ON BIOACTIVE CONSTITUENTS FROM SELECTED TAIWANESE MARINE SPONGES

ABSTRACT
Marine sponges have proved to be a rich source of new bioactive products. In our screening of several species of Taiwanese marine sponges from southern coast of Taiwan, we have isolated nine new compounds in which one has a new carbon skeleton. Investigation of the marine sponge Parahigginsia sp. has resulted in the isolation of six new sesquiterpenes, parahigginols A-D (59-62), parahigginine (63) and para- higginic acid (65). Two new sesquiterpenes hydroquinones, hippochro- mins A and B (71, 72) were isolated from the marine sponge Hippo- spongia metachromia. In addition, an unstable, novel meroditerpenoid, strongdurin (76), which might be a precursor of strongylophorins, was isolated from the sponge Strongylophora durissima. Moreover study of the secondary metabolites of sponge Theonella cf. swinhoei, four trideca- peptide lactones theonellapeptolides Ia-Id (44-47) and one dimeric ma- crolide swinholide A (49), were also isolated and their structures were determined. The structures of these compounds and their derivatives were established primarily on the basis of their spectral analysis and chemical derivatization. The application of NMR techniques included 1H, 13C NMR, DEPT, COSY, HMQC, HMBC, NOESY and so on.
Biological studies revealed that parahigginols A-D (59-62), parahig- ginine (63), parahigginone (64) and parahigginic acid (65), exhibited in vitro cytotoxicity against mouse leukemia cells (P-388) and human mouth epidermoid carcinoma (KB16), lung carcinoma (A549) and colon carci- noma (HT-29) cancer cells. Compounds 60-65 exhibited moderate activity with IC50 value greater than 1 £gg/mL, while parahigginol A (59) was inactive. In our measurement, strongdurin monomethylate (77), which isolated from the marine sponge Strongylophora durissima, was mild cytotoxicity against human mouth epidermoid carcinoma (KB16) and hepatoma carcinoma (Hepa) cell lines with IC50 values of 6.7 and 8.7 £gg/mL. Compounds 13, 14, 68 and 69, which isolated from the marine sponge Hippospongia metachromia, exhibited potent cytotoxicity against human colon (COLO-250) tumor cells at concentrations of 0.10, 0.26, 0.53 and 0.22 £gg/mL, respectively. Theonellapeptolides Ia-Ib (44-45) and swinholide A (49), which isolated from the marine sponge Theonella cf. swinhoei, showed significant cytotoxicity against above NUGC and HONE-1 cell lines at concentrations of 50 £gg/mL, but were inactive at 10 £gg/mL.

Identiferoai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0830101-160037
Date30 August 2001
CreatorsChen, Ching-Yeu
ContributorsYa-Ching Shen, Jung-Nan Lin, Yung-Chang Wu, Jr-Jeng Wang, Jr-Hung Shiu, Yi-Sheng Chen
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-0830101-160037
Rightsunrestricted, Copyright information available at source archive

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