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Studies on the Natural Products from the Taiwanese Soft Corals Cespitularia hypotentaculata¡BCespitularia taeniata¡BJunceella juncea and star anise Illicium arborescens

This dissertation mainly discussed the investigation of three different kinds of Formosan soft corals, Cespitularia hypotentaculata Roxas, C. taeniata May and Junceella juncea, as well as Formosan star-anise, Illicium arborescens Hayata. Their EtOAc extracts were investigated by intensive chromatography. Twenty new natural products were isolated and purified and their biological activities were studied.
The chemical investigation of soft coral Cespitularia hypotentaculata and C. taeniata resulted in the isolation of twenty natural products, including ten new natural products, designated as cespihypotins B, W¡VZ (6, 1 ¡V 4), cespihypotone (5), cespitaenins A (10) and F-H (7-9) as well as fourteen know compounds (21-34). Compounds 1-3 were nor-verticillane-type nor-diterpenes. Compounds 4-6 were verticillane-type diterpenes. Cespitaenins A and F (10 & 7) were nor-verticillane-type nor-diterpenes. Cespitaenins G and H (8 & 9) were verticillane-type diterpenes. Three new briarane-type natural products, juncenolides L-N¡]11-13¡^ toghther with and one know compound (35) were isolated from Junceella juncea.
The study of Formosan star anise, Illicium arborescens Hayata has afforded seven new compounds (14-20). Two of them were stereoisomer, named 2,3-dide-
hydro-5-O-methyl-11-epiillifunone E (14) and 2,3-Didehydro-5-O-methylillifunone E (15). The others were 8,9-secoprezizaane-type sesquiterpenes (16-20).
All the structures of above compounds were elucidated by physical and spectroscopic analyses (IR, mass, UV, optical rotation and NMR), and also by comparisions with the published data. Cytotoxicity and in vitro anti-inflammatory activities were measured by Dr. Yao-Haur Kuo of National Research Institute of Chinese Medicine and Dr. Tsong-Long Hwang of Chang Gung University. The biological activities of compounds against MCF-7 (Human breast adenocarcinoma), Doay (Human medulloblastoma), WiDr (Human colon adenocarcinoma), Hela (Human cervical epitheloid carcinoma) cell lines and effects of compounds on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB. were tested. The effects of compounds 9-12 on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB were 6.19, 6.72, 7.56 and 6.72 respectively. The IC50 of compounds 14 and 19 against MCF-7, Doay, WiDr and Hela were 9.0, 7.1, 11.2, 10.9 and 5.1, 6.3, 10.9, 6.24 £gg/mL, respectively.

Identiferoai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0214111-175127
Date14 February 2011
CreatorsJang, Jiun-Yang
ContributorsCherng-Chyi Tzeng, Meng-Hsien Chen, Yao-Haur Kuo, Hong-Nong Chou, Ya-Ching Shen
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-0214111-175127
Rightswithheld, Copyright information available at source archive

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