In order to search for bioactive compounds, we have studied the
chemical constituents from the organic extracts of two soft corals
Sinularia granosa and Sinularia leptoclados. This study had led to the
isolation of twenty-one natural compounds 1¡V21, including five new
cembrane-type diterpenoids, querciformolide B (1), granosolides A¡VD (2, 3,
5, and 6) and one new secosteroid 3£],11-dihydroxy-5£],6£]-expoxy-24-
methylene-9,11-secocholestan-9-one (11) along with seven know
compounds from S. granosa, and two new oppositol¡Vtype sesquiterpenoids
leptocladolins A and B (14 and 15), and two new steroid
24-methylenecholestan-3£],5£\,6£]-triol 11-acetate (18)¡B24(S*)-24-
methylcholestan-3£],5£\,6£]-triol 11-acetate (19) along with four known
compounds (16, 17, 20 and 21) from S. leptoclados. The structure of
compounds 1¡V21 were established by detailed spectral data analysis (IR,
MS, 1D, 2D NMR) and by comparison of the spectral data with those ofthe related known compounds. The relative stereochemistries of
compounds 1, 7, 14, and 15 were further confirmed by X-ray
single-crystal diffraction analysis. The absolute configurations of 1¡V3 and
14¡V17 were determined using a modified Mosher¡¦s method.
The cytotoxicity of compounds 1¡V17 and 19¡V21 against the Daoy
(human medulloblastoma), Hep2 (human laryngeal carcinoma), MCF-7
(human breast adenocarcinoma), Hela (human cervical epitheloid carcinoma)
CCRF-CEM (human T-cell acute lymphoblastic leukemia), and DLD-1
(human colon adenocarcinoma) tumor cell lines were determined.
Compounds 9, 19, and 21 showed moderate activity toward the above five
tumor cells. Furthermore, compounds 11 and 17 were found to show
significant activity against the accumulation of the pro-inflammatory iNOSand COX-2 protein at 10 £gM.
| Identifer | oai:union.ndltd.org:NSYSU/oai:NSYSU:etd-0210109-110940 |
| Date | 10 February 2009 |
| Creators | Huang, Chiung-Yao |
| Contributors | Jyh-Horng Sheu, Ping-Jyun Sung, Yang-Chang Wu |
| 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-0210109-110940 |
| Rights | not_available, Copyright information available at source archive |
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