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Chemical Constituents and Biological Activities of Soft Corals Sinularia granosa and Sinularia leptoclados

by Huang, Chiung-Yao

Abstract (Summary)
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.
Bibliographical Information:

Advisor:Jyh-Horng Sheu; Ping-Jyun Sung; Yang-Chang Wu

School:National Sun Yat-Sen University

School Location:China - Taiwan

Source Type:Master's Thesis

Keywords:soft corals

ISBN:

Date of Publication:02/10/2009

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