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Steroid and cembranoids from the Dongsha atoll soft coral Lobophytum sarcophytoides
Authors:Yi Lu  Zhi-Hong Wen  Ping-Jyun Sung  Chi-Hsin Hsu  Michael Y Chiang  Jyh-Horng Sheu
Institution:a Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan
b Taiwan Coral Research Center, National Museum of Marine Biology & Aquarium, Checheng, Pingtung 944, Taiwan
c Graduate Institute of Marine Biotechnology, National Dong Hwa University, Checheng, Pingtung 944, Taiwan
d National Research Institute of Chinese Medicine, Taipei 112, Taiwan
e Department of Chemistry, National Sun Yat-sen University, Kaohsiung 804, Taiwan
f Institute of Oceanography, National Taiwan University, Taipei 112, Taiwan
g Asia-Pacific Ocean Research Center, National Sun Yat-sen University, Kaohsiung 804, Taiwan
Abstract:A novel sterol, sarcophytosterol (1), and four new cembranoids, sarcophytolins A-D (2-5), have been isolated from the soft coral Lobophytum sarcophytoides along with four known metabolites 6-9. The relative structures of new metabolites were elucidated on the basis of extensive spectroscopic analyses and X-ray diffraction analysis of 1, and the absolute configurations of 1 and 5 were determined by Mosher’s method and CD spectrum, respectively. Compound 1 is a steroid possessing an unusual (20R,23R,24R)-23,24-dimethyl-20-hydroxy side chain. Compounds 3, 6, 8, and 9 were shown to exhibit cytotoxicity toward a limited panel of cancer cell lines. Furthermore, while 1 could effectively enhance the expression of the pro-inflammatory iNOS protein in LPS-stimulated RAW264.7 macrophage cells, compounds 2, 3, 5-7 and 9 were found to effectively inhibit the accumulation of the pro-inflammatory of iNOS.
Keywords:KBQKZBYGDQCBTJ-YQGAQXSRSA-N  OKPPSLJDJGOWAJ-UWVYSTBFSA-N  IRLJYXHINXXWKC-GHZBUWTKSA-N  HBXZGJYKFRYIFQ-NBGGPTHLSA-N  YQXSXPBPDWRFHK-LXIPXPQRSA-N
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