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Sinugibberosides A-E, new terpenoids with cyclic peroxyhemiketal from the soft coral Sinularia gibberosa
Authors:Shin-Pin Chen  Chang-Feng Dai  Wan-Ping Hu  Jyh-Horng Sheu
Affiliation:a Department of Marine Biotechnology and Resources, National Sun Yat-Sen University, Kaohsiung 804, Taiwan
b Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
c Institute of Oceanography, National Taiwan University, Taipei 106, Taiwan
d National Museum of Marine Biology and Aquarium, Checheng, Pingtung 944, Taiwan
e Faculty of Biotechnology, Kaohsiung Medical University, Kaohsiung 807, Taiwan
f Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Abstract:The organic extract of the soft coral Sinularia gibberosa, collected from the northern Taiwan, has been investigated and resulted in the isolation of five new xeniaphyllane-type diterpenoids with a rare cyclic peroxyhemiketal (3,6-dihydro-1,2-dioxin-3-ol) moiety, sinugibberosides A-E (1-5). The structures of the new terpenoids, including their stereochemistries, were established on the basis of extensive spectroscopic analysis, including 1D and 2D NMR (1H-1H COSY, HMQC, HMBC, and NOESY), and by comparison of their NMR data with those of related compounds. Metabolites 1-5 represent the first example of marine terpenoids possessing a cyclic peroxyhemiketal moiety.
Keywords:Sinugibberosides A-E   Cyclic peroxyhemiketal   Xeniaphyllane   Sinularia gibberosa
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