Steroids glycosylated with both D- and L-arabinoses from the South China Sea gorgonian Dichotella gemmacea.

Mei Jiang, Peng Sun, Hua Tang, Bao-Shu Liu, Tie-Jun Li, Cui Li, Wen Zhang

Research Center for Marine Drugs and Department of Pharmacology, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, People's Republic of China.

Journal of natural products 2013 Apr 26

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Three new 19-hydroxy steroidal glycosides, namely, junceellosides E-G (2-4), were isolated together with the known analogue junceelloside C (1) from the South China Sea gorgonian Dichotella gemmacea. The structures of these compounds were elucidated by a combination of detailed spectroscopic analyses, chemical methods, and comparison with reported data. These glycosides are found to have sugar moieties of both β-l- and β-d-arabinopyranoses by HPLC analysis of their thiocarbamoyl-thiazolidine derivatives and those of authentic d- and l-arabinoses, leading to the structure revision of junceelloside C (1). This is the first report of steroidal glycosides from the gorgonian D. gemmacea and the first report of glycosides with β-l-arabinopyranose from marine sources.

Citation

Mei Jiang, Peng Sun, Hua Tang, Bao-Shu Liu, Tie-Jun Li, Cui Li, Wen Zhang. Steroids glycosylated with both D- and L-arabinoses from the South China Sea gorgonian Dichotella gemmacea. Journal of natural products. 2013 Apr 26;76(4):764-8