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Planta Med 2016; 82(09/10): 882-887
DOI: 10.1055/s-0042-106168
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Unusual Cytotoxic Steroidal Saponins from the Gorgonian Astrogorgia dumbea

Ya-Nan Lu
1   Key Laboratory of East China Sea & Oceanic Fishery Resources Exploitation and Utilization, Ministry of Agriculture, East China Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Shanghai, P. R. China
,
Ping Cui
2   Changchun University of Chinese Medicine, Changchun, P. R. China
,
Xiao-Qing Tian
1   Key Laboratory of East China Sea & Oceanic Fishery Resources Exploitation and Utilization, Ministry of Agriculture, East China Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Shanghai, P. R. China
,
Li-Guang Lou
3   Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, P. R. China
,
Cheng-Qi Fan
1   Key Laboratory of East China Sea & Oceanic Fishery Resources Exploitation and Utilization, Ministry of Agriculture, East China Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Shanghai, P. R. China
› Author Affiliations
Further Information

Publication History

received 09 September 2015
revised 11 March 2016

accepted 22 March 2016

Publication Date:
28 June 2016 (online)

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Abstract

Three steroidal saponins, including astrogorgiosides A (1) and B (2) bearing acetamido-glucose moieties, and astrogorgioside C (3) with a 19-nor and bearing an aromatized B ring steroid aglycone, together with a known major saponin dimorphoside A (4), were obtained from the gorgonian Astrogorgia dumbea collected near Dongshan Island in East China Sea. Structures of these compounds were elucidated by in-depth spectral and chemical methods, including 2D-NMR, HR-ESI-MS spectra, and acidic hydrolysis. For the first time, acetamido-glucose moiety is being reported from a gorgonian. The B-ring aromatized steroid aglycone of compound 3 is also rare in marine natural products. Compounds 1–3 exhibited moderate cytotoxic activity with IC50 values of 26.8–45.6 µM against human tumor cells Bel-7402 and K562.

Key words

Astrogorgia dumbea - Plexauridae - steroidal saponin - astrogorgiosides A–C - cytotoxic activity

Supporting Information

 

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