Isolation and structure elucidation of new cytotoxic steroids from the gorgonian Leptogorgia sarmentosa.
The gorgonian Leptogorgia sarmentosa contains three new steroids, (20S)-20-hydroxycholestane-3,16-dione (1), (16S, 20S)-16,20-dihydroxycholestan-3-one (2), and (20S)-20-hydroxycholest-1-ene-3,16-dione (3) together with a known related compound (4). Their structures were defined by spectroscopic analysis. The new steroids exhibited significant cytotoxicity against four tumor cell lines (ED50 = 1 microg/ml).
Garrido
L
L
Departamento de Química Orgánica, Facultad de Ciencias del Mar, Universidad de Cádiz, Spain.
Zubía
E
E
Ortega
M J
MJ
Salvá
J
J
D000818:Animals; D002470:Cell Survival; D002778:Cholestanones / Q000737:chemistry* / Q000302:isolation & purification* / Q000633:toxicity; D003063:Cnidaria / Q000737:chemistry*; D003603:Cytotoxins / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013030:Spain; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification* / Q000633:toxicity; D014407:Tumor Cells, Cultured
C403710:16,20-dihydroxycholestan-3-one; C403711:20-hydroxycholest-1-en-3,16-dione; C403709:20-hydroxycholestane-3,16-dione; D002778:Cholestanones; D003603:Cytotoxins; D013256:Steroids