Two new cytotoxic and virucidal trisulfated triterpene glycosides from the Antarctic sea cucumber Staurocucumis liouvillei.
Two new trisulfated triterpene glycosides, liouvillosides A (1) and B (2), have been isolated from the Antarctic sea cucumber Staurocucumis liouvillei. Their structures have been elucidated by spectroscopic analysis (NMR and FABMS) and chemical transformations. Liouvillosides A (1) and B (2) are two new examples of a small number of trisulfated triterpene glycosides from sea cucumbers belonging to the family Cucumariidae. Both glycosides were found to be virucidal against herpes simplex virus type 1 (HSV-1) at concentrations below 10 microg/mL.
Maier
M S
MS
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina. maier@qo.fcen.uba.ar
Roccatagliata
A J
AJ
Kuriss
A
A
Chludil
H
H
Seldes
A M
AM
Pujol
C A
CA
Damonte
E B
EB
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D002236:Carbohydrate Conformation; D002522:Chlorocebus aethiops; D004354:Drug Screening Assays, Antitumor; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D008826:Microbial Sensitivity Tests; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification*; D012616:Sea Cucumbers / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*; D014709:Vero Cells
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D009844:Oligosaccharides; D014315:Triterpenes; C433554:liouvilloside A; C433553:liouvilloside B