Aplidiasterols A and B, two new cytotoxic 9,11-secosterols from the Mediterranean ascidian Aplidium conicum.
Two novel 9,11-secosterols, aplidiasterols A (3beta,6beta,11-trihydroxy-9,11-seco-5alpha-cholest-7-en-9-one, 1) and B (3beta,5alpha,6beta,11-tetrahydroxy-9,11-secocholest-7-en-9-one, 2), along with the known secosterols 3 and 4, were isolated from the Mediterranean ascidian Aplidium conicum and their structures were determined by spectroscopic data. Aplidiasterols A and B were found to be cytotoxic against rat glioma (C6) and murine monocyte/macrophage (J774) tumor cells in vitro. Compounds 1-4 represent the first example of secosterols isolated from tunicates.
Aiello
Anna
A
Dipartimento di Chimica delle Sostanze Naturali, Via Domenico Montesano 49, 80131, Napoli, Italy.
Esposito
Giuseppe
G
Fattorusso
Ernesto
E
Iuvone
Teresa
T
Luciano
Paolo
P
Menna
Marialuisa
M
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D002851:Chromatography, High Pressure Liquid; D004354:Drug Screening Assays, Antitumor; D009682:Magnetic Resonance Spectroscopy; D019083:Mediterranean Region; D051379:Mice; D015394:Molecular Structure; D051381:Rats; D012632:Secosteroids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013237:Stereoisomerism; D014561:Urochordata / Q000737:chemistry*
C487466:3beta,5alpha,6beta,11-tetrahydroxy-9,11-secocholest-7-en-9-one; C487467:3beta,6beta,11-trihydroxy-9,11-seco-5alpha-cholest-7-en-9-one; D000970:Antineoplastic Agents; D012632:Secosteroids