Five new polar sterols from the black coral Antipathes subpinnata.
In addition to the known (20S,22E)-cholesta-1,4,22-triene-16 beta,18, 20-triol-3-one, (20S,22E)-24-methyl-cholesta-1,4,22-triene-16 beta,18,20-triol-3-one, and (20S,22E)-24-methylcholesta-4,22-diene-16 beta,18,20-triol-3-one, the methanol extract of the Mediterranean anthozoan Antipathes subpinnata was shown to contain five new sterols: (20S,22E)-cholesta-1,4,22-triene-18,20-diol-3-one, (20S,22E)-24-methylcholesta-1,4,22-triene-18,20-diol-3-one, (20S)-cholest-4-ene-16 beta,18,20-triol-3-one, (20S,22E)-cholesta-4,22-diene- 16 beta,18,20-triol-3-one, and (20S,22E)-24-methylcholesta-4,22-diene-16 beta,18,20-triol-3-one, whose stereostructures were elucidated on the basis of physicochemical evidence. The previously unassigned chirality at C-20 of the known sterols has been also established as S.
Dipartimento di Chimica delle Sostanze Naturali, Napoli, Italy.
A
A
Aiello
E
E
Fattorusso
M
M
Menna
D000818:Animals; D003063:Cnidaria / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D013261:Sterols / Q000737:chemistry / Q000302:isolation & purification*
D013261:Sterols