Further bioactive acetylenic compounds from the Caribbean sponge Cribrochalina vasculum.
In addition to the known 3-hydroxydocosa-(4E, 15E)-dien-1-yne [1], 3-hydroxy-16-methyleicos-(4E)-en-1-yne [2], and 3-hydroxy-19-methyleicos-(4E)-en-1-yne [3], the lipophilic extract of the Caribbean sponge Cribrochalina vasculum was shown to contain four new bioactive acetylene metabolites, (3R)-hydroxy-14-methyldocos-(4E)-en-1-yne [4], (3R)-hydroxy-16-methyleicos-1-yne [7], (3R)-hydroxy-19-methyleicos-1-yne [8], and docosa-(3E, 15Z)-dien-1-yne [9], whose structures were elucidated on the basis of chemical and spectral studies. The previously unassigned chirality at C-3 of the known compounds 1-3 has been also established as R.
Aiello
A
A
Dipartimento di Chimica delle Sostanze Naturali, Napoli, Italy.
Fattorusso
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E
Menna
M
M
Pansini
M
M
D000114:Acetylene / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity; D000818:Animals; D001156:Artemia / Q000502:physiology*; D001444:Bahamas; D001531:Belize; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D011161:Porifera / Q000737:chemistry*
D000114:Acetylene