Chlorinated acetylenes from the San Diego sponge Haliclona lunisimilis.
The sponge Haliclona lunisimilis from Point Loma, California, contained six known chlorinated acetylenes, previously isolated from the dorid nudibranch Diaulula sandiegensis, and three new metabolites, (1Z,3Z)-1-chlorohexadeca-1,3-diene-5,7-diyne-14-ol, (1Z,3E,9Z)-15-acetoxy-1-chlorohexadeca-5,7-diyne-1,3,9-triene, and (1Z,3E)-14-acetoxy-1-chlorohexadeca-1,3-diene-5,7-diyne. The structures of the new compounds were elucidated by interpretation of spectroscopic data. The relationship between the sponge metabolites and the nudibranch metabolites is discussed.
De Jesus
Roman P
RP
Scripps Institution of Oceanography, University of California at San Diego, La Jolla 92093-0212, USA. rdejesus@ucsd.edu
Faulkner
D John
DJ
D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D000818:Animals; D002140:California; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism
D006843:Hydrocarbons, Chlorinated; D000114:Acetylene