Application of the claisen rearrangement to the synthesis of trans trisubstituted olefinic bonds. Synthesis of squalene and insect juvenile hormone.
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Biomedical subjects
Publications and source records attributed to D J Faulkner.
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Nine diterpenes have been isolated from the marine sponge Chelonaplysilla sp. collected in Pohnpei, Federated States of Micronesia. These include the known diterpenes 1-bromo-8-ketoambliol A acetate, dendrillolide A, dendrillolide D, norrisolide, 12-desacetoxyshahamin C, and aplyviolene. Three novel rearranged spongian diterpenes, chelonaplysins A, B, and C, were identified by interpretation of spectral data and chemical correlation with known compounds. Aplyviolene, chelonaplysin B, and chelonaplysin C exhibited antimicrobial activity against the bacterium Bacillus subtilis. The secondary metabolite composition of this collection of Chelonaplysilla sp. is compared to the composition previously reported for samples from Palau.
Two antimicrobial fractions were obtained from the sponge Calyx podatypa from the Bahamas. The less polar fraction contained the known compounds xestamines A [1] and B [2] and three new metabolites called xestamines D [3], E [4], and F [5]. The more polar fraction consisted of a mixture of xestamines G [6] and H [7].
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The Caribbean sponge Plakortis angulospiculatus contains a perlactone, plakinidone, that was identified by interpretation of spectral data. Plakinidone is the first natural product that incorporates a six-membered perlactone ring.