A convenient synthesis of pseudoceratidine and three analogs for biological evaluation

C. Behrens, M.W. Christoffersen, Lone Gram, P.H. Nielsen

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The recently isolated marine natural product pseudoceratidine (1) has been synthesized from 2-trichloroacetylpyrrole. Bromination in the 4- and 5-position followed by nucleophilic displacement of the trichloromethyl group with spermidine gave 1 in 79% yield. The procedure is general and can easily be adopted to the preparation of other derivatives. This was demonstrated by the synthesis of a 5,5'-didebromo derivative (2) and two analogs (3-4). The compounds 1-4 have been tested for antibacterial activity and the results compared to a previous study. Also activity against the marine brine shrimp Artemia salina is reported.
Original languageEnglish
JournalBioorganic & Medicinal Chemistry Letters
Issue number3
Pages (from-to)321-326
Publication statusPublished - 1997

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