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A convenient synthesis of pseudoceratidine and three analogs for biological evaluation

✍ Scribed by Carsten Behrens; Martin W. Christoffersen; Lone Gram; Per Halfdan Nielsen

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 232 KB
Volume: 7
Category: Article
ISSN: 0960-894X
DOI: 10.1016/s0960-894x(96)00622-1

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✦ Synopsis

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 g 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). Tire compounds 1-4 have been tested for antibacterial activity and the results compared to a previous study. Also acti,,ity against the marine brine shrimp Artemia salma is reported

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