Synthesis and Antibacterial Studies of Phenethylamine Alkaloid Natural Products Along with Their Analogues: Discolin A, B, E and Bacillimidazole B

Abstract

The first total synthesis of phenethylamine alkaloid based natural products discolin A, B, E and bacillimidazole B is reported, which were isolated from marine sea bacteria Tenacibaculum discolor sv11 and marine sponge. Total syntheses of discolin A, B, E and bacillimidazole B are achieved in two linear steps including condensation reaction and N-alkylation reaction with an overall yield of 68%, 35%, 65%, and 32%, respectively. A total of 24 analogues are prepared with moderate to excellent yield. All the natural products and their analogues were screened for antibacterial activity. The most active compound showed an IC₅₀ of 122.1 nM against P. aeruginosa.

Key words

discolin - marine bacteria - natural product - imidazole - antimicrobial - bacillimidazole

Publikationsverlauf

Eingereicht: 17. Januar 2024

Angenommen: 29. Januar 2024

Accepted Manuscript online:
29. Januar 2024

Artikel online veröffentlicht:
23. Februar 2024

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