Vosamidines A–C, Polycyclic 2-Aminoimidazole Alkaloids from a Marine Calcareous Sponge Vosmaeropsis wilsoni

Organic Letters 2026 Open access

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Authors: Sarath P. D. Senadeera, D J Wang, Brice A. P. Wilson, Emily A. Smith, Camille Victoria Leal, P Zhang, Barry R. O’Keefe, Anthony Richard Carroll, John Albert Beutler
DOI: 10.1021/acs.orglett.6c00476
Cited by: 1
References: 26

Abstract

High Resolution Image Download MS PowerPoint Slide Vosamidines A–C ( 1 – 3 ), three polycyclic 2-aminoimidazole alkaloids, were isolated from a marine calcareous sponge, Vosmaeropsis wilsoni . Their structures were determined by extensive analysis of spectroscopic and spectrometric data, along with ECD computational studies. Vosamidine A possesses a 6/5/5/5/6/15(6)(5)-fused ring system based on a unique pentacyclic core. Vosamidine B is an oxidized and ring rearranged derivative of 1 . Vosamidine C possesses an unusual 5/5/6/5/5/8 hexacyclic ring system incorporating a thioether ring. Plausible biosynthetic pathways for 1 – 3 are proposed. Compounds 1 and 2 had modest inhibition in the oncogenic fusion protein kinase DNAJB1-PKAcα assay.

Fields of Study & Subjects

Marine Sponges and Natural Products Synthesis of heterocyclic compounds Synthesis and Biological Activity

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
17
Pages
5329–5333
Publication date
22 April 2026
Language
EN