Viscosaline: new 3-alkyl pyridinium alkaloid from the Arctic sponge Haliclona viscosa

Organic & Biomolecular Chemistry
Christian A Volk, Matthias Köck

Abstract

Polycyclic pyridinium alkaloids are widely distributed in several sponges of the order Haplosclerida. So far, studies on Haliclona and related genera were mainly concentrated on warm or tropical waters. Here, we describe the chemical investigation of the Arctic sponge Haliclona viscosa and structure elucidation of the acyclic 1,3-dialkyl pyridinium alkaloid viscosaline. A novel structural motif of viscosaline is that beta-alanine is covalently bound to one alkyl chain.

References

Jun 7, 1969·Nature·P R Burkholder, K Ruetzler
Oct 25, 2001·The Journal of Organic Chemistry·Alexander KaiserMichael Maier
Mar 15, 2003·Natural Product Reports·John W BluntMichèle R Prinsep
Sep 26, 2003·Organic Letters·Christian A Volk, Matthias Köck

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Citations

Feb 3, 2006·Natural Product Reports·John W BluntMichèle R Prinsep
Jul 27, 2007·Natural Product Reports·Matthew D LebarBill J Baker
Jan 6, 2006·Biological & Pharmaceutical Bulletin·Alexandre Cordeiro da SilvaCláudia Maria Oliveira Simões
Apr 23, 2010·Marine Drugs·Christoph TimmMatthias Köck
Apr 10, 2019·Organic & Biomolecular Chemistry·Sviatoslav BatsytsAndreas Schmidt
Mar 1, 2017·Marine Drugs·Yuan TianFeng-Chun Zhao
Jun 15, 2011·Chemical Biology & Drug Design·Flaviane F HilárioFernando de Pilla Varotti
Aug 6, 2020·Marine Drugs·Laura Núñez-PonsDaniela Giordano
Aug 14, 2012·Chemical Biology & Drug Design·Patrícia A MachadoElaine S Coimbra

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