Issue 9, 2004
From the journal:

Organic & Biomolecular Chemistry

Synthesis and bioactivity of linear oligomers related to polymeric alkylpyridinium metabolites from the Mediterranean sponge Reniera sarai†

Ines Mancini,a   Adriana Sicurelli,a   Graziano Guella,a   Tom Turk,b   Peter Mačekb  and  Kristina Sepčić*b  

* Corresponding authors

a Laboratorio di Chimica Bioorganica, Università di Trento, via Sommarive 14, I-38050 Povo Trento, Italy

b Department of Biology, Biotechnical Faculty, University of Ljubljana, Večna pot 111, 1111 Ljubljana, Slovenia
E-mail: kristina.sepcic@uni-lj.si
Fax: +38612573390
Tel: +38614233388

Abstract

Dimers and tetramers of linear 3-alkylpyridinium salts have been synthesized by an efficient synthetic pathway, which is also applicable to the preparation of higher oligomers. Mono-, di- and tetrameric compounds have been tested for antibacterial and hemolytic activities and for the inhibition of acetylcholinesterase and protein phosphatase 2A. Their activities were compared to those of the natural poly-3-octylpyridinium alkaloids isolated from the Mediterranean sponge Reniera sarai. Relatively high antibacterial and anti-acetylcholinesterase activities were observed that increase with higher degrees of oligomerization.

Graphical abstract: Synthesis and bioactivity of linear oligomers related to polymeric alkylpyridinium metabolites from the Mediterranean sponge Reniera sarai

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Article information

DOI
https://doi.org/10.1039/B400782D
Article type
Paper
Submitted
19 Jan 2004
Accepted
26 Feb 2004
First published
01 Apr 2004

Org. Biomol. Chem., 2004,2, 1368-1375

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Synthesis and bioactivity of linear oligomers related to polymeric alkylpyridinium metabolites from the Mediterranean sponge Reniera sarai

I. Mancini, A. Sicurelli, G. Guella, T. Turk, P. Maček and K. Sepčić, Org. Biomol. Chem., 2004, 2, 1368 DOI: 10.1039/B400782D

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