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Chemical synthesis and biological activities of 3-alkyl pyridinium polymeric analogues of marine toxins

Houssen, W.E. and Luo, Z. and Edrada-Ebel, R.A. and Chatzi, C. and Tucker, S.J. and Sepcic, K. and Turk, T. and Zovko, A. (2010) Chemical synthesis and biological activities of 3-alkyl pyridinium polymeric analogues of marine toxins. Journal of Chemical Biology, 3 (3). pp. 113-125. ISSN 1864-6158

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Abstract

Two new large poly-1,3-dodecylpyridinium salts, APS12 and APS12-2 of 12.5- and 14.7-kDa size, respectively, were synthesised and tested for their pore-forming and transfection capabilities in HEK 293 and undifferentiated mouse ES cells using patch-clamp recording, Ca2+ imaging and flow cytometry. Polymerisation reactions were enhanced by microwaves, and the product sizes were controlled by altering the irradiation time. This method can also be applied to obtain polymers with variable linking chains as shown by the preparation of poly-(1,3-octylpyridinium) salt of 11.9-kDa size. Molecular weights of the final products were determined using ESIMS analysis, which also indicated the products to be amongst the largest macro-cycles ever recorded, up to a 900-membered ring. Anti-bacterial, haemolytic and anti-acetylcholinesterase activities were also reported for the two dodecyl pyridinium polymers. These biological activities are characteristic to the structurally related marine toxin, poly-APS.

Item type: Article
ID code: 26138
Notes: Strathprints' policy is to record up to 8 authors per publication, plus any additional authors based at the University of Strathclyde. More authors may be listed on the official publication than appear in the Strathprints' record.
Keywords: marine toxins , transfection , poly-APS , pore formers, microwave-assisted polymerisation , Biology, Pharmacy and materia medica, Electrical engineering. Electronics Nuclear engineering, Biochemistry, Cell Biology, Biophysics
Subjects: Science > Natural history > Biology
Medicine > Pharmacy and materia medica
Technology > Electrical engineering. Electronics Nuclear engineering
Department: Faculty of Engineering > Electronic and Electrical Engineering
Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
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Depositing user: Strathprints Administrator
Date Deposited: 24 May 2011 11:41
Last modified: 27 Mar 2014 08:56
URI: http://strathprints.strath.ac.uk/id/eprint/26138

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