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Synthesis 2007(19): 3013-3016  
DOI: 10.1055/s-2007-983898
PAPER
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of Iminoctadine, a Potent Antifungal Agent and Polyamine Oxidase Inhibitor (PAO)

Francesco Raffi, Federico Corelli, Maurizio Botta*
Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via Alcide de Gasperi 2, 53100 Siena, Italy
Fax: +39(577)234333; e-Mail: botta@unisi.it;
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Publication History

Received 29 May 2007
Publication Date:
11 September 2007 (online)

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Abstract

Iminoctadine (1,17-diguanidino-9-azaheptadecane), isolated from a mixture of polyamines and guanidines known as guazatine that is used in agriculture as a fungicide, showed interesting activity as human antifungal agent and PAO inhibitor. In this paper, we propose a straightforward synthetic strategy for obtaining pure iminoctadine tris(trifluoroacetate) in high overall yield.

Key words

guazatine - antifungal agent - Candida albicans - polyamine oxidase inhibitor