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Molecules 2014, 19(4), 5219-5230; doi:10.3390/molecules19045219
Article

Bioactivity of a Family of Chiral Nonracemic Aminobenzylnaphthols towards Candida albicans

1
, 2
, 1
, 3,* , 3
 and 3
1 Department of Chemistry, University of Bari, Via Orabona 4, 70125 Bari, Italy 2 CNR-ICCOM, at the Department of Chemistry, University of Bari, Via Orabona 4, 70125 Bari, Italy 3 Department of the Science of Agriculture, Food and Environment, University of Foggia, Via Napoli 25, 71122 Foggia, Italy
* Author to whom correspondence should be addressed.
Received: 20 February 2014 / Revised: 8 April 2014 / Accepted: 16 April 2014 / Published: 23 April 2014
(This article belongs to the Special Issue Parallel Synthesis)
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Abstract

Chiral nonracemic aminobenzylnaphthols were obtained by a Betti multi-component reaction between 2-naphthol, aryl aldehydes and enantiopure arylethylamine. Moreover, some new aminobenzylnaphthols were synthesized by a similar reaction between 2-naphthol, aryl aldehydes and prolinol. These aminobenzylnaphthols, synthesized from different components and thus having different structural features, were tested as anti-yeast agents inhibiting Candida albicans. The effect towards the test strain was studied with a microdilution approach and three different concentrations (150, 300 and 450 µg/mL) were tested. The best results were found for the aminobenzylnaphthols obtained from 1-naphthylethylamine and from natural prolinol. The use of the two-way ANOVA highlighted the better performances of the prolinol derivative among the differently structured aminobenzylnaphthols that were screened. The activity towards C. albicans of this prolinol derivative resulted to be interesting and could represent a promising alternative to overcome the problem of the strains resistant to the traditional antifungals.
Keywords: Candida albicans; Betti reaction; prolinol; anti-yeast activity; microdilution approach; interactive effects Candida albicans; Betti reaction; prolinol; anti-yeast activity; microdilution approach; interactive effects
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Capozzi, M.A.M.; Cardellicchio, C.; Magaletti, A.; Bevilacqua, A.; Perricone, M.; Corbo, M.R. Bioactivity of a Family of Chiral Nonracemic Aminobenzylnaphthols towards Candida albicans. Molecules 2014, 19, 5219-5230.

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