Document Detail


Analysis of the microcrystalline inclusion compounds of triclosan with β-cyclodextrin and its tris-O-methylated derivative.
MedLine Citation:
PMID:  23523864     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Solid 1:1 inclusion compounds of triclosan with native and permethylated β-cyclodextrin (β-CD and TRIMEB) were prepared by co-crystallisation and co-evaporation, respectively, and studied by FT-IR and (13)C{(1)H} CP/MAS NMR spectroscopies, thermogravimetric analysis, X-ray diffraction and theoretical calculations. Results showed that triclosan inclusion into TRIMEB afforded an amorphous solid, whilst β-CD·triclosan is composed of microcrystals belonging to two different phases. In the phase featuring larger crystals, X-ray diffraction was carried out and the β-CD host units, packing head-to-head in infinite channels, were refined; the geometry for the included but highly disordered triclosan molecules was assessed by theoretical calculations. The bacterial growth inhibitory action of the inclusion compounds was studied in comparison to that of pure triclosan on Gram-negative (Salmonella, Escherichia) and Gram-positive strains (Bacillus, Listeria, Enterococcus and Staphylococcus) typically associated with human pathologies, and also on environmental bacteria isolated from different soil and water sources. The antimicrobial activities obtained in the present work showed that, of the two CD hosts, TRIMEB brings the most favourable carrier effect: it reduced the toxicity of triclosan against some of the environmental strains and afforded slightly higher action against virulent strains.
Authors:
Ana I Ramos; Teresa M Braga; José A Fernandes; Patrícia Silva; Paulo J Ribeiro-Claro; Filipe A Almeida Paz; Maria de Fátima Silva Lopes; Susana S Braga
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-2-28
Journal Detail:
Title:  Journal of pharmaceutical and biomedical analysis     Volume:  80C     ISSN:  1873-264X     ISO Abbreviation:  J Pharm Biomed Anal     Publication Date:  2013 Feb 
Date Detail:
Created Date:  2013-3-25     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8309336     Medline TA:  J Pharm Biomed Anal     Country:  -    
Other Details:
Languages:  ENG     Pagination:  34-43     Citation Subset:  -    
Copyright Information:
Copyright © 2013 Elsevier B.V. All rights reserved.
Affiliation:
Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal.
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