期刊论文详细信息
Molecules
Hydrophobic Effect of Amphiphilic Derivatives of Chitosan on the Antifungal Activity against Aspergillus flavus and Aspergillus parasiticus
Ricchard Hallan Felix Viegas de Souza1  Mirelli Takaki1  Rafael de Oliveira Pedro1  Juliana dos Santos Gabriel1  Marcio José Tiera1 
[1] id="af1-molecules-18-04437">Department of Chemistry and Environmental Sciences, Institute of Biosciences, Humanities and Exact Sciences–IBILCE, São Paulo State University–UNESP, São José do Rio Preto, São Paulo, 15054-000, Braz
关键词: chitosan;    antifungal activity;    derivatives;    amphiphilic;    Aspergillus flavus;    Aspergillus parasiticus;   
DOI  :  10.3390/molecules18044437
来源: mdpi
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【 摘 要 】

Low molecular weight amphiphilic derivatives of chitosan were synthesized, characterized and their antifungal activities against Aspergillus flavus and Aspergillus parasiticus were tested. The derivatives were synthesized using as starting material a deacetylated chitosan sample in a two step process: the reaction with propyltrimethyl-ammonium bromide (Pr), followed by reductive amination with dodecyl aldehyde. Aiming to evaluate the effect of the hydrophobic modification of the derivatives on the antifungal activity against the pathogens, the degree of substitution (DS1) by Pr groups was kept constant and the proportion of dodecyl (Dod) groups was varied from 7 to 29% (DS2). The derivatives were characterized by 1H-NMR and FTIR and their antifungal activities against the pathogens were tested by the radial growth of the colony and minimum inhibitory concentration (MIC) methods. The derivatives substituted with only Pr groups exhibited modest inhibition against A. flavus and A. parasiticus, like that obtained with deacetylated chitosan. Results revealed that the amphiphilic derivatives grafted with Dod groups exhibited increasing inhibition indexes, depending on polymer concentration and hydrophobic content. At 0.6 g/L, all amphiphilic derivatives having from 7.0 to 29% of Dod groups completely inhibited fungal growth and the MIC values were found to decrease from 4.0 g/L for deacetylated chitosan to 0.25–0.50 g/L for the derivatives. These new derivatives open up the possibility of new applications and avenues to develop effective biofungicides based on chitosan.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.

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