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Merck

Antifungal property of quaternized chitosan and its derivatives.

International journal of biological macromolecules (2011-11-22)
Warayuth Sajomsang, Pattarapond Gonil, Somsak Saesoo, Chitchamai Ovatlarnporn
ABSTRACT

Five water-soluble chitosan derivatives were carried out by quaternizing either iodomethane or N-(3-chloro-2-hydroxypropyl) trimethylammonium chloride (Quat188) as a quaternizing agent under basic condition. The degree of quaternization (DQ) ranged between 28±2% and 90±2%. The antifungal activity was evaluated by using disc diffusion method, minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) methods against Trichophyton rubrum (T. rubrum), Trichophyton mentagrophyte (T. mentagrophyte), and Microsporum gypseum (M. gypseum) at pH 7.2. All quaternized chitosans and its derivatives showed more effective against T. rubrum than M. gypseum and T. mentagrophyte. The MIC and MFC values were found to range between 125-1000 μg/mL and 500-4000 μg/mL, respectively against all fungi. Our results indicated that the quaternized N-(4-N,N-dimethylaminocinnamyl) chitosan chloride showed highest antifungal activity against T. rubrum and M. gypseum compared to other quaternized chitosan derivatives. The antifungal activity tended to increase with an increase in molecular weight, degree of quaternization and hydrophobic moiety against T. rubrum. However, the antifungal activity was depended on type of fungal as well as chemical structure of the quaternized chitosan derivatives.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iodomethane, SAJ special grade, ≥99.5%
Sigma-Aldrich
Iodomethane, purum, ≥99.0% (GC)
Sigma-Aldrich
Iodomethane, contains copper as stabilizer, ReagentPlus®, 99.5%
Sigma-Aldrich
Iodomethane, contains copper as stabilizer, ReagentPlus®, 99%
Sigma-Aldrich
Iodomethane-13C, 99 atom % 13C, 99% (CP), contains copper as stabilizer
Sigma-Aldrich
Iodomethane solution, 2.0 M in tert-butyl methyl ether, contains copper as stabilizer
Sigma-Aldrich
Iodomethane-d3, ≥99.5 atom % D, ≥99% (CP), contains copper as stabilizer