TY - JOUR
T1 - Analysis of guazatine mixture by LC and LC-MS and antimycotic activity determination of principal components
AU - Dreassi, Elena
AU - Zizzari, Alessandra Tania
AU - D'Arezzo, Silvia
AU - Visca, Paolo
AU - Botta, Maurizio
PY - 2007/3/12
Y1 - 2007/3/12
N2 - Guazatine is a non-systemic contact fungicide, a mixture of reaction products from polyamines, comprising mainly octa-methylenediamine, iminodi(octamethylene)diamine, octamethylenebis(imino-octamethylene) diamine and carbamonitrile. In this work, the analysis of guazatine mixture by LC and LC-MS has been treated for the first time. In the guazatine mixture diamine derivatives account for 40% of the constituents of guazatine, triamines for 46%, tetramines for 11% and other amine derivatives for 3%. The most abundant individual components are the fully guanidated triamine (GGG, 30.6%) and the fully guanidated diamine (GG, 29.5%) followed by the monoguanidated diamine (GN, 9.8%) and a diguanidated triamine (GGN, 8.1%). The identification and separation of main components of commercial guazatine was performed through a new LC-MS method. The separation was performed on an Alltima C18 column using linear gradient elution (formic acid in water and acetonitrile) with UV-detection at 200 nm and the identification was performed by ESI+-mass spectrometry analysis. The main components (GN, GG, GNG, GGN, GGG and GGGG) were then purified and separated from the mixture. Antimycotic activity of guazatine derivatives was determined on different species and strains belonging to genus Candida. The results obtained suggest that GNG and GGGG components can further be developed in new antifungal compounds with high potential for the treatment of Candida infections.
AB - Guazatine is a non-systemic contact fungicide, a mixture of reaction products from polyamines, comprising mainly octa-methylenediamine, iminodi(octamethylene)diamine, octamethylenebis(imino-octamethylene) diamine and carbamonitrile. In this work, the analysis of guazatine mixture by LC and LC-MS has been treated for the first time. In the guazatine mixture diamine derivatives account for 40% of the constituents of guazatine, triamines for 46%, tetramines for 11% and other amine derivatives for 3%. The most abundant individual components are the fully guanidated triamine (GGG, 30.6%) and the fully guanidated diamine (GG, 29.5%) followed by the monoguanidated diamine (GN, 9.8%) and a diguanidated triamine (GGN, 8.1%). The identification and separation of main components of commercial guazatine was performed through a new LC-MS method. The separation was performed on an Alltima C18 column using linear gradient elution (formic acid in water and acetonitrile) with UV-detection at 200 nm and the identification was performed by ESI+-mass spectrometry analysis. The main components (GN, GG, GNG, GGN, GGG and GGGG) were then purified and separated from the mixture. Antimycotic activity of guazatine derivatives was determined on different species and strains belonging to genus Candida. The results obtained suggest that GNG and GGGG components can further be developed in new antifungal compounds with high potential for the treatment of Candida infections.
KW - Antimycotic activity
KW - Candida
KW - Guazatine
KW - HPLC/UV/MS
KW - MICs
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U2 - 10.1016/j.jpba.2006.10.029
DO - 10.1016/j.jpba.2006.10.029
M3 - Article
C2 - 17141444
AN - SCOPUS:33847128012
VL - 43
SP - 1499
EP - 1506
JO - Journal of Pharmaceutical and Biomedical Analysis
JF - Journal of Pharmaceutical and Biomedical Analysis
SN - 0731-7085
IS - 4
ER -