INTEC   05402
INSTITUTO DE DESARROLLO TECNOLOGICO PARA LA INDUSTRIA QUIMICA
Unidad Ejecutora - UE
artículos
Título:
Cationic gemini compounds with antifungal activity and wood preservation potentiality
Autor/es:
MARCELO CÉSAR MURGUÍA, LAURA MARCELA MACHUCA, MARIA EMILIA FERNANDEZ
Revista:
JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY
Editorial:
KOREAN SOC INDUSTRIAL ENGINEERING CHEMISTRY
Referencias:
Lugar: Seoul; Año: 2018 vol. 72 p. 170 - 177
ISSN:
1226-086X
Resumen:
Three gemini compounds were synthesized and characterized in the search of an alternative eco-friendly wood preservative. Synthesis was carried out from N,N-dimethylamines and 2-O-acetyl-1,3-dichloropropane as linker molecule. All the synthesized molecules were adequately purified andcharacterized by TLC, GC, FT-IR and NMR. Their tensioactive properties were determined. All three efficiently lowered the surface tension in aqueous solutions with critical micelle concentrations ranging from 0.53 to 1.34 mM. Their antifungal activities were evaluated from a broth dilution test against four yeasts and two filamentous fungi and were compared to commercially available references: Fluconazoleand TCMTB (2-thiocyanomethylthiobenzothiazole). All gemini compounds displayed good antifungal activity; particularly, the gemini derived from N,N-dimethyldodecylamine, with even better performance than Fluconazole against Saccharomyces cerevisiae, Aspergillus niger and Alternaria sp., and than TCMTBagainst the last one. The environmental impact of the gemini compound that showed the highest antifungal activity was analyzed through ecotoxicity tests, using Chlorella vulgaris and Daphnia magna as model organisms. It was several orders of magnitude less toxic than TCMTB. Finally, wood preservationefficacy studies were carried out on pine (Pinus ponderosa) samples. Results demonstrated accomplished resistance against brown rot fungi, comparable to a widespread commercial hydrosoluble preservative.