A synthetic alternative to natural lecithins with antimicrobial properties

Abstract

Two soft biocompatible cationic surfactants from the amino acid arginine, 1,2-dilauroyl-3-acetylarginyl-rac-glycerol (1212RAc) and 1,2-dimirystoyl-3-acetylarginyl-rac-glycerol (1414RAc), were prepared. Their physicochemical properties show that they can be classified as multifunctional surfactants with self-aggregation behaviour comparable to that of short-chain lecithins. The two surfactants can simultaneously stabilise water-in-oil (W/O) droplets and oil-in-water (O/W) droplets, forming multiple emulsions. They have antimicrobial activity similar to that of conventional cationic surfactants and are as harmless as amphoteric betaines. These surfactants constitute an interesting alternative to the diglycerides and lecithins in formulations that require antimicrobial properties.