Physicochemical properties and biological activities of new berberine-based salts with syringic acid as well as 3,5-dimethoxybenzoic acid as anions: Effect of temperature, concentration and anion

Abstract

Two novel berberine-based salts (berberine syringate ([BBR][SA]) and berberine 3,5-dimethoxybenzote ([BBR][DA])) were prepared and characterized. Their thermal stability, solubility and octanol–water partition coefficient in aqueous solution and simulated physiological fluids (simulated gastric, simulated body, simulated intestinal fluids) were determined. Self-aggregation and association behaviors of two salts in aqueous solution have been investigated by conductimetric method at different temperatures and limiting molar conductivity, critical aggregation concentration, etc for [BBR][SA] and [BBR][DA] were calculated. The minimum inhibitory concentration (MIC) and minimal bactericidal concentration (MBC) values of two salts were assessed to evaluate their antibacterial effects on four strains (Staphylococcus aureus, Bacillus subtilis, Candida albicans, and Streptococcus mutans). The effect of two synthetic salts on the esterase-like activity of BSA and their cytotoxicity evaluation against B16-F10 cancer cell line were also carried out. The obtained results were evaluated with regard to the influence of such parameters as temperature, concentration and the nature of the anion.