Adsorption and transformation of selected human-used macrolide antibacterial agents with iron(III) and manganese(IV) oxides.
The adsorption/transformation of two members (clarithromycin and roxithromycin) of the macrolide (ML) antibacterial agents on the surface of three environmental subsurface sorbents (clay, iron(III) and manganese(IV) oxy-hydroxides) was investigated. The adsorption fitted well to the Freundlich model with a high sorption capacity. Adsorption probably occurred through a surface complexation mechanism and was accompanied by slow degradation of the selected MLs. Transformation proceeded through two parallel pathways: a major pathway was the hydrolysis of the cladinose sugar, and to a lesser extent the hydrolysis of the lactone ring. A minor pathway was the N-dealkylation of the amino sugar. This study indicates that Fe(III) and Mn(IV) oxy-hydroxides in aquatic sediments may play an important role in the natural attenuation of MLs. Such an attenuation route yields a range of intermediates that might retain some of their biological activity.
Feitosa-Felizzola
Juliana
J
Laboratoire Chimie Provence, Aix-Marseille Universités-CNRS, UMR 6264, Marseille Cedex 3, France.
Hanna
Khalil
K
Chiron
Serge
S
D000327:Adsorption; D000538:Aluminum Silicates; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D001673:Biodegradation, Environmental; D017291:Clarithromycin / Q000737:chemistry; D000077215:Clay; D004463:Ecology / Q000379:methods; D005290:Ferric Compounds / Q000737:chemistry; D018942:Macrolides / Q000737:chemistry*; D017895:Manganese Compounds / Q000737:chemistry; D010087:Oxides / Q000737:chemistry; D015575:Roxithromycin / Q000737:chemistry; D012987:Soil / Q000032:analysis; D012989:Soil Pollutants / Q000737:chemistry*; D013499:Surface Properties
D000538:Aluminum Silicates; D000900:Anti-Bacterial Agents; D005290:Ferric Compounds; D018942:Macrolides; D017895:Manganese Compounds; D010087:Oxides; D012987:Soil; D012989:Soil Pollutants; C000499:ferric oxide; D015575:Roxithromycin; C027424:manganese oxide; D017291:Clarithromycin; D000077215:Clay