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PT06 Contaminants-Receptor Interactions: New Challenges
(PT079) Hydrolysis and Photolysis of Sertraline, a Selective Serotonin Reuptake Inhibitor, in Aqueous Solutions.
Kwon, J.-W.1, Armbrust, K.1, 1 Mississippi State University, Mississippi State Chemical Laboratory, Mississippi State, MS, USA
ABSTRACT- The hydrolysis and photolysis of sertraline HCl, a selective serotonin reuptake inhibitor, in aqueous solutions were investigated at 25oC in the dark and in a growth chamber outfitted with fluorescent lamps simulating the UV output of sunlight. Photolysis in pH 5 and 7 buffer solutions was very slow, with half-lives of 408 and 112 days, respectively. However this drug was completely degraded within 10 days by simulated sunlight in only pH 9 buffer. Photolysis of sertraline was strongly dependent on buffer pH. The t1/2 value and degradation rate constant at pH 9 were 3.77 days and 0.1842 day-1, with an approximately 108 times increase between pH 5 and 9 buffer. Two main photoproducts were detected and their structures were identified by LC-ESI-MS in positive mode. The photoproducts were found to be photolabile during the experiment. Much slower degradation was observed in solution of NaCl, indicating photonucleophilic substitutions reactions could be responsible for the degradation. Half-lives in synthetic humic water and lake waters under photolysis ranged from 11.58 to 24.68 days. No significant degradation could be detected under hydrolysis in all aqueous solutions.
Key words: photolysis, hydrolysis, sertraline, photoproduct
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