Supramolecular interaction of cucurbit[n]urils and coptisine by spectrofluorimetry and its analytical application

The supramolecular interaction of a homologous series of cucurbit[n]uril (CB[n], n =5. 6, 7, 8) hosts and coptisine (COP) was studied by spectrofluorimetry. All of the CB[n]s were found to react with COP to form 1:1 host-guest stable complexes and the fluorescence intensity of the complexes was greatly enhanced. The apparent association constants of the complexes were 1.44 x 10(4), 1.28 x 10(4), 1.86 x 10(4) and 1.26 x 10(4) L mol(-1) for CB[5], CB[6], CB[7] and CB[8]. respectively. In addition, CB[5] and CB[7] exhibited a higher fluorescence signal than CB[6] and CM]. The fluorescence intensity of the complex with CB[7] was enhanced 70-fold compared to that of the studied drug itself. Based on the significant enhancement of fluorescence intensity of supramolecular complex, a simple, rapid, highly sensitive, and selective spectrofluorimetric method was developed for the determination of COP in aqueous solution in the presence of CB[7]. At the optimum reaction conditions, a linear relationship was obtained in the range from 0.05 to 1700 ng mL(-1) with a detection limit of 0.012 ng mL(-1). The proposed method was successfully applied for the determination of the drug in urine and serum samples. (C) 2009 Elsevier B V. All rights reserved.