Excited state enantiodifferentiating interactions between a chiral benzophenone derivative and nucleosides |
| |
Authors: | Lhiaubet-Vallet Virginie Encinas Susana Miranda Miguel A |
| |
Institution: | Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Avda de Los Naranjos s/n, 46022 Valencia, Spain. |
| |
Abstract: | Time-resolved measurements using nanosecond laser flash photolysis have revealed significant enantiodifferentiation in the interaction between ketoprofen (a chiral benzophenone derivative) and two relevant nucleosides, namely, thymidine and 2'-deoxyguanosine. In both cases, the highest quenching rate constants have been observed for (R)-ketoprofen, the enantiomer with lower pharmacological activity. Photoproduct studies performed in the case of thymidine suggest that the enantiodifferentiating process corresponds to a Paterno-Büchi reaction, leading to the formation of oxetanes. With 2'-deoxyguanosine, the quenching is associated with an electron-transfer process monitored through the generation of a ketyl radical. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|