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• W3037209659 endingPage "12698" @default.
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• W3037209659 abstract "Analogues of the conformationally dynamic Claritin (loratadine) and Clarinex (desloratadine) scaffolds have been enantio- and chemoselectively N-oxidized using an aspartic acid containing peptide catalyst to afford stable, helically chiral products in up to >99:1 er. The conformational dynamics and enantiomeric stability of the N-oxide products have been investigated experimentally and computationally with the aid of crystallographic data. Furthermore, biological assays show that rigidifying the core structure of loratadine and related analogues through N-oxidation affects antihistamine activity in an enantiomer-dependent fashion. Computational docking studies illustrate the observed activity differences." @default.
• W3037209659 created "2020-07-02" @default.
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• W3037209659 date "2020-06-24" @default.
• W3037209659 modified "2023-10-11" @default.
• W3037209659 title "Asymmetric Catalysis upon Helically Chiral Loratadine Analogues Unveils Enantiomer-Dependent Antihistamine Activity" @default.
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• W3037209659 doi "https://doi.org/10.1021/jacs.0c03904" @default.
• W3037209659 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/7970157" @default.
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