Document Type

Article

Publication Date

9-29-2017

Comments

This article has been peer reviewed. It is the authors' final version prior to publication in European Journal of Medicinal Chemistry, Volume 138, September 2017, Pages 661-668.

The published version is available at https://doi.org/10.1016/j.ejmech.2017.06.045. Copyright © Elsevier

Abstract

The diarylisoxazole molecular scaffold is found in several NSAIDs, especially those with high selectivity for COX-1. Here, we have determined the structural basis for COX-1 binding to two diarylisoxazoles: mofezolac, which is polar and ionizable, and 3-(5-chlorofuran-2-yl)-5-methyl-4-phenylisoxazole (P6) that has very low polarity. X-ray analysis of the crystal structures of COX-1 bound to mofezolac and 3-(5-chlorofuran-2-yl)-5-methyl-4-phenylisoxazole allowed the identification of specific binding determinants within the enzyme active site, relevant to generate structure/activity relationships for diarylisoxazole NSAIDs.

Creative Commons License

Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.

PubMed ID

28710965

Language

English

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