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Design, synthesis, and evaluation of simple phenol amides as ERR? agonists.

ABSTRACT: Herein we report the design and synthesis of a series of simple phenol amide ERR? agonists based on a hydrazone lead molecule. Our structure activity relationship studies in this series revealed the phenol portion of the molecule to be required for activity. Attempts to replace the hydrazone with more suitable chemotypes led to a simple amide as a viable alternative. Differential hydrogen-deuterium exchange experiments were used to help understand the structural basis for binding to ERR? and aid in the development of more potent ligands.

SUBMITTER: Lin H 

PROVIDER: S-EPMC5893368 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists.

Lin Hua H   Doebelin Christelle C   Patouret Rémi R   Garcia-Ordonez Ruben D RD   Chang M R MR   Dharmarajan Venkatasubramanian V   Bayona Claudia Ruiz CR   Cameron Michael D MD   Griffin Patrick R PR   Kamenecka Theodore M TM  

Bioorganic & medicinal chemistry letters 20180308 8

Herein we report the design and synthesis of a series of simple phenol amide ERRγ agonists based on a hydrazone lead molecule. Our structure activity relationship studies in this series revealed the phenol portion of the molecule to be required for activity. Attempts to replace the hydrazone with more suitable chemotypes led to a simple amide as a viable alternative. Differential hydrogen-deuterium exchange experiments were used to help understand the structural basis for binding to ERRγ and aid  ...[more]

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