Discovery of a potent and selective free fatty acid receptor 1 agonist with low lipophilicity and high oral bioavailability (original) (raw)

Christiansen, E. et al. (2013) Discovery of a potent and selective free fatty acid receptor 1 agonist with low lipophilicity and high oral bioavailability.Journal of Medicinal Chemistry, 56(3), pp. 982-992. (doi: 10.1021/jm301470a)

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Abstract

The free fatty acid receptor 1 (FFA1, also known as GPR40) mediates enhancement of glucosestimulated insulin secretion and is emerging as a new target for the treatment of type 2 diabetes. Several FFA1 agonists are known, but the majority of these suffer from high lipophilicity. We have previously reported the FFA1 agonist 3 (TUG-424). We here describe the continued structure−activity exploration and optimization of this compound series, leading to the discovery of the more potent agonist 40, a compound with low lipophilicity, excellent in vitro metabolic stability and permeability, complete oral bioavailability, and appreciable efficacy on glucose tolerance in mice.

Item Type: Articles
Status: Published
Refereed: Yes
Glasgow Author(s) Enlighten ID: Hudson, Dr Brian and Milligan, Professor Graeme
Authors: Christiansen, E., Due-Hansen, M.E., Urban, C., Grundmann, M., Schmidt, J., Hansen, S.V.F., Hudson, B.D., Zaibi, M., Markussen, S.B., Hagesaether, E., Milligan, G., Cawthorne, M.A., Kostenis, E., Kassack, M.U., and Ulven, T.
College/School: College of Medical Veterinary and Life Sciences > School of Molecular Biosciences
Journal Name: Journal of Medicinal Chemistry
Publisher: American Chemical Society
ISSN: 0022-2623

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Deposit and Record Details

ID Code: 78018
Depositing User: Mr Stuart Morrison
Datestamp: 15 Apr 2013 07:42
Last Modified: 28 Sep 2022 14:06
Date of first online publication: 8 January 2013