Tetrahydroquinoline glucocorticoid receptor agonists: discovery of a 3-hydroxyl for improving receptor selectivity.

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Roach SL, Higuchi RI, Hudson AR, Adams ME, Syka PM, Mais DE, Miner JN, Marschke KB, Zhi L

Tetrahydroquinoline glucocorticoid receptor agonists: discovery of a 3-hydroxyl for improving receptor selectivity.

Bioorg Med Chem Lett. 2011 Jan 1;21(1):168-71. doi: 10.1016/j.bmcl.2010.11.047. Epub 2010 Nov 11.

PubMed ID

21115247 [ View in PubMed

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Abstract

We have previously disclosed a series of glucocorticoid receptor (GR) ligands derived from 6-indole-1,2,3,4-tetrahydroquinolines through structure-activity relationship (SAR) of the pendent C6-indole ring. In parallel with this effort, we now report SAR of the tetrahydroquinoline A-ring that identified the importance of a C3 hydroxyl in improving GR selectivity within a series of non-steroidal GR agonists.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Prednisolone	Glucocorticoid receptor	EC 50 (nM)	5.3	N/A	N/A	Details
Prednisolone	Glucocorticoid receptor	Ki (nM)	5.3	N/A	N/A	Details
Prednisolone	Glucocorticoid receptor	IC 50 (nM)	4.1	N/A	N/A	Details
Prednisolone	Glucocorticoid receptor	IC 50 (nM)	23	N/A	N/A	Details