Bioorg Med Chem Lett. 2010 Oct 1;20(19):5835-8. Epub 2010 Aug 3.

Discovery of quinolines as selective glucocorticoid receptor agonists.

Jaroch S, Berger M, Huwe C, Krolikiewicz K, Rehwinkel H, Schäcke H, Schmees N, Skuballa W.

Source

Medicinal Chemistry Berlin, Lead Generation & Optimization, Bayer Schering Pharma AG, Berlin D-13342, Germany. stefan.jaroch@bayerhealthcare.com

Abstract

The dissociated glucocorticoid receptor (GR) agonist ZK 216348 is rendered GR-selective over other nuclear hormone receptors through replacing the methylbenzoxazine with a quinoline moiety. Compounds were shown to be efficacious in cell assays with respect to inflammation endpoints, along with reduced activity in a transactivation assay, hinting at an improved therapeutic window over corticosteroids.

PMID:: 20727743; [PubMed - indexed for MEDLINE]

MeSH Terms, Substances

MeSH Terms

Substances

LinkOut - more resources

Full Text Sources

Supplemental Content

Related citations

Synthesis and characterization of non-steroidal ligands for the glucocorticoid receptor: selective quinoline derivatives with prednisolone-equivalent functional activity. [J Med Chem. 2001]
Synthesis and characterization of non-steroidal ligands for the glucocorticoid receptor: selective quinoline derivatives with prednisolone-equivalent functional activity.
Coghlan MJ, Kym PR, Elmore SW, Wang AX, Luly JR, Wilcox D, Stashko M, Lin CW, Miner J, Tyree C, et al. J Med Chem. 2001 Aug 30; 44(18):2879-85.
Tetrahydroquinoline glucocorticoid receptor agonists: discovery of a 3-hydroxyl for improving receptor selectivity. [Bioorg Med Chem Lett. 2011]
Tetrahydroquinoline glucocorticoid receptor agonists: discovery of a 3-hydroxyl for improving receptor selectivity.
Roach SL, Higuchi RI, Hudson AR, Adams ME, Syka PM, Mais DE, Miner JN, Marschke KB, Zhi L. Bioorg Med Chem Lett. 2011 Jan 1; 21(1):168-71. Epub 2010 Nov 11.
Characterization of ZK 245186, a novel, selective glucocorticoid receptor agonist for the topical treatment of inflammatory skin diseases. [Br J Pharmacol. 2009]
Characterization of ZK 245186, a novel, selective glucocorticoid receptor agonist for the topical treatment of inflammatory skin diseases.
Schäcke H, Zollner TM, Döcke WD, Rehwinkel H, Jaroch S, Skuballa W, Neuhaus R, May E, Zügel U, Asadullah K. Br J Pharmacol. 2009 Oct; 158(4):1088-103. Epub 2009 May 6.
Review Classic glucocorticoids versus non-steroidal glucocorticoid receptor modulators: survival of the fittest regulator of the immune system? [Brain Behav Immun. 2010]
Review Classic glucocorticoids versus non-steroidal glucocorticoid receptor modulators: survival of the fittest regulator of the immune system?
De Bosscher K, Beck IM, Haegeman G. Brain Behav Immun. 2010 Oct; 24(7):1035-42. Epub 2010 Jun 25.
Review Drug insight: selective agonists and antagonists of the glucocorticoid receptor. [Nat Clin Pract Endocrinol Metab. 2008]
Review Drug insight: selective agonists and antagonists of the glucocorticoid receptor.
McMaster A, Ray DW. Nat Clin Pract Endocrinol Metab. 2008 Feb; 4(2):91-101.

See reviews... See all...

Related information

Related Citations
Calculated set of PubMed citations closely related to the selected article(s) retrieved using a word weight algorithm. Related articles are displayed in ranked order from most to least relevant, with the “linked from” citation displayed first.
BioAssay
PubChem BioAssay experiments on the biological activities of small molecules that cite the current articles. The depositors of BioAssay data provide these references.
Substance (MeSH Keyword)
PubChem chemical substance (submitted) records that are classified under the same Medical Subject Headings (MeSH) controlled vocabulary as the current articles.

Recent activity

Clear Turn Off Turn On

Discovery of quinolines as selective glucocorticoid receptor agonists.
Discovery of quinolines as selective glucocorticoid receptor agonists.
Bioorg Med Chem Lett. 2010 Oct 1 ;20(19):5835-8. Epub 2010 Aug 3 .

PubMed
Effect of sibutramine on cardiovascular outcomes in overweight and obese subject...
Effect of sibutramine on cardiovascular outcomes in overweight and obese subjects.
N Engl J Med. 2010 Sep 2 ;363(10):905-17.

PubMed
A defucosylated anti-CD317 antibody exhibited enhanced antibody-dependent cellul...
A defucosylated anti-CD317 antibody exhibited enhanced antibody-dependent cellular cytotoxicity against primary myeloma cells in the presence of effectors from patients.
Cancer Sci. 2010 Oct ;101(10):2227-33. doi: 10.1111/j.1349-7006.2010.01663.x. Epub 2010 Aug 5 .

PubMed
Structural abnormalities revealed by magnetic resonance imaging in rats prenatal...
Structural abnormalities revealed by magnetic resonance imaging in rats prenatally exposed to methylazoxymethanol acetate parallel cerebral pathology in schizophrenia.
Synapse. 2011 May ;65(5):393-403. doi: 10.1002/syn.20857. Epub 2010 Oct 20 .

PubMed
How much do you know about metformin?
How much do you know about metformin?
Diabetes Self Manag. 2010 Jul-Aug ;27(4):28, 30.

PubMed

Your browsing activity is empty.

Activity recording is turned off.

Turn recording back on

PubMed

Display Settings:

Send to:

Discovery of quinolines as selective glucocorticoid receptor agonists.

Source

Abstract

MeSH Terms, Substances

MeSH Terms

Substances

LinkOut - more resources

Full Text Sources

Supplemental Content

Related citations

Related information

Recent activity

Simple NCBI Directory

Getting Started

Resources

Popular

Featured

NCBI Information