| Literature DB >> 27692854 |
Asitha Abeywardane1, Gary Caviness1, Younggi Choi1, Derek Cogan2, Amy Gao1, Daniel Goldberg1, Alexander Heim-Riether1, Debra Jeanfavre1, Elliott Klein1, Jennifer A Kowalski1, Wang Mao1, Craig Miller1, Neil Moss1, Philip Ramsden1, Ernest Raymond1, Donna Skow1, Lana Smith-Keenan1, Roger J Snow1, Frank Wu1, Jiang-Ping Wu1, Yang Yu1.
Abstract
Compound 1 ((4-amino-3,5-dichlorophenyl)-1-(4-methylpiperidin-1-yl)-4-(2-nitroimidazol-1-yl)-1-oxobutane-2-sulfonamido) was discovered to be a 690nM antagonist of human CCR10 Ca2+ flux. Optimization delivered (2R)-4-(2-cyanopyrrol-1-yl)-S-(1H-indol-4-yl)-1-(4-methylpiperidin-1-yl)-1-oxobutane-2-sulfonamido (eut-22) that is 300 fold more potent a CCR10 antagonist than 1 and eliminates potential toxicity, mutagenicity, and drug-drug-interaction liabilities often associated with nitroaryls and anilines. eut-22 is highly selective over other GPCR's, including a number of other chemokine receptors. Finally, eut-22 is efficacious in the murine DNFB model of contact hypersensitivity. The efficacy of this compound provides further evidence for the role of CCR10 in dermatological inflammatory conditions.Entities:
Keywords: CCL27; CCR10; Contact hypersensitivity; Psoriasis; Structural alerts
Mesh:
Substances:
Year: 2016 PMID: 27692854 DOI: 10.1016/j.bmcl.2016.09.047
Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN: 0960-894X Impact factor: 2.823