Synthesis and evaluation of 8-oxoadenine derivatives as potent Toll-like receptor 7 agonists with high water solubility.

Basic Information

ID: ALA2311334

Journal: Bioorg Med Chem Lett

Title: Synthesis and evaluation of 8-oxoadenine derivatives as potent Toll-like receptor 7 agonists with high water solubility.

Authors: Nakamura T, Wada H, Kurebayashi H, McInally T, Bonnert R, Isobe Y.

Abstract: We report the discovery of novel series of highly potent TLR7 agonists based on 8-oxoadenines, 1 and 2 by introducing and optimizing various tertiary amines onto the N(9)-position of the adenine moiety. The introduction of the amino group resulted in not only improved water solubility but also enhanced TLR7 agonistic activity. In particular compound 20 (DSR-6434) indicated an optimal balance between the agonistic potency and high water solubility. It also demonstrated a strong antitumor effect in vivo by intravenous administration in a tumor bearing mice model.

CiteXplore: 23265901

DOI: 10.1016/j.bmcl.2012.11.114

Patent ID: