Development of selective RyR2 inhibitors with a pharmacophore containing a parabanic acid skeleton
Ryosuke Ishida1,2, Xi Zeng1,2, Nagomi Kurebayashi3
1Laboratory for Biomaterials and Bioengineering, Institute of Integrated Research, Institute of Science Tokyo 2-3-10, Kanda-Surugadai, Chiyoda-ku Tokyo 101-0062 Japan kage.chem@tmd.ac.jp.
Abstract:
Gene mutations resulting in dysfunction of the ryanodine receptor type 2 (RyR2), a huge Ca2+ release channel that controls the concentration of Ca2+ in the cytosol of cardiac muscle cells, can cause fatal heart arrhythmias. However, no RyR2 inhibitors have yet been developed for clinical usage. In this work, we discovered an isoform-selective RyR2 inhibitor 1 with a parabanic acid skeleton by screening a large chemical library. A detailed structure-activity relationship study of compound 1 showed that the parabanic acid skeleton was essential for inhibitory activity, and led to the development of the 15.5-fold more active inhibitor 18 through modifications at both side chains. Compound 18 selectively inhibited RyR2 among wild-type RyRs, and also inhibited RyR2 containing established pathogenic mutations, RyR2(R4495C) and RyR2(R2474S). These findings highlight the potential of the parabanic acid skeleton as a part of a pharmacophore for medicinal chemistry.
More Related Videos
Related Concept Videos
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of...
Structure-Activity Relationships and Drug Design
SAR studies the intricate relationship between a drug's chemical structure and biological activity. It focuses on understanding how modifications to a drug's structure can influence...
Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship
Reversible inhibitors display short to medium durations of action. Short-acting agents include simple alcohols with...
Adrenergic Antagonists: Chemistry and Classification of ɑ-Receptor Blockers
Nonselective α-blockers: Nonselective α-blockers contain haloalkylamine or imidazoline...
Cholinergic Antagonists: Chemistry and Structure-Activity Relationship
Dose-Response Relationship: Selectivity and Specificity


