TY - DATA T1 - Design and Synthesis of Diversely Substituted Azacyclic Inhibitors of Endothelin Converting Enzyme PY - 2006/03/31 AU - Stephen Hanessian AU - Cécile Gauchet AU - Guillaume Charron AU - Julien Marin AU - Philippe Nakache UR - https://acs.figshare.com/articles/dataset/Design_and_Synthesis_of_Diversely_Substituted_Azacyclic_Inhibitors_of_Endothelin_Converting_Enzyme/3230197 DO - 10.1021/jo052649y.s001 L4 - https://ndownloader.figshare.com/files/5064262 KW - series KW - Potential pharmacophoric tethers KW - Diversely Substituted Azacyclic Inhibitors KW - azacyclic phosphonic acids KW - acyclic inhibitors KW - Endothelin Converting Enzyme KW - stereocontrolled reactions N2 - A series of azacyclic phosphonic acids were synthesized from l-pyroglutamic acid, 6-oxo-l-pipecolic acid, and their enantiomers. The objective was to study the effect of constraining acyclic inhibitors of endothelin converting enzyme on inhibitory activity. Potential pharmacophoric tethers were introduced by stereocontrolled reactions to give highly substituted pyrrolidine- and piperidine-α-phosphonic acids. Weak inhibitory activity was observed for one diastereomer in each series having the same relative orientation of substituents. ER -