@article{oai:tsukuba.repo.nii.ac.jp:00031691, author = {長瀬, 博 and Hirayama, Shigeto and Wada, Naohisa and Kuroda, Naoya and Iwai, Takashi and Yamaotsu, Noriyuki and Hirono, Shuichi and Fujii, Hideaki and Nagase, Hiroshi}, issue = {20}, journal = {Bioorganic & medicinal chemistry letters}, month = {Oct}, note = {We designed and synthesized of 1,3,5-trioxazatriquinanes with o- or p-hydroxyphenyl rings as analogs of the κ opioid receptor agonist SYK-146 with m-hydroxyphenyl groups. Although almost all tested compounds did not bind to the opioid receptors, only 17b (SYK-524) with two o-hydroxyphenyl rings showed moderate or potent binding affinities and exhibited agonistic activities for the three opioid receptor types. Because the basicity of the nitrogen atom in the 1,3,5-trioxazatriquinane structure was predicted to be very low due to the electron withdrawing effect of the three oxygen atoms, SYK-524 was a novel non-morphinan and nonpeptidic opioid universal agonist lacking a basic nitrogen atom.}, pages = {4895--4898}, title = {Synthesis of a novel universal opioid receptor agonist with the 1,3,5-trioxazatriquinane skeleton and its pharmacologies}, volume = {24}, year = {2014} }