Design and Synthesis of a Piperidinone Scaffold as an Analgesic through Kappa-Opioid Receptor

Design and Synthesis of a Piperidinone Scaffold as an Analgesic through Kappa-Opioid Receptor

The matrine-type alkaloid 4-dimethylamino-1-pentanoylpiperidine (3a) has an antinociceptive effect through its impact on the κ-opioid receptor (KOR). Derivatives of 3a were synthesized by altering its amide and tertiary amine groups, and were evaluated for their antinociceptive effects. The results...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2016-05, Vol.64 (5), p.410-410
Hauptverfasser: Teramoto, Hiroyoshi, Yamauchi, Takayasu, Terado, Yasushi, Odagiri, Sanae, Sasaki, Shigeru, Higashiyama, Kimio
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container_issue 5
container_start_page 410
container_title Chemical & pharmaceutical bulletin
container_volume 64
creator Teramoto, Hiroyoshi
Yamauchi, Takayasu
Terado, Yasushi
Odagiri, Sanae
Sasaki, Shigeru
Higashiyama, Kimio
description The matrine-type alkaloid 4-dimethylamino-1-pentanoylpiperidine (3a) has an antinociceptive effect through its impact on the κ-opioid receptor (KOR). Derivatives of 3a were synthesized by altering its amide and tertiary amine groups, and were evaluated for their antinociceptive effects. The results indicated that the distance between these groups on 3a was optimal for the antinociceptive effect. The effects obtained with compounds 8 and 9 indicated that the relative configuration of the 3- and 4-substituents influenced the effect mediated through the KOR.
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title Design and Synthesis of a Piperidinone Scaffold as an Analgesic through Kappa-Opioid Receptor
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