A diastereoselective synthesis of Cebranopadol, a novel analgesic showing NOP/mu mixed agonism

被引：8

作者：

Fantinati, Anna ^{[1
,2
]}

Bianco, Sara ^{[1
,2
]}

Guerrini, Remo ^{[1
,2
]}

Salvadori, Severo ^{[1
,2
]}

Pacifico, Salvatore ^{[1
,2
]}

Cerlesi, Maria Camilla ^{[3
,4
]}

Calo, Girolamo ^{[3
,4
]}

Trapella, Claudio ^{[1
,2
]}

机构：

[1] Univ Ferrara, Dept Chem & Pharmaceut Sci, I-44121 Ferrara, Italy

[2] Univ Ferrara, LTTA, I-44121 Ferrara, Italy

[3] Univ Ferrara, Dept Med Sci, Sect Pharmacol, I-44121 Ferrara, Italy

[4] Univ Ferrara, Natl Inst Neurosci, I-44121 Ferrara, Italy

来源：

SCIENTIFIC REPORTS | 2017年 / 7卷

关键词：

NOCICEPTIN/ORPHANIN FQ RECEPTOR; OXA-PICTET-SPENGLER; DISCOVERY;

D O I：

10.1038/s41598-017-02502-9

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

A diastereoselective synthesis of the title compound as a single E diastereomer has been efficiently accomplished by assembling the featured pyrano-indole scaffold of the spiro[cyclohexane-dihydropyrano[3,4-b]-indole]-amine framework through an oxa-Pictet-Spengler reaction, promoted by a cheap and green Zeolite catalyst. Basic pharmacological experiments demonstrate that Cebranopadol acts as a mixed nociception/orphanin FQ (NOP) and mu (MOP) opioid receptor agonist useful for treatment of chronic pain.

引用

页数：7

共 14 条

[1]

Camarda Valeria, 2013, Methods Mol Biol, V937, P293

[2] Pharmacological profile of NOP receptors coupled with calcium signaling via the chimeric protein Gαqi5 [J].