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Stereoselective Synthesis and Antiallodynic Activity of 3‐Hydroxylated Paroxetines
Author(s) -
ChamorroArenas Delfino,
SalgadoMoreno Giovanna,
MartinezMendieta Liliana,
Quintero Leticia,
GodínezChaparro Beatriz,
SartilloPiscil Fernando
Publication year - 2021
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.202000674
Subject(s) - chemistry , stereoselectivity , paroxetine , pharmacology , stereochemistry , analgesic , in vivo , medicine , biochemistry , serotonin , biology , catalysis , receptor , microbiology and biotechnology
The design, stereoselective synthesis and in vivo antiallodynic activity of four novel paroxetine analogs, named 3‐hydroxy paroxetines (3HPXs), is reported herein. Among the novel synthesized compounds, three showed an antiallodynic effect, while ( R , R )‐3HPX was found to be 2.5 times more bioactive than (‐)‐paroxetine itself in neuropathic rats. Consequently, the current investigation not only discloses a novel promising analgesic drug, but also reveals that functionalization at the C3 position of paroxetine could be as effective as the common functionalization at either C4 or within the sesamol group.