The phthalimide analogues N-3-hydroxypropylphthalimide and N-carboxymethyl-3-nitrophthalimide exhibit activity in experimental models of inflammatory and neuropathic pain

Phthalimide analogues devoid of the glutarimide moiety exhibit multiple biological activities, thus making them candidates for the treatment of patients with different diseases, including those with inflammatory and painful disorders. In the present study, the activities of five phthalimide analogue...

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Bibliographic Details
Published in:Pharmacological reports 2019-12, Vol.71 (6), p.1177-1183
Main Authors: Batista, Carla R.A., Godin, Adriana M., Melo, Ivo S.F., Coura, Giovanna M.E., Matsui, Tamires C., Dutra, Marcela M.G.B., Brito, Ana Mercy S., Canhestro, Wagner G., Alves, Ricardo J., Araújo, Débora P., de Fátima, Ângelo, Machado, Renes R., Coelho, Márcio M.
Format: Article
Language:English
Subjects:
Analgesics - pharmacology
Animals
Disease Models, Animal
Drug Safety and Pharmacovigilance
Formaldehyde - pharmacology
Freund's Adjuvant - pharmacology
Hyperalgesia - drug therapy
Inflammation - drug therapy
Isoindoles - pharmacology
Isoquinolines - pharmacology
Male
Mice
N-3-hydroxypropylphthalimide
N-carboxymethyl-3-nitrophthalimide
Narcotic Antagonists - pharmacology
Neuralgia - drug therapy
Nociception
Original Article
Pain
Pain Measurement - methods
Pharmacotherapy
Pharmacy
Phthalimide analogues
Phthalimides - pharmacology
Rats
Rats, Wistar
Sciatic Nerve - drug effects
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Summary:Phthalimide analogues devoid of the glutarimide moiety exhibit multiple biological activities, thus making them candidates for the treatment of patients with different diseases, including those with inflammatory and painful disorders. In the present study, the activities of five phthalimide analogues devoid of the glutarimide moiety (N-hydroxyphthalimide, N-hydroxymethylphthalimide, N-3-hydroxypropylphthalimide, N-carboxy-3-methylphthalimide, N-carboxymethyl-3-nitrophthalimide) were evaluated in experimental models of acute and chronic inflammatory and neuropathic pain. The phthalimide analogues were administered per os (po) in Swiss mice or Wistar rats. Nociceptive response induced by formaldehyde and mechanical allodynia induced by chronic constriction injury (CCI) of the sciatic nerve or intraplantar (ipl) injection of complete Freund’s adjuvant (CFA) were used as experimental models of pain. N-carboxymethyl-3-nitrophthalimide (700 mg/kg, -1 h) inhibited the second phase of the nociceptive response induced by the intraplantar injection of formaldehyde in mice. N-3-hidroxypropylphthalimide (546 mg/kg, -1 h) inhibited both phases of the nociceptive response induced by formaldehyde. Treatment of rats with N-carboxymethyl-3-nitrophthalimide (700 mg/kg) or N-3-hydroxypropylphthalimide (546 mg/kg) inhibited the mechanical allodynia induced by CCI of the sciatic nerve or ipl injection of CFA in rats. Intraperitoneal administration of the opioid antagonist naltrexone (10 mg/kg, -1.5 h) attenuated the antinociceptive activity of N-carboxymethyl-3-nitrophthalimide (700 mg/kg) in the model of nociceptive response induced by formaldehyde. N-3-hydroxypropylphthalimide and N-carboxymethyl-3-nitrophthalimide, two phthalimide analogues devoid of the glutarimide moiety, exhibited activities in different experimental models of pain, including models of chronic inflammatory and neuropathic pain.
ISSN:1734-1140
2299-5684
DOI:10.1016/j.pharep.2019.08.001