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

dc.creatorCarla Ribeiro Álvares Batista
dc.creatorDébora Pereira Araújo
dc.creatorÂngelo de Fátima
dc.creatorRenes de Resende Machado
dc.creatorMárcio de Matos Coelho
dc.creatorAdriana Martins Godin
dc.creatorIvo Souza Ferraz de Melo
dc.creatorGiovanna Maria Elias Coura
dc.creatorTamires Cardoso Matsui
dc.creatorMarcela de Moura Garcia Bini Dutra
dc.creatorAna Mercy Siebra de Brito
dc.creatorWagner Gonçalves Canhestro
dc.creatorRicardo José Alves
dc.date.accessioned2024-10-08T18:21:27Z
dc.date.accessioned2025-09-08T23:37:42Z
dc.date.available2024-10-08T18:21:27Z
dc.date.issued2019
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.description.sponsorshipOutra Agência
dc.identifier.doihttps://doi.org/10.1016/j.pharep.2019.08.001
dc.identifier.issn1734-1140
dc.identifier.urihttps://hdl.handle.net/1843/77309
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofPharmacological Reports
dc.rightsAcesso Restrito
dc.subjectFarmacologia
dc.subjectAgentes antiinflamatorios
dc.subjectDor
dc.subject.otherPhatalimide analogues
dc.subject.otherAntiinflammatory
dc.subject.otherNeuropathic pain
dc.titleThe phthalimide analogues n-3-hydroxypropylphthalimide and n-carboxymethyl-3-nitrophthalimide exhibit activity in experimental models of inflammatory and neuropathic pain
dc.typeArtigo de periódico
local.citation.epage1183
local.citation.issue6
local.citation.spage1177
local.citation.volume71
local.description.resumoBackground: 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. Methods: 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. Results: 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. Conclusions: 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.
local.identifier.orcidhttps://orcid.org/0000-0001-5826-4330
local.identifier.orcidhttps://orcid.org/0000-0003-2344-5590
local.identifier.orcidhttps://orcid.org/0000-0002-1284-1195
local.identifier.orcidhttps://orcid.org/0000-0002-4857-2302
local.identifier.orcidhttps://orcid.org/0000-0002-6572-2771
local.publisher.countryBrasil
local.publisher.departmentFAR - DEPARTAMENTO DE PRODUTOS FARMACÊUTICOS
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/abs/pii/S1734114019303238

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