2-(Piperidin-4-yl)acetamides as potent inhibitors of soluble epoxide hydrolase with anti-inflammatory activity

Simple item page
dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Medicina Molecular e Enfermidades Crónicas (CiMUS)
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Farmacoloxía, Farmacia e Tecnoloxía Farmacéutica
dc.contributor.authorMartín López, Juan
dc.contributor.authorCodony, Sandra
dc.contributor.authorBartra, Clara
dc.contributor.authorMorisseau, Christophe
dc.contributor.authorLoza García, María Isabel
dc.contributor.authorSanfeliu, Coral
dc.contributor.authorHammock, Bruce D.
dc.contributor.authorBrea Floriani, José Manuel
dc.contributor.authorVázquez, Santiago
dc.date.accessioned2026-01-13T11:14:46Z
dc.date.available2026-01-13T11:14:46Z
dc.date.issued2021-12-17
dc.description.abstractThe pharmacological inhibition of soluble epoxide hydrolase (sEH) has been suggested as a potential therapy for the treatment of pain and inflammatory diseases through the stabilization of endogenous epoxyeicosatrienoic acids. Numerous potent sEH inhibitors (sEHI) have been developed, however many contain highly lipophilic substituents limiting their availability. Recently, a new series of benzohomoadamantane-based ureas endowed with potent inhibitory activity for the human and murine sEH was reported. However, their very low microsomal stability prevented further development. Herein, a new series of benzohomoadamantane-based amides were synthetized, fully characterized, and evaluated as sEHI. Most of these amides were endowed with excellent inhibitory potencies. A selected compound displayed anti-inflammatory effects with higher effectiveness than the reference sEHI, TPPU
dc.description.peerreviewedSI
dc.description.sponsorshipThis research was funded by the Spanish Ministerio de Economía, Industria y Competitividad (Grants SAF2017-82771-R to S.V., PID2019-106285RB-C22 to C.S.), Grant PID2020-118127RB-I00 funded by MCIN/AEI/10.13039/501100011033 and by “ERDF A way of making Europe” to S.V., the Xunta de Galicia (ED431G 2019/02 and ED431C 2018/21), the Generalitat de Catalunya (2017 SGR 106, 2017 SGR 124 and 2017 SGR 1707). S.C. acknowledges a PhD fellowship from the Universitat de Barcelona (APIF grant). Partial support was provided by NIH-NIEHS River Award R35 ES03443, NIH-NIEHS Superfund Program P42 ES004699, NINDS R01 DK107767, and NIDDK R01 DK103616 to B.D.H. The content is solely the responsibility of the authors and does not necessarily represent the official views of the National Institutes of Health
dc.identifier.citationMartín-López, J., Codony, S., Bartra, C., Morisseau, C., Loza, M. I., Sanfeliu, C., Hammock, B. D., Brea, J., & Vázquez, S. (2021). 2-(Piperidin-4-yl)acetamides as Potent Inhibitors of Soluble Epoxide Hydrolase with Anti-Inflammatory Activity. Pharmaceuticals, 14(12), 1323. https://doi.org/10.3390/ph14121323
dc.identifier.doi10.3390/ph14121323
dc.identifier.essn1424-8247
dc.identifier.urihttps://hdl.handle.net/10347/45078
dc.issue.number12
dc.journal.titlePharmaceuticals
dc.language.isoeng
dc.publisherMDPI
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-118127RB-I00/ES/SINTESIS DE COMPUESTOS CON MECANISMOS INNOVADORES CONTRA ENFERMEDADES NEURODEGENERATIVAS Y DOLOR NEUROPATICO
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-106285RB-C22/ES/MODULACION DE LA EPOXIDO HIDROLASA SOLUBLE EN CEREBRO Y TEJIDOS PERIFERICOS: IMPLICACION EN LA NEUROINFLAMACION TEMPRANA
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/SAF2017-82771-R/ES/SINTESIS DE COMPUESTOS CON MECANISMOS INNOVADORES CONTRA ENFERMEDADES NEURODEGENERATIVAS
dc.relation.publisherversionhttps://doi.org/10.3390/ph14121323
dc.rights© 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/)
dc.rightsAttribution 4.0 Internationalen
dc.rights.accessRightsopen access
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectAmide
dc.subjectBenzohomoadamantane
dc.subjectDMPK properties
dc.subjectPiperidine
dc.subjectSoluble epoxide hydrolase
dc.title2-(Piperidin-4-yl)acetamides as potent inhibitors of soluble epoxide hydrolase with anti-inflammatory activity
dc.typejournal article
dc.type.hasVersionVoR
dc.volume.number14
dspace.entity.typePublication
relation.isAuthorOfPublication7765cb9b-b630-44dc-9477-dd266a62bb3c
relation.isAuthorOfPublication67b19be7-64a8-45c8-a6e4-ed48a4410ef8
relation.isAuthorOfPublication.latestForDiscovery7765cb9b-b630-44dc-9477-dd266a62bb3c

Files

Original bundle

Now showing 1 - 1 of 1
Thumbnail Image
Name:
2021_Pharm_Martin_2Piperidin.pdf
Size:
1.85 MB
Format:
Adobe Portable Document Format
Download

Collections

Farmacoloxía, Farmacia e Tecnoloxía Farmacéutica
Centro de Investigación en Medicina Molecular e Enfermidades Crónicas (CiMUS)