Evidence map›Paper›PMID 27309150›Full record

ArticleJournal of medicinal chemistry2016

Chromenopyrazole, a Versatile Cannabinoid Scaffold with in Vivo Activity in a Model of Multiple Sclerosis.

Paula Morales, María Gómez-Cañas, Gemma Navarro, Dow P Hurst, Francisco J Carrillo-Salinas, Laura Lagartera, Ruth Pazos, Pilar Goya, Patricia H Reggio, Carmen Guaza and 3 more

Open access · greenAbstract read
In one paragraph

Article in Journal of medicinal chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing papers in PubMed
4.9field-weighted citation impact, top 5% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

17 citing papers in PubMed, 45 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Article
  7. Review
  8. Regulation of Expression of Cannabinoid CBInternational journal of molecular sciences · 2022
    Article
  9. Article
  10. Cannabinoid-Based Medicines and Multiple Sclerosis.Advances in experimental medicine and biology · 2021
    Review
  11. Discovery of Homobivalent Bitopic Ligands of the Cannabinoid CBChemistry (Weinheim an der Bergstrasse, Germany) · 2020
    Article
  12. Review
  13. Review
  14. Article
  15. Review
  16. Review
  17. Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

13 authors at 7 institutions in 2 countries.

Paula MoralesInstituto de Química Médica, Consejo Superior de Investigaciones Científicas, Calle Juan de la Cierva, 3, E-28006 Madrid, Spain.
María Gómez-Cañas *Instituto Universitario de Investigación en Neuroquímica, Departamento de Bioquímica y Biología Molecular, Facultad de Medicina, Universidad Complutense de Madrid, E-28040 Madrid, Spain.
Gemma Navarro *Departamento de Bioquímica y Biología Molecular, Facultad de Biología, Universidad de Barcelona, E-08028 Barcelona, Spain.
Dow P HurstDepartment of Chemistry and Biochemistry, University of North Carolina Greensboro, Greensboro, North Carolina 27402, United States.
Francisco J Carrillo-SalinasGrupo de Neuroinmunología Neurobiología Funcional y de Sistemas, Instituto Cajal, Consejo Superior de Investigaciones Científicas, E-28002 Madrid, Spain.
Laura LagarteraInstituto de Química Médica, Consejo Superior de Investigaciones Científicas, Calle Juan de la Cierva, 3, E-28006 Madrid, Spain.
Ruth PazosInstituto Universitario de Investigación en Neuroquímica, Departamento de Bioquímica y Biología Molecular, Facultad de Medicina, Universidad Complutense de Madrid, E-28040 Madrid, Spain.
Pilar GoyaInstituto de Química Médica, Consejo Superior de Investigaciones Científicas, Calle Juan de la Cierva, 3, E-28006 Madrid, Spain.
Patricia H ReggioDepartment of Chemistry and Biochemistry, University of North Carolina Greensboro, Greensboro, North Carolina 27402, United States.
Carmen GuazaGrupo de Neuroinmunología Neurobiología Funcional y de Sistemas, Instituto Cajal, Consejo Superior de Investigaciones Científicas, E-28002 Madrid, Spain.
Rafael FrancoDepartamento de Bioquímica y Biología Molecular, Facultad de Biología, Universidad de Barcelona, E-08028 Barcelona, Spain.
Javier Fernández-RuizInstituto Universitario de Investigación en Neuroquímica, Departamento de Bioquímica y Biología Molecular, Facultad de Medicina, Universidad Complutense de Madrid, E-28040 Madrid, Spain.
Nadine JagerovicInstituto de Química Médica, Consejo Superior de Investigaciones Científicas, Calle Juan de la Cierva, 3, E-28006 Madrid, Spain.
Consejo Superior de Investigaciones Científicas · ESInstituto de Química Médica · ESUniversidad Complutense de Madrid · ESUniversitat de Barcelona · ESUniversity of North Carolina at Greensboro · USCentro de Investigación Biomédica en Red · ESInstituto Cajal · ES

Funding

Molecular Determinants of Cannabinoid ActivityR01DA003934 · NIDA · UNIVERSITY OF NORTH CAROLINA GREENSBORO · PI REGGIO, PATRICIA HODAPP · 1985 to 2019
$5.6M
Senior Scientist Award: Molecular Determinants for Cannabinoid ActivityK05DA021358 · NIDA · UNIVERSITY OF NORTH CAROLINA GREENSBORO · PI REGGIO, PATRICIA HODAPP · 2007 to 2016
$1.3M
NIDA NIH HHS K05 DA021358NIDA NIH HHS R01 DA003934
6 · The paper itself

Abstract

A combination of molecular modeling and structure-activity relationship studies has been used to fine-tune CB2 selectivity in the chromenopyrazole ring, a versatile CB1/CB2 cannabinoid scaffold. Thus, a series of 36 new derivatives covering a wide range of structural diversity has been synthesized, and docking studies have been performed for some of them. Biological evaluation of the new compounds includes, among others, cannabinoid binding assays, functional studies, and surface plasmon resonance measurements. The most promising compound [43 (PM226)], a selective and potent CB2 agonist isoxazole derivative, was tested in the acute phase of Theiler's murine encephalomyelitis virus-induced demyelinating disease (TMEV-IDD), a well-established animal model of primary progressive multiple sclerosis. Compound 43 dampened neuroinflammation by reducing microglial activation in the TMEV.

Indexed as

Dose-Response Relationship, DrugHEK293 CellsHumansModels, MolecularMolecular StructureMultiple SclerosisPyrazolesReceptor, Cannabinoid, CB1Receptor, Cannabinoid, CB2Structure-Activity RelationshipPyrazolesReceptor, Cannabinoid, CB1Receptor, Cannabinoid, CB2

Identifiers

PMID27309150
PMCPMC5321205
OpenAlexW2431558107

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.