Evidence map›Paper›PMID 32061146›Full record

ArticleChemMedChem2020

Axially Chiral Cannabinols: A New Platform for Cannabinoid-Inspired Drug Discovery.

Primali V Navaratne, Jenny L Wilkerson, Kavindri D Ranasinghe, Evgeniya Semenova, Jasmine S Felix, Ion Ghiviriga, Adrian Roitberg, Lance R McMahon, Alexander J Grenning

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in ChemMedChem, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
0.7field-weighted citation impact, top 35% 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

2 citing papers in PubMed, 9 citations in OpenAlex.

  1. Article
  2. Article
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

9 authors at 1 institution in 1 country.

Primali V NavaratneDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
Jenny L WilkersonDepartment of Pharmacodynamics, University of Florida, Gainesville, FL, 32611, USA.
Kavindri D RanasingheDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
Evgeniya SemenovaDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
Jasmine S FelixDepartment of Pharmacodynamics, University of Florida, Gainesville, FL, 32611, USA.
Ion GhivirigaDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
Adrian RoitbergDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.
Lance R McMahonDepartment of Pharmacodynamics, University of Florida, Gainesville, FL, 32611, USA.
Alexander J GrenningDepartment of Chemistry, University of Florida, Gainesville, FL, 32611, USA.ORCID 0000-0002-8182-9464
University of Florida · US

Funding

New opportunities for the Cope rearrangement: methods, modular synthesis, and applications in drug discoveryR35GM137893 · NIGMS · UNIVERSITY OF MINNESOTA · PI GRENNING, ALEXANDER JAMES · 2020 to 2024
$1.8M
Acquisition of a Q Exactive HF Hybrid Quadrupole-OrbitrapS10OD021758 · OD · UNIVERSITY OF FLORIDA · PI BASSO, KARI B · 2017 to 2017
$600k
NIGMS NIH HHS R35 GM137893NIH HHS S10 OD021758
6 · The paper itself

Abstract

Phytocannabinoids (and synthetic analogs thereof) are gaining significant attention as promising leads in modern medicine. Considering this, new directions for the design of phytocannabinoid-inspired molecules is of immediate interest. In this regard, we have hypothesized that axially-chiral-cannabinols (ax-CBNs), unnatural and unknown isomers of cannabinol (CBN) may be valuable scaffolds for cannabinoid-inspired drug discovery. There are two main factors directing our interest to these scaffolds: (a) ax-CBNs would have ground-state three-dimensionality; ligand-receptor interactions can be more significant with complimentary 3D-topology, and (b) ax-CBNs at their core structure are biaryl molecules, generally attractive platforms for pharmaceutical development due to their ease of functionalization and stability. Herein we report a synthesis of ax-CBNs, examine physical properties experimentally and computationally, and perform a comparative analysis of ax-CBN and THC in mice behavioral studies.

Indexed as

Drug DiscoveryAnalgesicsAnimalsBehavior, AnimalCannabinolDose-Response Relationship, DrugMiceMolecular StructureAnalgesicsCannabinolatropisomerismaxial chiralitycannabinoidscannabinoltotal synthesis

Identifiers

PMID32061146
PMCPMC10173896
OpenAlexW3006093748

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.