Evidence map›Paper›PMID 37949940›Full record

ArticleScientific reports2023

Mannich-type modifications of (-)-cannabidiol and (-)-cannabigerol leading to new, bioactive derivatives.

Eszter Boglárka Lőrincz, Gergely Tóth, Júlia Spolárics, Mihály Herczeg, Jan Hodek, István Zupkó, Renáta Minorics, Dorottya Ádám, Attila Oláh, Christos C Zouboulis and 7 more

Open access · goldAbstract read
In one paragraph

Article in Scientific reports, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
3.4field-weighted citation impact, top 8% 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

11 citing papers in PubMed, 14 citations in OpenAlex.

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  10. Alkoxyalkylation of Electron-Rich Aromatic Compounds.International journal of molecular sciences · 2024
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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

17 authors at 4 institutions in 2 countries.

Eszter Boglárka LőrinczDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Gergely TóthDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Júlia SpoláricsDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Mihály HerczegDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Jan HodekInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Science, Prague, 166 10, Czech Republic.
István ZupkóInstitute of Pharmacodynamics and Biopharmacy, University of Szeged, Szeged, 6720, Hungary.
Renáta MinoricsInstitute of Pharmacodynamics and Biopharmacy, University of Szeged, Szeged, 6720, Hungary.
Dorottya ÁdámDepartment of Physiology, Faculty of Medicine, University of Debrecen, Debrecen, 4032, Hungary.
Attila OláhDepartment of Physiology, Faculty of Medicine, University of Debrecen, Debrecen, 4032, Hungary.
Christos C ZouboulisDepartments of Dermatology, Venereology, Allergology and Immunology, Staedtisches Klinikum Dessau, Brandenburg Medical School Theodor Fontane and Faculty of Health Sciences Brandenburg, 06847, Dessau, Germany.
Jan WeberInstitute of Organic Chemistry and Biochemistry of the Czech Academy of Science, Prague, 166 10, Czech Republic.
Lajos NagyDepartment of Applied Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Eszter OstorháziDepartment of Medical Microbiology, Semmelweis University, Budapest, 1089, Hungary.
Ildikó BácskayDepartment of Pharmaceutical Technology, University of Debrecen, Debrecen, 4032, Hungary.
Anikó BorbásDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary. borbas.aniko@pharm.unideb.hu.
Pál HerczeghDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary.
Ilona BereczkiDepartment of Pharmaceutical Chemistry, University of Debrecen, Debrecen, 4032, Hungary. bereczki.ilona@pharm.unideb.hu.
University of Debrecen · HUCzech Academy of Sciences, Institute of Organic Chemistry and Biochemistry · CZUniversity of Szeged · HUSemmelweis University · HU

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

(-)-Cannabidiol (CBD) and (-)-cannabigerol (CBG) are two major non-psychotropic phytocannabinoids that have many beneficial biological properties. However, due to their low water solubility and prominent first-pass metabolism, their oral bioavailability is moderate, which is unfavorable for medicinal use. Therefore, there is a great need for appropriate chemical modifications to improve their physicochemical and biological properties. In this study, Mannich-type reaction was used for the synthetic modification of CBD and CBG for the first time, and thus fifteen new cannabinoid derivatives containing one or two tertiary amino groups were prepared. Thereafter the antiviral, antiproliferative and antibacterial properties of the derivatives and their effects on certain skin cells were investigated. Some modified CBD derivatives showed remarkable antiviral activity against SARS-CoV-2 without cytotoxic effect, while synthetic modifications on CBG resulted in a significant increase in antiproliferative activity in some cases compared to the parent compound.

Indexed as

CannabidiolCannabinoidsAntiviral AgentsBiological AvailabilityAntiviral AgentsCannabidiolcannabigerolCannabinoids

Identifiers

PMID37949940
PMCPMC10638401
OpenAlexW4388573316

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.