Evidence map›Paper›PMID 30820742›Full record

ArticleMolecular diversity2020

Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity.

Vladimir V Chernyshov, Olga I Yarovaya, Dmitry S Fadeev, Yuriy V Gatilov, Yana L Esaulkova, Anna S Muryleva, Katherina O Sinegubova, Vladimir V Zarubaev, Nariman F Salakhutdinov

Abstract read
In one paragraph

Article in Molecular diversity, 2020. 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
–field-weighted citation impact
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.

  1. Article
  2. Review
  3. Article
  4. Alkaloids as potential antivirals. A comprehensive review.Natural products and bioprospecting · 2023
    Review
  5. Review
  6. Article
  7. Review
  8. Review
  9. Review
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  11. 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

9 authors.

Vladimir V ChernyshovN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, Russia, 630090. vladimir.chernyshov2012@yandex.ru.ORCID http://orcid.org/0000-0003-1347-4398
Olga I YarovayaN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, Russia, 630090.
Dmitry S FadeevN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, Russia, 630090.
Yuriy V GatilovN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, Russia, 630090.
Yana L EsaulkovaPasteur Institute of Epidemiology and Microbiology, 14 Mira Str., St. Petersburg, Russia, 197101.
Anna S MurylevaPasteur Institute of Epidemiology and Microbiology, 14 Mira Str., St. Petersburg, Russia, 197101.
Katherina O SinegubovaPasteur Institute of Epidemiology and Microbiology, 14 Mira Str., St. Petersburg, Russia, 197101.
Vladimir V ZarubaevPasteur Institute of Epidemiology and Microbiology, 14 Mira Str., St. Petersburg, Russia, 197101.
Nariman F SalakhutdinovN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, Russia, 630090.

Funding

Russian Science Foundation 18-03-00271 А
6 · The paper itself

Abstract

An effective technique for one-stage synthesis of new polycyclic nitrogen-containing compounds has been developed. The procedure involves refluxing mixtures of camphoric acid with aliphatic or aromatic diamine without catalysts. In cases where the starting amine has a low boiling point (less than 200 °C), phenol is used as a solvent, as it is the most optimal one for obtaining products with good yields. It has been shown that the use of Lewis acids as catalysts reduces the yield of the reaction products. A set of compounds have been synthesized, which can be attributed to synthetic analogues of alkaloids. In vitro screening for activity influenza virus A was carried out for the obtained compounds. The synthesized quinazoline-like agent 14 has inhibitory activity against different strains of influenza viruses.

Indexed as

AlkaloidsAntiviral AgentsChemistry Techniques, SyntheticDose-Response Relationship, DrugInfluenza A Virus, H1N1 SubtypeMicrobial Sensitivity TestsModels, MolecularMolecular ConformationMolecular StructureStructure-Activity RelationshipAlkaloidsAntiviral AgentsAlkaloid analoguesAntiviral activityAntivirals(+)-Camphoric acidInfluenza virusSingle-stage synthesis

Identifiers

PMID30820742
PMCPMC7223885

What OpenQuestion holds

Textmetadata
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.