Evidence map›Paper›PMID 36615256›Full record

ArticleMolecules (Basel, Switzerland)2022

Powerful Potential of Polyfluoroalkyl-Containing 4-Arylhydrazinylidenepyrazol-3-ones for Pharmaceuticals.

Yanina V Burgart, Natalia A Elkina, Evgeny V Shchegolkov, Olga P Krasnykh, Galina F Makhaeva, Galina A Triandafilova, Sergey Yu Solodnikov, Natalia P Boltneva, Elena V Rudakova, Nadezhda V Kovaleva and 12 more

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

Article in Molecules (Basel, Switzerland), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
0.9field-weighted citation impact, top 31% 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

1 citing paper in PubMed, 10 citations in OpenAlex.

  1. 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

22 authors at 9 institutions in 1 country.

Yanina V BurgartPostovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science (IOS UB RAS), S. Kovalevskoi St., 22, 620108 Ekaterinburg, Russia.
Natalia A ElkinaPostovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science (IOS UB RAS), S. Kovalevskoi St., 22, 620108 Ekaterinburg, Russia.ORCID 0000-0002-7365-8108
Evgeny V ShchegolkovPostovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science (IOS UB RAS), S. Kovalevskoi St., 22, 620108 Ekaterinburg, Russia.ORCID 0000-0001-6611-2855
Olga P KrasnykhScientific and Educational Center for Applied Chemical-Biological Research, Perm National Research Poly-Technic University, Komsomolsky Av., 29, 614990 Perm, Russia.
Galina F MakhaevaInstitute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), Severny proezd 1, 142432 Chernogolovka, Russia.ORCID 0000-0002-8136-6906
Galina A TriandafilovaScientific and Educational Center for Applied Chemical-Biological Research, Perm National Research Poly-Technic University, Komsomolsky Av., 29, 614990 Perm, Russia.
Sergey Yu SolodnikovScientific and Educational Center for Applied Chemical-Biological Research, Perm National Research Poly-Technic University, Komsomolsky Av., 29, 614990 Perm, Russia.
Natalia P BoltnevaInstitute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), Severny proezd 1, 142432 Chernogolovka, Russia.ORCID 0000-0002-7171-8832
Elena V RudakovaInstitute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), Severny proezd 1, 142432 Chernogolovka, Russia.
Nadezhda V KovalevaInstitute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), Severny proezd 1, 142432 Chernogolovka, Russia.ORCID 0000-0002-4990-5068
Olga G SerebryakovaInstitute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), Severny proezd 1, 142432 Chernogolovka, Russia.
Mariya V UlitkoInstitute of Natural Sciences and Mathematics, The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Lenina Av., 51, 620083 Ekaterinburg, Russia.
Sophia S BorisevichPostovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science (IOS UB RAS), S. Kovalevskoi St., 22, 620108 Ekaterinburg, Russia.ORCID 0000-0001-8481-0470
Natalia A GerasimovaUral Research Institute for Dermatology, Venereology and Immunopathology, Shcherbakova St., 8, 620076 Ekaterinburg, Russia.ORCID 0000-0001-5370-5571
Natalia P EvstigneevaUral Research Institute for Dermatology, Venereology and Immunopathology, Shcherbakova St., 8, 620076 Ekaterinburg, Russia.
Sergey A KozlovShemyakin-Ovchinnikov Institute of Bioorganic Chemistry RAS, Miklukho-Maklaya St., 16/10, 117997 Moscow, Russia.ORCID 0000-0002-0242-4240
Yuliya V KorolkovaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry RAS, Miklukho-Maklaya St., 16/10, 117997 Moscow, Russia.ORCID 0000-0001-8556-5366
Artem S MininInstitute of Natural Sciences and Mathematics, The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Lenina Av., 51, 620083 Ekaterinburg, Russia.ORCID 0000-0003-3305-3195
Anna V BelousovaInstitute of Immunology and Physiology of the Ural Branch of the Russian Academy of Sciences, Pervomayskaya 106, 620108 Ekaterinburg, Russia.
Evgenii S MozhaitsevN.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of Sciences, 9 Lavrentiev Avenue, 630090 Novosibirsk, Russia.ORCID 0000-0002-5344-9499
Artem M KlabukovSmorodintsev Research Institute of Influenza of the Ministry of Health of the Russian Federation, 15/17 prof. Popov Street, 197376 Saint-Petersburg, Russia.ORCID 0000-0002-7922-508X
Victor I SaloutinPostovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Science (IOS UB RAS), S. Kovalevskoi St., 22, 620108 Ekaterinburg, Russia.ORCID 0000-0003-1976-7861
Institute of Organic Synthesis · RUInstitute of Physiologically Active Compounds · RUPerm National Research Polytechnic University · RUInstitute of Bioorganic Chemistry · RUUral Federal University · RUUral Scientific Research Institute of Dermatovenerology and Immunopathology · RUInstitute of Immunology and Physiology · RUMinistry of Health of the Russian Federation · RUNovosibirsk Institute of Organic Chemistry · RU

Funding

IPAC RAS State Targets Project FFSN-2021-0005Russian Foundation for Basic Research 20-03-00312Russian Science Foundation 21-13-00390
6 · The paper itself

Abstract

4-Arylhydrazinylidene-5-(polyfluoroalkyl)pyrazol-3-ones (4-AHPs) were found to be obtained by the regiospecific cyclization of 2-arylhydrazinylidene-3-(polyfluoroalkyl)-3-oxoesters with hydrazines, by the azo coupling of 4-nonsubstituted pyrazol-5-oles with aryldiazonium chlorides or by the firstly discovered acid-promoted self-condensation of 2-arylhydrazinylidene-3-oxoesters. All the 4-AHPs had an acceptable ADME profile. Varying the substituents in 4-AHPs promoted the switching or combining of their biological activity. The polyfluoroalkyl residue in 4-AHPs led to the appearance of an anticarboxylesterase action in the micromolar range. An NH-fragment and/or methyl group instead of the polyfluoroalkyl one in the 4-AHPs promoted antioxidant properties in the ABTS, FRAP and ORAC tests, as well as anti-cancer activity against HeLa that was at the Doxorubicin level coupled with lower cytotoxicity against normal human fibroblasts. Some Ph-N-substituted 4-AHPs could inhibit the growth of

Indexed as

AntioxidantsDiclofenacHumansMolecular Docking SimulationPharmaceutical PreparationsAntioxidantsDiclofenacPharmaceutical Preparations4-arylhydrazinylidenepyrazol-3-onesADME profileantimicrobial activityantinociceptive effectantioxidant activitycarboxylesterase inhibitorcytotoxicityTRPV1 receptor inhibitor

Identifiers

PMID36615256
PMCPMC9821843
OpenAlexW4313259716

What OpenQuestion holds

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Registered trials

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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.