Evidence map›Paper›PMID 37111256›Full record

ArticlePharmaceuticals (Basel, Switzerland)2023

Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids.

Elena Chugunova, Elmira Gibadullina, Kirill Matylitsky, Baurat Bazarbayev, Margarita Neganova, Konstantin Volcho, Artem Rogachev, Nurgali Akylbekov, Hoang Bao Tran Nguyen, Alexandra Voloshina and 9 more

Open access · goldAbstract read
In one paragraph

Article in Pharmaceuticals (Basel, Switzerland), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing papers in PubMed
2.7field-weighted citation impact, top 10% 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

6 citing papers in PubMed, 18 citations in OpenAlex.

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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

19 authors at 7 institutions in 3 countries.

Elena ChugunovaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.ORCID 0000-0002-9371-1877
Elmira GibadullinaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Kirill MatylitskyArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Baurat BazarbayevThe Department of General Organic and Petrochemical Synthesis Technology, The Kazan National Research Technological University, Karl Marx St., 68, 420015 Kazan, Russia.
Margarita NeganovaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.ORCID 0000-0001-9346-5920
Konstantin VolchoDepartment of Medicinal Chemistry, Novosibirsk Institute of Organic Chemistry, Lavrentiev Av. 9, 630090 Novosibirsk, Russia.ORCID 0000-0002-4083-9324
Artem RogachevDepartment of Medicinal Chemistry, Novosibirsk Institute of Organic Chemistry, Lavrentiev Av. 9, 630090 Novosibirsk, Russia.ORCID 0000-0002-3338-8529
Nurgali AkylbekovLaboratory of Engineering Profile "Physical and Chemical Methods of Analysis", Korkyt Ata Kyzylorda University, Aitekebie Str. 29A, Kyzylorda 120014, Kazakhstan.ORCID 0000-0002-7584-9741
Hoang Bao Tran NguyenThe Department of General Organic and Petrochemical Synthesis Technology, The Kazan National Research Technological University, Karl Marx St., 68, 420015 Kazan, Russia.
Alexandra VoloshinaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Anna LyubinaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Syumbelya AmerhanovaArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Victor SyakaevArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Alexander BurilovArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Nurbol AppazovLaboratory of Engineering Profile "Physical and Chemical Methods of Analysis", Korkyt Ata Kyzylorda University, Aitekebie Str. 29A, Kyzylorda 120014, Kazakhstan.ORCID 0000-0001-8765-3386
Mukhtar ZhanakovFaculty of Natural Sciences, L.N. Gumilyov Eurasian National University, Satpayev Str. 2, Astana 010000, Kazakhstan.
Leah KuhnDepartment of Chemistry and Biochemistry, Florida State University, 95 Chieftan Way, Tallahassee, FL 32306-4390, USA.ORCID 0000-0002-2257-6671
Oleg SinyashinArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.
Igor AlabuginArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov St. 8, 420088 Kazan, Russia.ORCID 0000-0001-9289-3819
A.E. Arbuzov Institute of Organic and Physical Chemistry · RUFlorida State University · USKazan State Technological University · RUKorkyt Ata Kyzylorda State University · KZL. N. Gumilyov Eurasian National University · KZNovosibirsk Institute of Organic Chemistry · RUNovosibirsk State University · RU

Funding

Ministry of Science and Higher Education of the Russian Federation at FRC Kazan Scientific Center 075-15-2022-1128
6 · The paper itself

Abstract

Combining two pharmacophores in a molecule can lead to useful synergistic effects. Herein, we show hybrid systems that combine sterically hindered phenols with dinitrobenzofuroxan fragments exhibit a broad range of biological activities. The modular assembly of such phenol/benzofuroxan hybrids allows variations in the phenol/benzofuroxan ratio. Interestingly, the antimicrobial activity only appears when at least two benzofuroxan moieties are introduced per phenol. The most potent of the synthesized compounds exhibit high cytotoxicity against human duodenal adenocarcinoma (HuTu 80), human breast adenocarcinoma (MCF-7), and human cervical carcinoma cell lines. This toxicity is associated with the induction of apoptosis via the internal mitochondrial pathway and an increase in ROS production. Encouragingly, the index of selectivity relative to healthy tissues exceeds that for the reference drugs Doxorubicin and Sorafenib. The biostability of the leading compounds in whole mice blood is sufficiently high for their future quantification in biological matrices.

Indexed as

anti-cancer activityapoptosisbenzofuroxancytotoxicityROS productionsterically hindered phenol

Identifiers

PMID37111256
PMCPMC10145285
OpenAlexW4361215213

What OpenQuestion holds

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LicenceCC BY
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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.