Evidence map›Paper›PMID 35683150›Full record

ArticleMaterials (Basel, Switzerland)2022

Relationship between Structure and Antibacterial Activity of α-Aminophosphonate Derivatives Obtained via Lipase-Catalyzed Kabachnik-Fields Reaction.

Dominik Koszelewski, Paweł Kowalczyk, Paweł Śmigielski, Jan Samsonowicz-Górski, Karol Kramkowski, Aleksandra Wypych, Mateusz Szymczak, Ryszard Ostaszewski

Abstract read
In one paragraph

Article in Materials (Basel, Switzerland), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing 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

15 citing papers in PubMed.

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  11. Synthesis and Antimicrobial Activity of the PathogenicInternational journal of molecular sciences · 2023
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  14. Review
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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

8 authors.

Dominik KoszelewskiInstitute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Paweł KowalczykDepartment of Animal Nutrition, The Kielanowski Institute of Animal Physiology and Nutrition, Polish Academy of Sciences, Instytucka 3, 05-110 Jabłonna, Poland.ORCID 0000-0003-4025-3750
Paweł ŚmigielskiInstitute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Jan Samsonowicz-GórskiInstitute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland.ORCID 0000-0002-5433-4837
Karol KramkowskiDepartment of Physical Chemistry, Medical University of Bialystok, Kilińskiego 1 Str., 15-089 Białystok, Poland.
Aleksandra WypychCentre for Modern Interdisciplinary Technologies Nicolaus Copernicus University in Torun ul. Wileńska 4, 87-100 Toruń, Poland.ORCID 0000-0002-0555-8690
Mateusz SzymczakDepartment of Molecular Virology, Institute of Microbiology, Faculty of Biology, University of 7 Warsaw, Miecznikowa 1, 02-096 Warsaw, Poland.ORCID 0000-0003-4056-7792
Ryszard OstaszewskiDepartment of Animal Nutrition, The Kielanowski Institute of Animal Physiology and Nutrition, Polish Academy of Sciences, Instytucka 3, 05-110 Jabłonna, Poland.ORCID 0000-0002-3032-196X

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We reported a new method dealing with the synthesis of novel pharmacologically relevant α-aminophosphonate derivatives via a lipase-catalyzed Kabachnik−Fields reaction with yields of up to 93%. The advantages of this protocol are excellent yields, mild reaction conditions, low costs, and sustainability. The developed protocol is applicable to a range of H-phosphites and organic amines, providing a wide substrate scope. A new class of α-aminophosphonate analogues possessing P-chiral centers was also synthesized. The synthesized compounds were characterized on the basis of their antimicrobial activities against E. coli. The impact of the various alkoxy groups on antimicrobial activity was demonstrated. The crucial role of the substituents, located at the aromatic rings in the phenylethyloxy and benzyloxy groups, on the inhibitory action against selected pathogenic E. coli strains was revealed. The observed results are especially important because of increasing resistance of bacteria to various drugs and antibiotics.

Indexed as

antimicrobial activityKabachnik−Fields reactionα-aminophosphonates

Identifiers

PMID35683150
PMCPMC9182137

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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.