Evidence map›Paper›PMID 37770411›Full record

ArticleChemMedChem2023

Deriving Novel Quaternary Ammonium Compound Disinfectant Scaffolds from a Natural Product: Mechanistic Insights of the Quaternization of Ianthelliformisamine C.

Ryan A Allen, Caroline E M McCormack, William M Wuest

Open access · bronzeAbstract read
In one paragraph

Article in ChemMedChem, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
1.0field-weighted citation impact, top 26% 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

3 citing papers in PubMed, 7 citations in OpenAlex.

  1. Article
  2. Article
  3. Discovery of ianthelliformisamines D-G from the spongeBeilstein journal of organic chemistry · 2024
    Article
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

3 authors at 1 institution in 1 country.

Ryan A AllenDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA.ORCID 0000-0001-8092-7751
Caroline E M McCormackDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA.
William M WuestDepartment of Chemistry, Emory University, 30322, Atlanta, GA, USA.ORCID 0000-0002-5198-7744
Emory University · US

Funding

Natural Product-Inspired Approaches Toward The Development Of Antivirulence And Species-Specific InhibitorsR35GM119426 · NIGMS · TEMPLE UNIV OF THE COMMONWEALTH · PI William M Wuest · 2016 to 2026
$4.8M
NIGMS NIH HHS R35 GM119426NIH HHS R35-GM119426
6 · The paper itself

Abstract

In the search for novel quaternary ammonium compound (QAC) disinfectants that can evade bacterial resistance, we turned to natural products as a source of inspiration. Herein we used natural product ianthelliformisamine C as a scaffold to design a small library of QACs. We first synthesized ianthelliformisamine C via an amide coupling that allowed for facile purification without the need for protecting groups. We then alkylated and quaternized the internal amines to yield four novel QACs, but all but one demonstrated no antibacterial activity against the tested strains. Using a combination of membrane depolarization and permeabilization assays, we were able to demonstrate that ianthelliformisamine C and the active QAC analog enact cell death via membrane permeabilization, contrary to prior reports on ianthelliformisamine C's mechanism of action.

Indexed as

DisinfectantsQuaternary Ammonium CompoundsAnti-Bacterial AgentsTyrosineAnti-Bacterial AgentsDisinfectantsianthelliformisamine CQuaternary Ammonium CompoundsTyrosineantibioticsmechanism of actionnatural productsP. aeruginosaquaternary ammonium compounds

Identifiers

PMID37770411
PMCPMC10841702
OpenAlexW4387121472

What Socratic holds

Textmetadata
LicenceTDM
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 Socratic graph.