Evidence map›Paper›PMID 39477128›Full record

ArticleBioorganic & medicinal chemistry letters2024

Synthesis and biological evaluation of 4,7,9-trisubstituted benzoxazepines as antileishmanial agents.

Tara Man Kadayat, Stefan Kwiatkowski, Diana Ortiz, Gaurav Shoeran, Jared T Hammill, Ho Shin Kim, Joanna Cholewo, Scott M Landfear, R Kiplin Guy

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry letters, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers, 1 of them a synthesis that pooled it.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed, 1 pooled it
–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

4 citing papers in PubMed, 1 synthesis or guideline pooled it.

  1. Pooled it
  2. Review
  3. Review
  4. 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

9 authors.

Tara Man KadayatDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Stefan KwiatkowskiDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Diana OrtizDepartment of Molecular Microbiology & Immunology, Oregon Health and Science University, Portland, OR 97239, USA.
Gaurav ShoeranDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Jared T HammillDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Ho Shin KimDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Joanna CholewoDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA.
Scott M LandfearDepartment of Molecular Microbiology & Immunology, Oregon Health and Science University, Portland, OR 97239, USA. Electronic address: landfear@ohsu.edu.
R Kiplin GuyDepartment of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536-0509 USA. Electronic address: kip.guy@uky.edu.

Funding

Bruker AVANCE NEO 600 MHz High-Performance Digital NMR SpectrometerS10OD028690 · OD · UNIVERSITY OF KENTUCKY · PI GARNEAU-TSODIKOVA, SYLVIE · 2020 to 2020
$1.4M
Development of Novel Therapeutics for LeishmaniasisR33AI127591 · NIAID · OREGON HEALTH & SCIENCE UNIVERSITY · PI GUY, RODNEY KIPLIN, LANDFEAR, SCOTT M · 2019 to 2021
$1.4M
NIAID NIH HHS R33 AI127591NIH HHS S10 OD028690
6 · The paper itself

Abstract

Herein we report a series of antileishmanial analogues derived from 4-[(3,5-dimethyl-4-isoxazolyl)acetyl]-9-[(1-methyl-3-piperidinyl)methoxy]-7-(5-methyl-2-thienyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine (1), which was identified through a previously reported high-throughput phenotypic screen. The analogue series was designed, synthesized, and evaluated for antileishmanial activity to establish pharmacophore elements and preliminary structure-activity relationships as key steps in validating the series for further optimization. This study led to identification of the early lead compound 46, which exhibited sub-micromolar proliferation inhibitory activity against intra-macrophage L. mexicana amastigotes, modest selectivity towards host macrophages (J774A.1 line), and good aqueous solubility.

Indexed as

Antiprotozoal AgentsMacrophagesAnimalsCell LineDose-Response Relationship, DrugLeishmania mexicanaMiceMolecular StructureOxazepinesParasitic Sensitivity TestsStructure-Activity RelationshipAntiprotozoal AgentsOxazepinesAntileishmanial agents, Neglected tropical diseaseBenzoxazepineLeishmaniasisPharmacophore analysis

Identifiers

PMID39477128
PMCPMC11623309

What OpenQuestion holds

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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.