Evidence map›Paper›PMID 39023398›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2024

Isolation, Structure Elucidation, and Biological Activity of the Selective TACR2 Antagonist Tumonolide and its Aldehyde from a Marine Cyanobacterium.

Sofia Kokkaliari, Laura Grauso, Alfonso Mangoni, Gustavo Seabra, Valerie J Paul, Hendrik Luesch

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2024. 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
–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

3 citing papers in PubMed.

  1. Marine natural products.Natural product reports · 2026
    Review
  2. Article
  3. 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

6 authors.

Sofia KokkaliariDepartment of Medicinal Chemistry and Center for Natural Products, Drug Discovery and Development (CNPD3), University of Florida, 1345 Center Drive, Gainesville, Florida 32610, United States.
Laura GrausoDipartimento di Agraria, Università degli Studi di Napoli Federico II, 80055 Portici, Napoli, Italy.
Alfonso MangoniDipartimento di Farmacia, Università degli Studi di Napoli Federico II, 80131, Napoli, Italy.
Gustavo SeabraDepartment of Medicinal Chemistry and Center for Natural Products, Drug Discovery and Development (CNPD3), University of Florida, 1345 Center Drive, Gainesville, Florida 32610, United States.
Valerie J PaulSmithsonian Marine Station at Ft. Pierce, 701 Seaway Drive, Ft. Pierce, Florida 34949, United States.
Hendrik LueschDepartment of Medicinal Chemistry and Center for Natural Products, Drug Discovery and Development (CNPD3), University of Florida, 1345 Center Drive, Gainesville, Florida 32610, United States.ORCID 0000-0002-4091-7492

Funding

Integrative Multidisciplinary Discovery Platform to Unlock Marine Natural Products Therapeutic OpportunitiesRM1GM145426 · NIGMS · UNIVERSITY OF FLORIDA · PI Mohamed Abou Donia, Steven D Bruner · 2022 to 2026
$8.8M
NMR console upgrade for structural biology and metabolomicsS10OD028753 · OD · UNIVERSITY OF FLORIDA · PI LONG, JOANNA R · 2020 to 2020
$600k
Debbie and Sylvia DeSantis Chair ProfessorshipNIGMS NIH HHS RM1 GM145426NIGMS NIH HHS RM1GM145426NIH HHS S10 OD028753
6 · The paper itself

Abstract

The macrocyclic tumonolide (1) with enamide functionality and the linear tumonolide aldehyde (2) are new interconverting natural products from a marine cyanobacterium with a peptide-polyketide skeleton, representing a hybrid of apratoxins and palmyrolides or laingolides. The planar structures were established by NMR and mass spectrometry. The relative configuration of the stereogenically-rich apratoxin-like polyketide portion was determined using J-based configuration analysis. The absolute configuration of tumonolide (1) was determined by chiral analysis of the amino acid units and computational methods, followed by NMR chemical shift and ECD spectrum prediction, indicating all-R configuration for the polyketide portion, as in palmyrolide A and contrary to the all-S configuration in apratoxins. Functional screening against a panel of 168 GPCR targets revealed tumonolide (1) as a selective antagonist of TACR2 with an IC

Indexed as

AldehydesCyanobacteriaMolecular Docking SimulationBiological ProductsHumansMolecular StructurePolyketidesStructure-Activity RelationshipAldehydesBiological ProductsPolyketidesconfigurational analysisGPCRmacrocyclemarine natural productsTACR2

Identifiers

PMID39023398
PMCPMC12051037

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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.