Evidence map›Paper›PMID 35040553›Full record

ArticleChemSusChem2022

Tandem Thio-Michael Addition/Remote Lactone Activation of 5-Hydroxymethylfurfural-Derived δ-Lactone-Fused Cyclopentenones.

Rafael F A Gomes, Joao M J M Ravasco, Késsia H S Andrade, Jaime A S Coelho, Rui Moreira, Rafael Oliveira, Fátima Nogueira, Carlos A M Afonso

Open access · hybridAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in ChemSusChem, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
0.1field-weighted citation impact, top 60% 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

2 citing papers in PubMed, 2 citations in OpenAlex.

  1. Article
  2. 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

8 authors at 2 institutions in 3 countries.

Rafael F A GomesResearch Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.ORCID http://orcid.org/0000-0002-2598-8540
Joao M J M RavascoResearch Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.ORCID http://orcid.org/0000-0001-7568-9613
Késsia H S AndradeResearch Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.
Jaime A S CoelhoCentro de Química Estrutural, Institute of Molecular Sciences, Faculdade de Ciências, Universidade de Lisboa, Campo Grande, 1749-016, Lisboa, Portugal.ORCID http://orcid.org/0000-0002-7459-0993
Rui MoreiraResearch Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.ORCID http://orcid.org/0000-0003-0727-9852
Rafael OliveiraGlobal Health and Tropical Medicine, GHTM, Instituto de Higiene e Medicina Tropical, IHMT, Universidade NOVA de Lisboa, UNL, Rua da Junqueira, 10, 1349-008, Lisboa, Portugal.
Fátima NogueiraGlobal Health and Tropical Medicine, GHTM, Instituto de Higiene e Medicina Tropical, IHMT, Universidade NOVA de Lisboa, UNL, Rua da Junqueira, 10, 1349-008, Lisboa, Portugal.ORCID http://orcid.org/0000-0003-0313-0778
Carlos A M AfonsoResearch Institute for Medicines (iMed.ULisboa), Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003, Lisboa, Portugal.ORCID http://orcid.org/0000-0002-7284-5948
University of Lisbon · PTInstituto de Medicina Tropical · PY

Funding

European Union's Horizon 2020 research and innovation programme 951996Fundação para a Ciência e a Tecnologia GHTM-UID/04413/2020Fundação para a Ciência e a Tecnologia PTDC/QUI-QOR/32008/2017Fundação para a Ciência e a Tecnologia SFRH/BD/120829/2016Fundação para a Ciência e a Tecnologia SFRH/BD/148211/2019Fundação para a Ciência e a Tecnologia UIDB/04138/2020Fundação para a Ciência e a Tecnologia UIDP/04138/2020
6 · The paper itself

Abstract

The creation of structurally diverse chemical entities from fairly simple biorefinery products remains a challenge. In this work 5-hydroxymethylfurfural (HMF) was identified as a key synthon for preparing highly complex cyclopentenones (CP) via tandem 1,4-addition/elimination/remote lactone activation to external O- and N-nucleophiles in δ-lactone-fused-CPs hotspots. This scaffold was also reactive enough to be incorporated into model cysteine-peptides in low concentrations, paving the way to a potential translation generating complexity in the synthesis of small peptides. The new enones also exhibited activity against intraerythrocytic Plasmodium falciparum (IC

Indexed as

FuransLactonesCyclopentanesFuraldehyde5-hydroxymethylfurfuralCyclopentanescyclopentenoneFuraldehydeFuransLactonesantimalarialbiomasscyclopentenonesfuranssustainable chemistry

Identifiers

PMID35040553
PMCPMC9401029
OpenAlexW4206273467

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.