Evidence map›Paper›PMID 29297684›Full record

ArticleJournal of natural products2018

Isolation, Derivative Synthesis, and Structure-Activity Relationships of Antiparasitic Bromopyrrole Alkaloids from the Marine Sponge Tedania brasiliensis.

Lizbeth L L Parra, Ariane F Bertonha, Ivan R M Severo, Anna C C Aguiar, Guilherme E de Souza, Glaucius Oliva, Rafael V C Guido, Nathalia Grazzia, Tábata R Costa, Danilo C Miguel and 5 more

Abstract read
In one paragraph

Article in Journal of natural products, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers, 1 of them a synthesis that pooled it.

0numbers the graph read from it
0cells of the map it votes in
18citing 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

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

  1. Pooled it
  2. Review
  3. Article
  4. Article
  5. Review
  6. Review
  7. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  8. Lead/Drug Discovery from Natural Resources.Molecules (Basel, Switzerland) · 2022
    Review
  9. New Halogenated Compounds fromMolecules (Basel, Switzerland) · 2022
    Article
  10. Article
  11. Article
  12. Promising antiparasitic agents from marine sponges.Saudi journal of biological sciences · 2022
    Review
  13. Marine Pyrrole Alkaloids.Marine drugs · 2021
    Review
  14. Review
  15. Review
  16. Review
  17. Article
  18. 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

15 authors.

Lizbeth L L ParraInstituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
Ariane F BertonhaInstituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
Ivan R M SeveroInstituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
Anna C C AguiarInstituto de Física de São Carlos , Avenida Joao Dagnone, 1100, Jardim Santa Angelina, São Carlos, SP, 13563-120, Brazil.
Guilherme E de SouzaInstituto de Física de São Carlos , Avenida Joao Dagnone, 1100, Jardim Santa Angelina, São Carlos, SP, 13563-120, Brazil.
Glaucius OlivaInstituto de Física de São Carlos , Avenida Joao Dagnone, 1100, Jardim Santa Angelina, São Carlos, SP, 13563-120, Brazil.
Rafael V C GuidoInstituto de Física de São Carlos , Avenida Joao Dagnone, 1100, Jardim Santa Angelina, São Carlos, SP, 13563-120, Brazil.
Nathalia GrazziaDepartamento de Biologia Animal e Departamento de Bioquímica e Biologia Tecidual, Instituto de Biologia, Universidade Estadual de Campinas , CEP 13083-862, Campinas, SP, Brazil.
Tábata R CostaDepartamento de Biologia Animal e Departamento de Bioquímica e Biologia Tecidual, Instituto de Biologia, Universidade Estadual de Campinas , CEP 13083-862, Campinas, SP, Brazil.
Danilo C MiguelDepartamento de Biologia Animal e Departamento de Bioquímica e Biologia Tecidual, Instituto de Biologia, Universidade Estadual de Campinas , CEP 13083-862, Campinas, SP, Brazil.
Fernanda R GadelhaDepartamento de Biologia Animal e Departamento de Bioquímica e Biologia Tecidual, Instituto de Biologia, Universidade Estadual de Campinas , CEP 13083-862, Campinas, SP, Brazil.
Antonio G FerreiraDepartamento de Química, Universidade Federal de São Carlos , Rod. Washington Luiz, km 235 - SP-310, CEP 13565-905, São Carlos, SP, Brazil.
Eduardo HajduMuseu Nacional, Universidade Federal do Rio de Janeiro , Quinta da Boa Vista, s/n, CEP 20940-040, Rio de Janeiro, RJ, Brazil.
Daniel RomoDepartment of Chemistry & Biochemistry, Baylor University , Waco, Texas 76706, United States.ORCID 0000-0003-3805-092X
Roberto G S BerlinckInstituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.ORCID 0000-0003-0118-2523

Funding

Synthetic/Mechanistic Studies of Bioactive Marine AgentsR37GM052964 · NIGMS · TEXAS A&M UNIVERSITY · PI ROMO, DANIEL · 2009 to 2019
$3.6M
SYNTHETIC/MECHANISTIC STUDIES OF BIOACTIVE MARINE AGENTSR01GM052964 · NIGMS · TEXAS A&M UNIVERSITY SYSTEM · PI ROMO, DANIEL · 2000 to 2008
$2.4M
NIGMS NIH HHS R01 GM052964NIGMS NIH HHS R37 GM052964
6 · The paper itself

Abstract

The isolation and identification of a series of new pseudoceratidine (1) derivatives from the sponge Tedania brasiliensis enabled the evaluation of their antiparasitic activity against Plasmodium falciparum, Leishmania (Leishmania) amazonensis, Leishmania (Leishmania) infantum, and Trypanosoma cruzi, the causative agents of malaria, cutaneous leishmaniasis, visceral leishmaniasis, and Chagas disease, respectively. The new 3-debromopseudoceratidine (4), 20-debromopseudoceratidine (5), 4-bromopseudoceratidine (6), 19-bromopseudoceratidine (7), and 4,19-dibromopseudoceratidine (8) are reported. New tedamides A-D (9-12), with an unprecedented 4-bromo-4-methoxy-5-oxo-4,5-dihydro-1H-pyrrole-2-carboxamide moiety, are also described. Compounds 4 and 5, 6 and 7, 9 and 10, and 11 and 12 have been isolated as pairs of inseparable structural isomers differing in their sites of bromination or oxidation. Tedamides 9+10 and 11+12 were obtained as optically active pairs, indicating an enzymatic formation rather than an artifactual origin. N

Indexed as

AlkaloidsAnimalsAntimalarialsAntiparasitic AgentsAntiprotozoal AgentsChagas DiseaseLeishmania infantumLeishmaniasis, VisceralParasitic Sensitivity TestsPlasmodium falciparumPoriferaStructure-Activity RelationshipTrypanosoma cruziAlkaloidsAntimalarialsAntiparasitic AgentsAntiprotozoal Agents

Identifiers

PMID29297684
PMCPMC5989537

What OpenQuestion 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 OpenQuestion graph.