Evidence map›Paper›PMID 31444403›Full record

ArticleScientific reports2019

Botryane terpenoids produced by Nemania bipapillata, an endophytic fungus isolated from red alga Asparagopsis taxiformis - Falkenbergia stage.

Rebeca P Medina, Angela R Araujo, João M Batista, Carmen L Cardoso, Cláudia Seidl, Adriana F L Vilela, Helori V Domingos, Leticia V Costa-Lotufo, Raymond J Andersen, Dulce H S Silva

Open access · goldAbstract read
In one paragraph

Article in Scientific reports, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
2.7field-weighted citation impact, top 10% 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

12 citing papers in PubMed, 40 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Review
  5. Review
  6. Article
  7. New Techniques of Structure Elucidation for Sesquiterpenes.Progress in the chemistry of organic natural products · 2021
    Article
  8. Review
  9. Article
  10. Article
  11. The Postbiotic Activity ofFrontiers in cellular and infection microbiology · 2020
    Article
  12. Frontiers in microbiology · 2020
    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

10 authors at 4 institutions in 2 countries.

Rebeca P MedinaNúcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE), Departamento de Química Orgânica, Instituto de Química, UNESP - Universidade Estadual Paulista, 14801-970, Araraquara-SP, Brazil.
Angela R AraujoNúcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE), Departamento de Química Orgânica, Instituto de Química, UNESP - Universidade Estadual Paulista, 14801-970, Araraquara-SP, Brazil.
João M BatistaDepartamento de Química, Centro de Ciências Exatas e de Tecnologia, Universidade Federal de São Carlos - UFSCar, 13565-905, São Carlos-SP, Brazil.ORCID http://orcid.org/0000-0002-0267-2631
Carmen L CardosoGrupo de Cromatografia de Bioafinidade e Produtos Naturais, Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901, Ribeirão Preto-SP, Brazil.
Cláudia SeidlGrupo de Cromatografia de Bioafinidade e Produtos Naturais, Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901, Ribeirão Preto-SP, Brazil.ORCID http://orcid.org/0000-0001-8264-3402
Adriana F L VilelaGrupo de Cromatografia de Bioafinidade e Produtos Naturais, Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901, Ribeirão Preto-SP, Brazil.
Helori V DomingosInstituto de Ciências Biomédicas, Universidade de São Paulo, 05508-900, São Paulo-SP, Brazil.
Leticia V Costa-LotufoInstituto de Ciências Biomédicas, Universidade de São Paulo, 05508-900, São Paulo-SP, Brazil.
Raymond J AndersenDepartments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, V6T 1Z1, Vancouver, BC, Canada.
Dulce H S SilvaNúcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE), Departamento de Química Orgânica, Instituto de Química, UNESP - Universidade Estadual Paulista, 14801-970, Araraquara-SP, Brazil. dulce.silva@unesp.br.ORCID http://orcid.org/0000-0002-1516-7765
Universidade de São Paulo · BRUniversidade Estadual Paulista (Unesp) · BRUniversidade Federal de São Carlos · BRUniversity of British Columbia · CA

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A chemical study of the EtOAc extract of Nemania bipapillata (AT-05), an endophytic fungus isolated from the marine red alga Asparagopsis taxiformis - Falkenbergia stage, led to the isolation of five new botryane sesquiterpenes, including the diastereomeric pair (+)-(2R,4S,5R,8S)-(1) and (+)-(2R,4R,5R,8S)-4-deacetyl-5-hydroxy-botryenalol (2), (+)-(2R,4S,5R,8R)-4-deacetyl-botryenalol (3), one pair of diastereomeric botryane norsesquiterpenes bearing an unprecedented degraded carbon skeleton, (+)-(2R,4R,8R)-(4) and (+)-(2R,4S,8S)-(5), which were named nemenonediol A and nemenonediol B, respectively, in addition to the known 4β-acetoxy-9β,10β,15α-trihydroxyprobotrydial (6). Their structures were elucidated using 1D and 2D NMR, HRESIMS and comparison with literature data of similar known compounds. The absolute configurations of 2, 3 and 4 were deduced by comparison of experimental and calculated electronic circular dichroism (ECD) spectra, while those of 1 and 5 were assigned from vibrational circular dichroism (VCD) data. Compound 4 weakly inhibited acetylcholinesterase, whereas compound 1 inhibited both acetylcholinesterase and butyrylcholinesterase. Compounds 1, 3, 5 and 6 were tested against two carcinoma cell lines (MCF-7 and HCT-116), but showed no significant citotoxicity at tested concentrations (IC

Indexed as

AcetylcholinesteraseCarbon-13 Magnetic Resonance SpectroscopyCholinesterase InhibitorsEndophytesHCT116 CellsHumansMCF-7 CellsProton Magnetic Resonance SpectroscopyRhodophytaTerpenesXylarialesAcetylcholinesteraseCholinesterase InhibitorsTerpenes

Identifiers

PMID31444403
PMCPMC6707159
OpenAlexW2969937842

What OpenQuestion holds

Textmetadata
LicenceCC BY
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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.