Evidence map›Paper›PMID 28202316›Full record

ArticleBioorganic & medicinal chemistry2017

An epigenetic modifier induces production of (10'S)-verruculide B, an inhibitor of protein tyrosine phosphatases by Phoma sp. nov. LG0217, a fungal endophyte of Parkinsonia microphylla.

Juliana R Gubiani, E M Kithsiri Wijeratne, Taoda Shi, Angela R Araujo, A Elizabeth Arnold, Eli Chapman, A A Leslie Gunatilaka

Open access · bronzeAbstract read
In one paragraph

Article in Bioorganic & medicinal chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing papers in PubMed
3.4field-weighted citation impact, top 8% 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

18 citing papers in PubMed, 45 citations in OpenAlex.

  1. Effect of epigenetic modulation on metabolites from endophytes isolated from Embelia ribes.International microbiology : the official journal of the Spanish Society for Microbiology · 2026
    Article
  2. Review
  3. Transcriptome Analysis ofTropical medicine and infectious disease · 2025
    Article
  4. Molecules (Basel, Switzerland) · 2023
    Article
  5. Review
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  11. Article
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  17. Endophytic Fungi: A Source of Potential Antifungal Compounds.Journal of fungi (Basel, Switzerland) · 2018
    Review
  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

7 authors at 2 institutions in 2 countries.

Juliana R GubianiNatural Products Center, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, University of Arizona, 250 E. Valencia Road, Tucson, AZ 85706, United States; NuBBE - Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Departamento de Química Orgânica, Instituto de Química, UNESP, Universidade Estadual Paulista, Araraquara, SP 14800-900, Brazil.
E M Kithsiri WijeratneNatural Products Center, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, University of Arizona, 250 E. Valencia Road, Tucson, AZ 85706, United States.
Taoda ShiDepartment of Pharmacology and Toxicology, College of Pharmacy, University of Arizona, Tucson, AZ 85721, United States.
Angela R AraujoNuBBE - Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Departamento de Química Orgânica, Instituto de Química, UNESP, Universidade Estadual Paulista, Araraquara, SP 14800-900, Brazil.
A Elizabeth ArnoldSchool of Plant Sciences, College of Agriculture and Life Sciences, University of Arizona, Tucson, AZ 85721, United States.
Eli ChapmanDepartment of Pharmacology and Toxicology, College of Pharmacy, University of Arizona, Tucson, AZ 85721, United States.
A A Leslie GunatilakaNatural Products Center, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, University of Arizona, 250 E. Valencia Road, Tucson, AZ 85706, United States. Electronic address: leslieg1@email.arizona.edu.
University of Arizona · USUniversidade Estadual Paulista (Unesp) · BR

Funding

Anticancer Agents from Plant- and Lichen-Associated Fungi of the Sonoran DesertR01CA090265 · NCI · UNIVERSITY OF ARIZONA · PI GUNATILAKA, LESLIE · 2002 to 2013
$2.2M
Diverse Molecular Libraries from Unique Endosymbiotic FungiP41GM094060 · NIGMS · UNIVERSITY OF ARIZONA · PI GUNATILAKA, LESLIE · 2010 to 2012
$867k
NCI NIH HHS R01 CA090265NIGMS NIH HHS P41 GM094060
6 · The paper itself

Abstract

Incorporation of the histone deacetylase (HDAC) inhibitor, suberoylanilide hydroxamic acid (SAHA), to a culture broth of the endophytic fungus Phoma sp. nov. LG0217 isolated from Parkinsonia microphylla changed its metabolite profile and resulted in the production of (10'S)-verruculide B (1), vermistatin (2) and dihydrovermistatin (3). When cultured in the absence of the epigenetic modifier, it produced a new metabolite, (S,Z)-5-(3',4'-dihydroxybutyldiene)-3-propylfuran-2(5H)-one (4) together with nafuredin (5). The structure of 4 was elucidated by spectroscopic analyses and its absolute configuration was determined by application of the modified Mosher's ester method. The absolute structure of (10'S)-verruculide B was determined as 5-[(10'S,2'E,6'E)-10',11'-dihydroxy-3',7',11'-trimethyldodeca-2',6'-dien-1'-yl]-(3R)-6,8-dihydroxy-3-methylisochroman-1-one (1) with the help of CD and NOE data. Compound 1 inhibited the activity of protein tyrosine phosphatases (PTPs) 1B (PTP1B), Src homology 2-containing PTP 1 (SHP1) and T-cell PTP (TCPTP) with IC

Indexed as

AscomycotaChromatography, High Pressure LiquidEnzyme InhibitorsEpigenesis, GeneticFabaceaeMagnetic Resonance SpectroscopyProtein Tyrosine PhosphatasesSesquiterpenesEnzyme InhibitorsProtein Tyrosine PhosphatasesSesquiterpenesverruculide B(10′S)-verruculide BEpigeneticHistone deacetylase inhibitorPhoma sp. nov. LG0217Protein tyrosine phosphatases

Identifiers

PMID28202316
PMCPMC5362119
OpenAlexW2584280744

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.