Evidence map›Paper›PMID 32752009›Full record

ArticleMarine drugs2020

Exploration of the Electrophilic Reactivity of the Cytotoxic Marine Alkaloid Discorhabdin C and Subsequent Discovery of a New Dimeric C-1/N-13-Linked Discorhabdin Natural Product.

Cary F C Lam, Melissa M Cadelis, Brent R Copp

Open access · goldAbstract read
In one paragraph

Article in Marine drugs, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
1.8field-weighted citation impact, top 17% 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

8 citing papers in PubMed, 18 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  6. Review
  7. Article
  8. Review
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

3 authors at 1 institution in 1 country.

Cary F C LamSchool of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.
Melissa M CadelisSchool of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.ORCID 0000-0003-3883-0109
Brent R CoppSchool of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.ORCID 0000-0001-5492-5269
University of Auckland · NZ

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The cytotoxic marine natural product discorhabdin C contains a 2,6-dibromo-cyclohexa-2,5-diene moiety, previously proposed to be a critical feature required for biological activity. We have determined that the dienone-ring of discorhabdin C is indeed electrophilic, reacting with thiol and amine nucleophiles, affording debrominated adducts. In the case of reaction with 1-aminopentane the product contains an unusual C-2/N-18 ring closed, double-hydrate moiety. This electrophilic reactivity also extends to proteins, with lysozyme-discorhabdin C adducts being detected by ESI mass spectrometry. These results prompted further examination of an extract of discorhabdin C-producing sponge,

Indexed as

AnimalsAntimalarialsAntineoplastic AgentsCell SurvivalColorectal NeoplasmsDimerizationHCT116 CellsHeterocyclic Compounds, 4 or More RingsHumansMarine ToxinsMolecular StructurePlasmodium falciparumPoriferaQuinonesStructure-Activity RelationshipAntimalarialsAntineoplastic Agentsdiscorhabdin Cdiscorhabdin LHeterocyclic Compounds, 4 or More RingsMarine ToxinsQuinonesalkaloidantimalarialdiscorhabdindiscorhabdin dimerelectrophilic reactivitymarine natural product

Identifiers

PMID32752009
PMCPMC7460216
OpenAlexW3046606728

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.