Evidence map›Paper›PMID 31775253›Full record

ArticleMolecules (Basel, Switzerland)2019

Synthesis of Amino Acid-Naphthoquinones and In Vitro Studies on Cervical and Breast Cell Lines.

Ernesto Rivera-Ávalos, Denisse de Loera, Jorge Gustavo Araujo-Huitrado, Ismailia Leilani Escalante-García, Miguel Antonio Muñoz-Sánchez, Hiram Hernández, Jesús Adrián López, Lluvia López

Abstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
–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

11 citing papers in PubMed.

  1. Article
  2. Article
  3. Synthesis of Novel Fluoro Phenyl TriazolesCurrent organic synthesis · 2024
    Article
  4. [Latest Findings on the Function of Immune Metabolism in Tumor Immunity].Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition · 2023
    Review
  5. Review
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. 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.

Ernesto Rivera-ÁvalosSchool of Chemistry, Universidad Autónoma de San Luis Potosí, Av. Manuel Nava No. 6, SLP 78210, Mexico.
Denisse de LoeraSchool of Chemistry, Universidad Autónoma de San Luis Potosí, Av. Manuel Nava No. 6, SLP 78210, Mexico.
Jorge Gustavo Araujo-HuitradoLaboratorio de microRNAs y Cáncer, Unidad Académica de Ciencias Biológicas, Universidad Autónoma de Zacatecas, Av. Preparatoria No.301, ZAC 98068, Mexico.
Ismailia Leilani Escalante-GarcíaUnidad Académica de Ciencias Químicas, Universidad Autónoma de Zacatecas, Carr. Zacatecas-Guadalajara km 6, ZAC 98160, Mexico.ORCID 0000-0001-7193-6875
Miguel Antonio Muñoz-SánchezUnidad Académica de Ciencias Químicas, Universidad Autónoma de Zacatecas, Carr. Zacatecas-Guadalajara km 6, ZAC 98160, Mexico.
Hiram HernándezUnidad Académica de Ciencias Químicas, Universidad Autónoma de Zacatecas, Carr. Zacatecas-Guadalajara km 6, ZAC 98160, Mexico.ORCID 0000-0002-4286-163X
Jesús Adrián LópezLaboratorio de microRNAs y Cáncer, Unidad Académica de Ciencias Biológicas, Universidad Autónoma de Zacatecas, Av. Preparatoria No.301, ZAC 98068, Mexico.ORCID 0000-0001-8012-7041
Lluvia LópezInstituto de Investigación de Zonas Desérticas, Universidad Autónoma de San Luis Potosí, Altaír No. 200, SLP 78377, Mexico.ORCID 0000-0002-6408-3306

Funding

National Council of Science and Technology Project CB-2013-01-220844 and PhD Scholarship No. 304251
6 · The paper itself

Abstract

We performed an extensive analysis about the reaction conditions of the 1,4-Michael addition of amino acids to 1,4-naphthoquinone and substitution to 2,3-dichloronaphthoquinone, and a complete evaluation of stoichiometry, use of different bases, and the pH influence was performed. We were able to show that microwave-assisted synthesis is the best method for the synthesis of naphthoquinone-amino acid and chloride-naphthoquinone-amino acid derivatives with 79-91% and 78-91% yields, respectively. The cyclic voltammetry profiles showed that both series of naphthoquinone-amino acid derivatives mainly display one quasi-reversible redox reaction process. Interestingly, it was shown that naphthoquinone derivatives possess a selective antitumorigenic activity against cervix cancer cell lines and chloride-naphthoquinone-amino acid derivatives against breast cancer cell lines. Furthermore, the newly synthetized compounds with asparagine-naphthoquinones (

Indexed as

Amino AcidsAntineoplastic AgentsBreast NeoplasmsCell Line, TumorCell ProliferationDrug Screening Assays, AntitumorFemaleHumansNaphthoquinonesUterine Cervical NeoplasmsAmino AcidsAntineoplastic AgentsNaphthoquinonesalternative methodsamino acidsanticancermicrowavenaphthoquinoneultrasound

Identifiers

PMID31775253
PMCPMC6930466

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.