Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
7.4
4.2
Journals
Molecules
Special Issues
Pyrazine Derivatives
molecules-logo
Submit to Molecules Review for Molecules Propose a Special Issue

Journal Menu

► Journal Menu

Journal Browser

► Journal Browser
share announcement

Pyrazine Derivatives

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (30 June 2020) | Viewed by 15024

Special Issue Editor

Dr. Maria João Queiroz

E-Mail Website
Guest Editor
Centro de Química, Universidade do Minho (CQ/UM), Campus de Gualtar, 4710-057 Braga, Portugal
Interests: metal-catalyzed reactions (cross-couplings, C-H activation, and carbonylations); nucleophilic aromatic substitution; synthesis of heterocycles of N and/or S; antitumoral and anti-angiogenic compounds
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Pyrazine and its derivatives constitute an important class of heterocyclic compounds that are present in many natural products and can be synthesized chemically or biologically. They are important components of aroma fragrances and widely used as agrochemicals. Pyrazine-containing drugs are also extensively used for different therapeutic purposes. Besides that, pyrazine derivatives have applications as dyes, electroluminescent materials, organic semi-conductors, and as suitable ligands in coordination chemistry.

The pyrazine nucleus is present in many polycyclic compounds of biological significance such as quinoxalines and phenazines and bio-luminescent natural products such as pteridines and flavins. Condensed systems containing pyrazine and other heterocyclic scaffolds have given rise to compounds with several biological activities.

Researchers in the field are cordially invited to submit relevant manuscripts to the synthesis of pyrazine derivatives and their use in the construction of condensed systems for a Special Issue, ‘Pyrazine Derivatives’, within the journal Molecules. Moreover, contributions regarding their potential applications are also welcome.

Prof. Dr. Maria João Queiroz
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • Pyrazine derivatives
  • Heterocyclic fused pyrazine derivatives
  • Metal-catalyzed reactions
  • Nucleophilic aromatic substitution
  • Green methodologies
  • Potential applications

Benefits of Publishing in a Special Issue

  • Ease of navigation: Grouping papers by topic helps scholars navigate broad scope journals more efficiently.
  • Greater discoverability: Special Issues support the reach and impact of scientific research. Articles in Special Issues are more discoverable and cited more frequently.
  • Expansion of research network: Special Issues facilitate connections among authors, fostering scientific collaborations.
  • External promotion: Articles in Special Issues are often promoted through the journal's social media, increasing their visibility.
  • Reprint: MDPI Books provides the opportunity to republish successful Special Issues in book format, both online and in print.

Further information on MDPI's Special Issue policies can be found here.

Published Papers (3 papers)

Download All Papers
Order results
Result details
Show export options expand_more Show export options expand_less
Select all
Export citation of selected articles as:

Research

29 pages, 6536 KiB  
Article
N-Pyrazinoyl Substituted Amino Acids as Potential Antimycobacterial Agents—the Synthesis and Biological Evaluation of Enantiomers
by Martin Juhás, Lucie Kučerová, Ondřej Horáček, Ondřej Janďourek, Vladimír Kubíček, Klára Konečná, Radim Kučera, Pavel Bárta, Jiří Janoušek, Pavla Paterová, Jiří Kuneš, Martin Doležal and Jan Zitko
Molecules 2020, 25(7), 1518; https://doi.org/10.3390/molecules25071518 - 27 Mar 2020
Cited by 5 | Viewed by 3953
Abstract
Tuberculosis is an infectious disease caused by Mycobacterium tuberculosis (Mtb), each year causing millions of deaths. In this article, we present the synthesis and biological evaluations of new potential antimycobacterial compounds containing a fragment of the first-line antitubercular drug pyrazinamide (PZA), coupled with [...] Read more.
Tuberculosis is an infectious disease caused by Mycobacterium tuberculosis (Mtb), each year causing millions of deaths. In this article, we present the synthesis and biological evaluations of new potential antimycobacterial compounds containing a fragment of the first-line antitubercular drug pyrazinamide (PZA), coupled with methyl or ethyl esters of selected amino acids. The antimicrobial activity was evaluated on a variety of (myco)bacterial strains, including Mtb H37Ra, M. smegmatis, M. aurum, Staphylococcus aureus, Pseudomonas aeruginosa, and fungal strains, including Candida albicans and Aspergillus flavus. Emphasis was placed on the comparison of enantiomer activities. None of the synthesized compounds showed any significant activity against fungal strains, and their antibacterial activities were also low, the best minimum inhibitory concentration (MIC) value was 31.25 µM. However, several compounds presented high activity against Mtb. Overall, higher activity was seen in derivatives containing l-amino acids. Similarly, the activity seems tied to the more lipophilic compounds. The most active derivative contained phenylglycine moiety (PC-d/l-Pgl-Me, MIC < 1.95 µg/mL). All active compounds possessed low cytotoxicity and good selectivity towards Mtb. To the best of our knowledge, this is the first study comparing the activities of the d- and l-amino acid derivatives of pyrazinamide as potential antimycobacterial compounds. Full article
(This article belongs to the Special Issue Pyrazine Derivatives)
►▼ Show Figures

Figure 1

20 pages, 5519 KiB  
Article
Substituted N-(Pyrazin-2-yl)benzenesulfonamides; Synthesis, Anti-Infective Evaluation, Cytotoxicity, and In Silico Studies
by Ghada Bouz, Martin Juhás, Lluis Pausas Otero, Cristina Paredes de la Red, Ondřej Janďourek, Klára Konečná, Pavla Paterová, Vladimír Kubíček, Jiří Janoušek, Martin Doležal and Jan Zitko
Molecules 2020, 25(1), 138; https://doi.org/10.3390/molecules25010138 - 29 Dec 2019
Cited by 12 | Viewed by 5015
Abstract
We prepared a series of substituted N-(pyrazin-2-yl)benzenesulfonamides as an attempt to investigate the effect of different linkers connecting pyrazine to benzene cores on antimicrobial activity when compared to our previous compounds of amide or retro-amide linker type. Only two compounds, 4-amino-N [...] Read more.
We prepared a series of substituted N-(pyrazin-2-yl)benzenesulfonamides as an attempt to investigate the effect of different linkers connecting pyrazine to benzene cores on antimicrobial activity when compared to our previous compounds of amide or retro-amide linker type. Only two compounds, 4-amino-N-(pyrazin-2-yl)benzenesulfonamide (MIC = 6.25 μg/mL, 25 μM) and 4-amino-N-(6-chloropyrazin-2-yl)benzenesulfonamide (MIC = 6.25 μg/mL, 22 μM) exerted good antitubercular activity against M. tuberculosis H37Rv. However, they were excluded from the comparison as they—unlike the other compounds—possessed the pharmacophore for the inhibition of folate pathway, which was proven by docking studies. We performed target fishing, where we identified matrix metalloproteinase-8 as a promising target for our title compounds that is worth future exploration. Full article
(This article belongs to the Special Issue Pyrazine Derivatives)
►▼ Show Figures

Figure 1

19 pages, 1401 KiB  
Article
Derivatives of 3-Aminopyrazine-2-carboxamides: Synthesis, Antimicrobial Evaluation, and in Vitro Cytotoxicity
by Ghada Bouz, Lucia Semelková, Ondřej Janďourek, Klára Konečná, Pavla Paterová, Lucie Navrátilová, Vladimír Kubíček, Jiří Kuneš, Martin Doležal and Jan Zitko
Molecules 2019, 24(7), 1212; https://doi.org/10.3390/molecules24071212 - 28 Mar 2019
Cited by 12 | Viewed by 4674
Abstract
We report the design, synthesis, and in vitro antimicrobial activity of a series of N-substituted 3-aminopyrazine-2-carboxamides with free amino groups in position 3 on the pyrazine ring. Based on various substituents on the carboxamidic moiety, the series is subdivided into benzyl, alkyl, [...] Read more.
We report the design, synthesis, and in vitro antimicrobial activity of a series of N-substituted 3-aminopyrazine-2-carboxamides with free amino groups in position 3 on the pyrazine ring. Based on various substituents on the carboxamidic moiety, the series is subdivided into benzyl, alkyl, and phenyl derivatives. The three-dimensional structures of the title compounds were predicted using energy minimization and low mode molecular dynamics under AMBER10:EHT forcefield. Compounds were evaluated for antimycobacterial, antibacterial, and antifungal activities in vitro. The most active compound against Mycobacterium tuberculosis H37Rv (Mtb) was 3-amino-N-(2,4-dimethoxyphenyl)pyrazine-2-carboxamide (17, MIC = 12.5 µg/mL, 46 µM). Antimycobacterial activity against Mtb and M. kansasii along with antibacterial activity increased among the alkyl derivatives with increasing the length of carbon side chain. Antibacterial activity was observed for phenyl and alkyl derivatives, but not for benzyl derivatives. Antifungal activity was observed in all structural subtypes, mainly against Trichophyton interdigitale and Candida albicans. The four most active compounds (compounds 10, 16, 17, 20) were evaluated for their in vitro cytotoxicity in HepG2 cancer cell line; only compound 20 was found to exert some level of cytotoxicity. Compounds belonging to the current series were compared to previously published, structurally related compounds in terms of antimicrobial activity to draw structure activity relationships conclusions. Full article
(This article belongs to the Special Issue Pyrazine Derivatives)
►▼ Show Figures

Figure 1

Show export options expand_more Show export options expand_less
Select all
Export citation of selected articles as:
 
Displaying articles 1-3
Back to TopTop