View in EDS HTML Full Text PDF Full Text

Synthesis, biological evaluation and molecular modeling studies of novel 1,2,3-triazole-linked menadione-furan derivatives as P2X7 inhibitors.

Saved in:
Bibliographic Details
Title: Synthesis, biological evaluation and molecular modeling studies of novel 1,2,3-triazole-linked menadione-furan derivatives as P2X7 inhibitors.
Authors: dos Santos, Juliana P. S.1 (AUTHOR), Ribeiro, Ruan Carlos B.2 (AUTHOR), Faria, Juliana V.3,4 (AUTHOR), Bello, Murilo L.5 (AUTHOR), Lima, Carolina G. S.2 (AUTHOR), Pauli, Fernanda P.2 (AUTHOR), Borges, Amanda A.2 (AUTHOR), Rocha, David R.2 (AUTHOR), Moraes, Matheus G.2 (AUTHOR), Forezi, Luana S. M.2 (AUTHOR), Ferreira, Vitor F.2 (AUTHOR), Faria, Robson X.3,4 (AUTHOR) salvador@ioc.fiocruz.br, da Silva, Fernando de C.2 (AUTHOR) fcsilva@id.uff.br
Source: Journal of Bioenergetics & Biomembranes. Dec2022, Vol. 54 Issue 5/6, p227-239. 13p.
Subjects: Furan derivatives, Peritoneal macrophages, Molecular docking, Cell membranes, Ion channels, Adenosine triphosphate, Binding sites
Abstract: The P2X7 receptor (P2X7R) is an ion channel that promotes the passage of ions through the membrane through brief stimulation once activated by ATP, its endogenous opener. However, prolonged stimulation with ATP, which occurs in pathological processes, opens a nonselective pore in the plasma membrane, allowing the passage of large molecules and leading to cytokine release or even cell death. In this sense, the search for new inhibitors for this receptor has attracted a great deal of attention in recent years. Considering the booming of biomass upgrading reactions in recent years and the continued efforts to synthesize biologically active molecules containing the 1,2,3-triazole ring, in the present work, we aimed to investigate whether triazole-linked menadione-furan derivatives could present P2X7R inhibitory activity. The novel compounds were tested for their inhibitory activity on ATP-induced dye uptake in peritoneal macrophages. Some have shown promising results, having displayed IC50 values lower than that of the P2X7R inhibitor BBG. Molecular docking studies also indicated that the active compounds bind to an allosteric site on P2X7R, presenting potential P2X7R inhibition. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Bioenergetics & Biomembranes is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
Full text is not displayed to guests.
FullText Links:
  – Type: pdflink
Text:
  Availability: 1
Header DbId: egs
DbLabel: Engineering Source
An: 160424535
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
IllustrationInfo
Items – Name: Title
  Label: Title
  Group: Ti
  Data: Synthesis, biological evaluation and molecular modeling studies of novel 1,2,3-triazole-linked menadione-furan derivatives as P2X7 inhibitors.
– Name: Author
  Label: Authors
  Group: Au
  Data: <searchLink fieldCode="AR" term="%22dos+Santos%2C+Juliana+P%2E+S%2E%22">dos Santos, Juliana P. S.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Ribeiro%2C+Ruan+Carlos+B%2E%22">Ribeiro, Ruan Carlos B.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Faria%2C+Juliana+V%2E%22">Faria, Juliana V.</searchLink><relatesTo>3,4</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Bello%2C+Murilo+L%2E%22">Bello, Murilo L.</searchLink><relatesTo>5</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lima%2C+Carolina+G%2E+S%2E%22">Lima, Carolina G. S.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Pauli%2C+Fernanda+P%2E%22">Pauli, Fernanda P.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Borges%2C+Amanda+A%2E%22">Borges, Amanda A.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Rocha%2C+David+R%2E%22">Rocha, David R.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Moraes%2C+Matheus+G%2E%22">Moraes, Matheus G.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Forezi%2C+Luana+S%2E+M%2E%22">Forezi, Luana S. M.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Ferreira%2C+Vitor+F%2E%22">Ferreira, Vitor F.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Faria%2C+Robson+X%2E%22">Faria, Robson X.</searchLink><relatesTo>3,4</relatesTo> (AUTHOR)<i> salvador@ioc.fiocruz.br</i><br /><searchLink fieldCode="AR" term="%22da+Silva%2C+Fernando+de+C%2E%22">da Silva, Fernando de C.</searchLink><relatesTo>2</relatesTo> (AUTHOR)<i> fcsilva@id.uff.br</i>
– Name: TitleSource
  Label: Source
  Group: Src
  Data: <searchLink fieldCode="JN" term="%22Journal+of+Bioenergetics+%26+Biomembranes%22">Journal of Bioenergetics & Biomembranes</searchLink>. Dec2022, Vol. 54 Issue 5/6, p227-239. 13p.
– Name: Subject
  Label: Subjects
  Group: Su
  Data: <searchLink fieldCode="DE" term="%22Furan+derivatives%22">Furan derivatives</searchLink><br /><searchLink fieldCode="DE" term="%22Peritoneal+macrophages%22">Peritoneal macrophages</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+docking%22">Molecular docking</searchLink><br /><searchLink fieldCode="DE" term="%22Cell+membranes%22">Cell membranes</searchLink><br /><searchLink fieldCode="DE" term="%22Ion+channels%22">Ion channels</searchLink><br /><searchLink fieldCode="DE" term="%22Adenosine+triphosphate%22">Adenosine triphosphate</searchLink><br /><searchLink fieldCode="DE" term="%22Binding+sites%22">Binding sites</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: The P2X7 receptor (P2X7R) is an ion channel that promotes the passage of ions through the membrane through brief stimulation once activated by ATP, its endogenous opener. However, prolonged stimulation with ATP, which occurs in pathological processes, opens a nonselective pore in the plasma membrane, allowing the passage of large molecules and leading to cytokine release or even cell death. In this sense, the search for new inhibitors for this receptor has attracted a great deal of attention in recent years. Considering the booming of biomass upgrading reactions in recent years and the continued efforts to synthesize biologically active molecules containing the 1,2,3-triazole ring, in the present work, we aimed to investigate whether triazole-linked menadione-furan derivatives could present P2X7R inhibitory activity. The novel compounds were tested for their inhibitory activity on ATP-induced dye uptake in peritoneal macrophages. Some have shown promising results, having displayed IC50 values lower than that of the P2X7R inhibitor BBG. Molecular docking studies also indicated that the active compounds bind to an allosteric site on P2X7R, presenting potential P2X7R inhibition. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Bioenergetics & Biomembranes is the property of Springer Nature and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
PLink https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=160424535
RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1007/s10863-022-09947-2
    Languages:
      – Code: eng
        Text: English
    PhysicalDescription:
      Pagination:
        PageCount: 13
        StartPage: 227
    Subjects:
      – SubjectFull: Furan derivatives
        Type: general
      – SubjectFull: Peritoneal macrophages
        Type: general
      – SubjectFull: Molecular docking
        Type: general
      – SubjectFull: Cell membranes
        Type: general
      – SubjectFull: Ion channels
        Type: general
      – SubjectFull: Adenosine triphosphate
        Type: general
      – SubjectFull: Binding sites
        Type: general
    Titles:
      – TitleFull: Synthesis, biological evaluation and molecular modeling studies of novel 1,2,3-triazole-linked menadione-furan derivatives as P2X7 inhibitors.
        Type: main
  BibRelationships:
    HasContributorRelationships:
      – PersonEntity:
          Name:
            NameFull: dos Santos, Juliana P. S.
      – PersonEntity:
          Name:
            NameFull: Ribeiro, Ruan Carlos B.
      – PersonEntity:
          Name:
            NameFull: Faria, Juliana V.
      – PersonEntity:
          Name:
            NameFull: Bello, Murilo L.
      – PersonEntity:
          Name:
            NameFull: Lima, Carolina G. S.
      – PersonEntity:
          Name:
            NameFull: Pauli, Fernanda P.
      – PersonEntity:
          Name:
            NameFull: Borges, Amanda A.
      – PersonEntity:
          Name:
            NameFull: Rocha, David R.
      – PersonEntity:
          Name:
            NameFull: Moraes, Matheus G.
      – PersonEntity:
          Name:
            NameFull: Forezi, Luana S. M.
      – PersonEntity:
          Name:
            NameFull: Ferreira, Vitor F.
      – PersonEntity:
          Name:
            NameFull: Faria, Robson X.
      – PersonEntity:
          Name:
            NameFull: da Silva, Fernando de C.
    IsPartOfRelationships:
      – BibEntity:
          Dates:
            – D: 01
              M: 12
              Text: Dec2022
              Type: published
              Y: 2022
          Identifiers:
            – Type: issn-print
              Value: 0145479X
          Numbering:
            – Type: volume
              Value: 54
            – Type: issue
              Value: 5/6
          Titles:
            – TitleFull: Journal of Bioenergetics & Biomembranes
              Type: main
ResultId 1