Potential MRSA inhibitory activity of some new benzofuran-pyrazolo[1,5-a]pyrimidine hybrids attached to arene units via methylene or azo linkage.
Title: | Potential MRSA inhibitory activity of some new benzofuran-pyrazolo[1,5-a]pyrimidine hybrids attached to arene units via methylene or azo linkage. |
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Authors: | Sanad, Sherif M. H.1 (AUTHOR) sherif_hamed1980@cu.edu.eg, Mekky, Ahmed E. M.1 (AUTHOR) |
Source: | Synthetic Communications. 2024, Vol. 54 Issue 21, p1857-1870. 14p. |
Subject Terms: | *ESCHERICHIA coli, *AZO compounds, *BENZOFURAN, *METHICILLIN-resistant staphylococcus aureus, *ANTIBACTERIAL agents, *LINEZOLID |
Abstract: | MRSA, a resistant bacteria causing severe infections, is targeted by researchers developing new anti-resistance compounds. The study aimed to investigate the MRSA inhibitory activity of two series of benzofuran-pyrazolo[1,5-a]pyrimidines 1 and 2, attached to arene units via methylene or azo linkage, respectively. The desired products were prepared, in 82–92% yields, by reacting benzofuran-based enaminone 4 with the appropriate 1H-pyrazole-3,5-diamines 5 in pyridine at reflux for 5–6 h. The new hybrids showed a wide spectrum of antibacterial activity against different ATCC strains. Products with azo linkage and para-substituted arene units with electron-releasing groups demonstrated higher antibacterial activity. 3-((4-Methoxyphenyl)diazenyl)-linked pyrazolo[1,5-a]pyrimidine 2e demonstrates activity that exceeded the reference ciprofloxacin with MIC/MBC values of 1.8/3.6 µM against S. aureus and E. coli strains. Also, it demonstrated more effective MRSA inhibitory activity than the reference linezolid, with MIC/MBC values of 3.6/14.4 and 1.8/7.2 µM against MRSA ATCC:33591 and ATCC:43300 strains, respectively. [ABSTRACT FROM AUTHOR] |
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Items | – Name: Title Label: Title Group: Ti Data: Potential MRSA inhibitory activity of some new benzofuran-pyrazolo[1,5-a]pyrimidine hybrids attached to arene units via methylene or azo linkage. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Sanad%2C+Sherif+M%2E+H%2E%22">Sanad, Sherif M. H.</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> sherif_hamed1980@cu.edu.eg</i><br /><searchLink fieldCode="AR" term="%22Mekky%2C+Ahmed+E%2E+M%2E%22">Mekky, Ahmed E. M.</searchLink><relatesTo>1</relatesTo> (AUTHOR) – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Synthetic+Communications%22">Synthetic Communications</searchLink>. 2024, Vol. 54 Issue 21, p1857-1870. 14p. – Name: Subject Label: Subject Terms Group: Su Data: *<searchLink fieldCode="DE" term="%22ESCHERICHIA+coli%22">ESCHERICHIA coli</searchLink><br />*<searchLink fieldCode="DE" term="%22AZO+compounds%22">AZO compounds</searchLink><br />*<searchLink fieldCode="DE" term="%22BENZOFURAN%22">BENZOFURAN</searchLink><br />*<searchLink fieldCode="DE" term="%22METHICILLIN-resistant+staphylococcus+aureus%22">METHICILLIN-resistant staphylococcus aureus</searchLink><br />*<searchLink fieldCode="DE" term="%22ANTIBACTERIAL+agents%22">ANTIBACTERIAL agents</searchLink><br />*<searchLink fieldCode="DE" term="%22LINEZOLID%22">LINEZOLID</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: MRSA, a resistant bacteria causing severe infections, is targeted by researchers developing new anti-resistance compounds. The study aimed to investigate the MRSA inhibitory activity of two series of benzofuran-pyrazolo[1,5-a]pyrimidines 1 and 2, attached to arene units via methylene or azo linkage, respectively. The desired products were prepared, in 82–92% yields, by reacting benzofuran-based enaminone 4 with the appropriate 1H-pyrazole-3,5-diamines 5 in pyridine at reflux for 5–6 h. The new hybrids showed a wide spectrum of antibacterial activity against different ATCC strains. Products with azo linkage and para-substituted arene units with electron-releasing groups demonstrated higher antibacterial activity. 3-((4-Methoxyphenyl)diazenyl)-linked pyrazolo[1,5-a]pyrimidine 2e demonstrates activity that exceeded the reference ciprofloxacin with MIC/MBC values of 1.8/3.6 µM against S. aureus and E. coli strains. Also, it demonstrated more effective MRSA inhibitory activity than the reference linezolid, with MIC/MBC values of 3.6/14.4 and 1.8/7.2 µM against MRSA ATCC:33591 and ATCC:43300 strains, respectively. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Synthetic Communications is the property of Taylor & Francis Ltd and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. 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.) |
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RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1080/00397911.2024.2409875 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 14 StartPage: 1857 Subjects: – SubjectFull: ESCHERICHIA coli Type: general – SubjectFull: AZO compounds Type: general – SubjectFull: BENZOFURAN Type: general – SubjectFull: METHICILLIN-resistant staphylococcus aureus Type: general – SubjectFull: ANTIBACTERIAL agents Type: general – SubjectFull: LINEZOLID Type: general Titles: – TitleFull: Potential MRSA inhibitory activity of some new benzofuran-pyrazolo[1,5-a]pyrimidine hybrids attached to arene units via methylene or azo linkage. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Sanad, Sherif M. H. – PersonEntity: Name: NameFull: Mekky, Ahmed E. M. IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 11 Text: 2024 Type: published Y: 2024 Identifiers: – Type: issn-print Value: 00397911 Numbering: – Type: volume Value: 54 – Type: issue Value: 21 Titles: – TitleFull: Synthetic Communications Type: main |
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