Synthesis and Structural Study of Amidrazone Derived Pyrrole-2,5-Dione Derivatives: Potential Anti-Inflammatory Agents
1 -pyrrole-2,5-dione derivatives are known for their wide range of pharmacological properties, including anti-inflammatory and antimicrobial activities. This study aimed to synthesize new 3,4-dimethyl- -pyrrole-2,5-dione derivatives - in the reaction of -substituted amidrazones with 2,3-dimethylmale...
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Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2022-04, Vol.27 (9), p.2891 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 1
-pyrrole-2,5-dione derivatives are known for their wide range of pharmacological properties, including anti-inflammatory and antimicrobial activities. This study aimed to synthesize new 3,4-dimethyl-
-pyrrole-2,5-dione derivatives
-
in the reaction of
-substituted amidrazones with 2,3-dimethylmaleic anhydride and evaluate their structural and biological properties. Compounds
-
were studied by the
H-
C NMR two-dimensional techniques (HMQC, HMBC) and single-crystal X-ray diffraction (derivatives
and
). The anti-inflammatory activity of compounds
-
was examined by both an anti-proliferative study and a production study on the inhibition of pro-inflammatory cytokines (IL-6 and TNF-α) in anti-CD3 antibody- or lipopolysaccharide-stimulated human peripheral blood mononuclear cell (PBMC) cultures. The antibacterial activity of compounds
against
,
,
,
,
,
,
and
strains was determined using the broth microdilution method. Structural studies of
-
revealed the presence of distinct
and
stereoisomers in the solid state and the solution. All compounds significantly inhibited the proliferation of PBMCs in anti-CD3-stimulated cultures. The strongest effect was observed for derivatives
-
. The strongest inhibition of pro-inflammatory cytokine production was observed for the most promising anti-inflammatory compound
. |
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ISSN: | 1420-3049 1420-3049 |
DOI: | 10.3390/molecules27092891 |