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Synthesis, characterization and antimicrobial properties of two derivatives of pyrrolidine-2,5-dione fused at positions-3,4 to a dibenzobarrelene backbone

Article scientifique 2022 Anglais

Résumé

A new diazo derivative of a pyrrolidine-2,5-dione (8) fused at position-3,4 to a dibenzobarrelene backbone has been prepared by coupling the previously reported N-arylsuccinimid (5) precursor with aryldiazonium ion of aniline. The initial step of the reaction involved the preparation of the intermediate 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic anhydride (3) through [4 + 2]-cycloaddition between anthracene and maleic anhydride in refluxing xylene which was then condensed with para-aminophenol to give compound 5. Compounds 5 and 8 were characterized by their physical, elemental, and spectroscopic data. 2D-NMR (COSY, HSQC, and HMBC) techniques were used to confirm the structure of compound 5. Compounds 5 (MIC = 32-128 μg/mL) and 8 (MIC = 16-256 μg/mL) along with the precursor 3 (MIC = 64-128 μg/mL) displayed moderate to low antimicrobial activities against selected bacterial and fungal species when compared with those of nystatin (MIC = 0.50-2 μg/mL) and ciprofloxacin (MIC = 0.50-16 μg/mL) used as reference drugs.

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Fondjo, E., Njoya, A., Tamokou, J., Doungmo, G., Lenta, B., Simon, P., Tsopmo, A., Kuiate, J. (2022). Synthesis, characterization and antimicrobial properties of two derivatives of pyrrolidine-2,5-dione fused at positions-3,4 to a dibenzobarrelene backbone. https://doi.org/10.1186/s13065-022-00801-5

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Auteur(s)

Emmanuel Sopbué Fondjo Abdou Salamou Njoya Jean‐De‐Dieu Tamokou Giscard Doungmo Bruno Ndjakou Lenta Peter F. W. Simon Apollinaire Tsopmo Jules‐Roger Kuiate

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