Abstract
AbstractA 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 reportedN-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 compound5. Compounds5and8were characterized by their physical, elemental, and spectroscopic data. 2D-NMR (COSY, HSQC, and HMBC) techniques were used to confirm the structure of compound5. Compounds5(MIC = 32–128 μg/mL) and8(MIC = 16–256 μg/mL) along with the precursor3(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.Graphical Abstract
Funder
Deutscher Akademischer Austauschdienst
Publisher
Springer Science and Business Media LLC
Reference30 articles.
1. Rajput SS, Patil MM. Succinimides: synthesis, reaction and biological activity. Int J Pharm Pharm Sci. 2014;6(11):8–14.
2. Sudhakar KB, Prabhakar V, Ravindranath LK, Kumari MS, Latha J. Synthesis, characterization and biological evaluation of novel trisubstituted quinazoline 1,2,4-triazole derivatives bearing cis-substituted pyrrolidine and sulphone moieties. Eur J Pharm Med Res. 2015;2:873–99.
3. Narayana MB, Sharma L, Madhavan V. Synthesis and antimicrobial activity of some novel pyrrolidine derivatives. Int J Chem Tech Res. 2012;4:903–9.
4. Xun L, Yalin L, Wenfang X. Design, synthesis, and evaluation of novel galloyl pyrrolidine derivatives as potential anti-tumor agents. Bioorg Med Chem. 2006;14:1287–93.
5. Kornet MJ, Crider AM, Magarian EO. Potential long-acting anticonvulsants; synthesis and activity of succinimides containing an alkylating group at the 2 position. J Med Chem. 1977;20(3):405–9.
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