Synthesis of some 2-substituted pyrrolidine alkaloid analogues: N-benzyl-2-(5-substituted 1,3,4-oxadiazolyl) pyrrolidine derivatives and pharmacological screening

[Display omitted] Six of N-benzyl-2-(5-substituted 1,3,4-oxadiazolyl) pyrrolidine derivatives 5(a-f) were synthesized from l-proline and characterized by IR, 1H NMR, 13C NMR, and GC–MS. All compounds were tested for antioxidant activity in vitro by the DPPH method. The decrease in absorption of the...

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Bibliographic Details
Published in:Journal of Saudi Chemical Society 2022-05, Vol.26 (3), p.101448, Article 101448
Main Authors: Amarouche, Lemia, Mehdid, Mohammed Amine, Brahimi, Fawzia Taieb, Belkhadem, Fatima, Karmaoui, Mohamed, Othman, Adil A.
Format: Article
Language:English
Subjects:
1,3,4-Oxadiazol
Alkaloids analogues
Antibacterial activity
Antioxidant activity
N-benzyl-2-pyrrolidine
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Summary:[Display omitted] Six of N-benzyl-2-(5-substituted 1,3,4-oxadiazolyl) pyrrolidine derivatives 5(a-f) were synthesized from l-proline and characterized by IR, 1H NMR, 13C NMR, and GC–MS. All compounds were tested for antioxidant activity in vitro by the DPPH method. The decrease in absorption of the reaction mixture is considered to have strong antioxidant activity. Among the composites (2, 3, the 5 (b-f)) which bear N-benzyl-2-(5-substituted 1,3,4-oxadiazolyl) pyrrolidine moieties are the most active because they contain donor groups: -Ph-(p-NH2); -Ph-(p-F); -Ph-(p-Cl); N-Bz-Pyrrolidyl-. Antibacterial activities of the synthetic compounds assessed using the paper disk diffusion and broth dilution methods against Gram-negative bacteria: Escherichia coli ATCC 25922, Pseudomonas aerugenosa ATCC 27853 and Gram-positive bacteria, Staphylococcus aureus ATCC25923, Enterococcus faecalis (ATCC-29212) derived from ATCC 11778 and they showed a variable effect. Gentamycin was used as a positive reference.
ISSN:1319-6103
DOI:10.1016/j.jscs.2022.101448