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Synthesis and in vitro anticancer activities of substituted N-(4'-nitrophenyl)-l-prolinamides.


ABSTRACT: Prolinamides are present in secondary metabolites and have wide-ranging biological properties as well as antimicrobial and cytotoxic activities. N-(4'-substituted phenyl)-l-prolinamides 4a-4w were synthesized in two steps, starting from the condensation of p-fluoronitrobenzene 1a-1b with l-proline 2a-2b, under aqueous-alcoholic basic conditions to afford N-aryl-l-prolines 3a-3c, which underwent amidation via a two-stage, one-pot reaction involving SOCl2 and amines, to furnish l-prolinamides in 20-80% yield. The cytotoxicities of 4a-4w against four human carcinoma cell lines (SGC7901, HCT-116, HepG2 and A549) were evaluated by 3-(4,5-dimethylthiazol-2-yl)-2,5-dip

SUBMITTER: Osinubi A 

PROVIDER: S-EPMC7540745 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature