Synthesis of some 3- and 4-substituted 1,5-diphenylpyrrolidine-2,4-diones as potential antimicrobial and antineoplastic agents. Reactions with tetramic acid, Part 5.
The condensation of 1,5-diphenylpyrrolidine-2,4-dione (1) with the carboxyl compounds 2a-f afforded the corresponding 3-arylidene-1,5-diphenylpyrrolidine-2,4-diones 3a-f. Reaction of the parent compound 1 with isatin (4) yielded the condensation product 5 in an acidic medium, whereas compound 6 was obtained in an alkaline medium. The condensation of the primary amines 7a-f with compound 1 afforded the corresponding 4-substituted amino-1,5-diphenyl-delta 3-pyrrolin-2-ones 8a-f. All the compounds synthesized were screened for their antimicrobial activity, and four compounds were selected for screening for their antineoplastic activity. The compounds tested showed both antimicrobial and antineoplastic activities.
Saudi
M N S
MN
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Alexandria University, Egypt.
el Semary
M M A
MM
el Sawaf
G
G
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry*; D001419:Bacteria / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007202:Indicators and Reagents; D008826:Microbial Sensitivity Tests; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry*; D011760:Pyrrolidinones / Q000737:chemistry*; D011786:Quality Control; D013055:Spectrophotometry, Infrared; D014407:Tumor Cells, Cultured
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D007202:Indicators and Reagents; D011759:Pyrrolidines; D011760:Pyrrolidinones; C009435:tetramic acid