Journal
SYNTHETIC COMMUNICATIONS
Volume 49, Issue 12, Pages 1592-1602Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2019.1605444
Keywords
Spiro(oxindole-3; 2'-pyrrolidine); heteroaromatic ylidenes; N-substituted isatin; sarcosine; L-proline
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- KSCSTE
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Spiro(oxindole-3,2'-pyrrolidine) is a privileged scaffold displaying a wide spectrum of biological activities. A series of these molecules containing heterocyclic rings attached to the pyrrolidine unit has been synthesized utilizing the classical 1,3-dipolar cycloaddition reaction of azomethine ylide with heterocyclic ylidenes. The method portrays a two-step functionalization of thiophene/furan with spiropyrrolidine oxindoles in the second/third positions. Biological activity evaluation for antibacterial, cell toxicity, and anticancer potential were done. Compounds exhibited no antibacterial activity. However, they were found to be non-cytotoxic upto 100 mu g/ml and to exhibit potent anticancer activity by activating pro-apoptotic genes p53 and caspase 7. [GRAPHICS] .
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