Spirooxindole-Pyrrolizidine: Synthesis, Crystal Structure, and Anticancer Activity

Abstract

The nitrogen-containing heterocyclic compounds, in specific spiro-pyrrolizidine analogues were found to be effective in the cancer-fighting abilities, which also apply to spirooxindole-pyrrolidine. Hence, Motivated by the anticaner abilities of spiro-pyrrolizidine analogues, we devised a scheme employing 3,5-dibenzyloxy acetophenone and trimethoxy benzaldehyde for the synthesis of spirooxindole-pyrrolidine. Upon testing the synthesized 2′-(3,5-bis(benzyloxy)benzoyl)-1′-(3,4,5-trimethoxyphenyl)-1′,2′,5′,6′,7′,7a′-hexahydrospiro[indoline-3,3′-pyrrolizin]-2-one (compound 1) cancer cell lines exhibited significant anticancer efficacy with IC₅₀ values 51.75 and 70.08 µM for MDA-MB 231 and HCT-116 cell lines respectively. The structure of the synthesized compound is elucidated with spectral and XRD data.