ChemInform Abstract: A Novel Entry into a New Class of Spiroheterocyclic Framework: Regioselective Synthesis of Dispiro[oxindole‐cyclohexanone]pyrrolidines and Dispiro[oxindolehexahydroindazole]pyrrolidines.

Raj, A. Amal; Raghunathan, R.

doi:10.1002/chin.200218111

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“…These five-member heterocycles are very important due to their high regioselectivity and stereoselectivity. A pyrrolidine scaffold is one of the paradigms of organic chemistry that exhibits a wide variety of properties and biological functions [2]. Spirooxindole cores are attractive synthetic targets due to their prevalence in numerous natural products and applications in medicine and therapeutics [3].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral Characterization, and Antiproliferative Activity of Dispiropyrrolidines Containing 2-Thioxothiazolidin-4-One Nucleus

Jayasuriya

Malavizhi²,

Celestina

et al. 2019

Asian J Pharm Clin Res

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Objective: Spiro compounds are present in nature, endowed with deep biological activities. Heterocyclic compounds with a pyrrolidine scaffold are one of the paradigms of organic chemistry that exhibits a wide variety of properties and biological functions. Based on these, seven dispiropyrrolidines have been accomplished by [3+2] cycloaddition reaction from acenaphthenequinone and sarcosine with several dipolaro files such as substituted 5-benzylidene-2-thioxothiazolidin-4-ones. Methods: Cycloadducts 4a-g were prepared by conventional method and the structures of the compounds 4a-g were completely characterized by infrared, 1H, 13C nuclear magnetic resonance spectral data, and elemental analysis. The cytotoxic activity of the synthesized compounds was carried out by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide assay. Results: The dispiropyrrolidines 4a-g were showed a moderate-to-good cytotoxic activity against human cervical cancer lines. Among all the synthesized compounds, 4d was found to be more potent with human cervical cancer line with an half maximal inhibitory concentration (IC50) value of 5.5 μM. Conclusion: The synthesized compound 4d found to be an excellent activity which is nearly closed to reference drug gemcitabine with an IC50 value of 4.6 μM.

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Section: Introductionmentioning

confidence: 99%