Novel spirooxindole-pyrrolidine compounds: synthesis, anticancer and molecular docking studies.
Novel spirooxindole-pyrrolidine compounds have been synthesised through 1,3-dipolar cycloaddition of azomethine ylides generated from isatin and sarcosine or thioproline with the dipolarophile 3-(1H-imidazol-2-yl)-2-(1H-indole-3-carbonyl)acrylonitrile under the optimised reaction condition. Synthesised compounds were evaluated for their anticancer activity against A549 human lung adenocarcinoma cancer cell line. Among the 29 tested compounds 4j, 6b and 6h showed very high activity 66.3%, 64.8% and 66.3% at 25 μg/mL concentration against A549 lung adenocarcinoma cancer cell line. These spirooxindole-pyrrolidine compounds can be promising therapeutic agents for A549 lung adenocarcinoma cancer cell line.
Organic Chemistry Division, CSIR-Central Leather Research Institute, Chennai 600020, India.
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Arun
Organic Chemistry Division, CSIR-Central Leather Research Institute, Chennai 600020, India.
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Saranraj
Division of Microbiology and Cancer Biology, Entomology Research Institute, Loyola College, Chennai 600034, India.
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Balachandran
Organic Chemistry Division, CSIR-Central Leather Research Institute, Chennai 600020, India. Electronic address: ptperumal@gmail.com.
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Perumal
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D062105:Molecular Docking Simulation; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000970:Antineoplastic Agents; D007211:Indoles; D011759:Pyrrolidines; C032519:pyrrolidine
Anticancer activity; Azomethine ylide cycloaddition; Molecular docking; Multicomponent reaction; Pyrrolidine; Spirooxindole