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Regio- and Stereoselective Synthesis of Dispiropyrrolidineoxindole Derivatives by Using Classical and Microwave Conditions, and Molecular Docking Studies of Them as Potential Cyclin Dependent Kinases (CDK5) Inhibitors

Matloubi Moghaddam, F ; Sharif University of Technology | 2023

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  1. Type of Document: Article
  2. DOI: 10.1080/10406638.2022.2127801
  3. Publisher: Taylor and Francis Ltd , 2023
  4. Abstract:
  5. A Solvent-free microwave-assisted green approach has been presented the synthesis of dispiropyrrolidineoxindole compounds with regio- and stereoselectivity and the excellent yields in short reaction times. A comparative study of the synthesis of dispiropyrrolidineoxindole derivatives by conventional heating and microwave condition has been described by the cycloaddition of azomethine ylides generated from sarcosine and isatin with the dipolarophile aurones. Molecular docking studies were carried out to explore the synthesized bispirooxindoles as inhibitors of CDK5. One of these compounds exhibited excellent binding affinity for cyclin dependent kinases (CDK5). Also, the structures were established by spectroscopic techniques as well as single crystal X-ray analysis. © 2022 Taylor & Francis Group, LLC
  6. Keywords:
  7. Azomethine ylide ; Catalyst and solvent-free ; Dipolar cycloaddition ; Green chemistry ; Microwave ; Regioselectivity
  8. Source: Polycyclic Aromatic Compounds ; Volume 43, Issue 8 , 2023 , Pages 6898-6910 ; 10406638 (ISSN)
  9. URL: https://www.tandfonline.com/doi/full/10.1080/10406638.2022.2127801