Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

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36 Scopus citations


QSAR study describes the anti-neoplastic spiro-alkaloids with relevant molecular descriptors using CODESSA III software. The dispiro[3H-indole-3,2'-pyrrolidine-3',3"-piperidines] 24-48 were synthesized via [3 + 2]-cycloaddition reaction of azomethine ylides, (generated in situ via decarboxylative condensation of isatins 21-23 with sarcosine) and 3E,5E-1-alkyl-3,5-bis(arylmethylidene)-4-piperidones 10-20. Some of the synthesized analogues exhibited promising antitumor properties against HELA (cervical), HEPG2 (liver), T-47D, MCF7 (breast), and HCT116 (colon) human tumor cell lines, demonstrating activity close to or even better than the standard Doxorubicin, based on in vitro Sulfo-Rhodamine-B bio-assay.

Original languageEnglish (US)
Pages (from-to)1741-53
Number of pages13
JournalOrganic and Biomolecular Chemistry
Issue number6
StatePublished - Feb 14 2015


  • Alkaloids
  • Antineoplastic Agents
  • Cell Line, Tumor
  • Cell Proliferation
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Quantitative Structure-Activity Relationship
  • Software
  • Spiro Compounds
  • Journal Article
  • Research Support, Non-U.S. Gov't


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