Synthesis of indolostilbenes via FeCl3-promoted oxidative cyclisation and their biological effects on NG108-15 cell viability and H2O2-induced cytotoxicity

Mohamad Nurul Azmi, Tan Aik Sian, Munirah Suhaimi, Muhamad Noor Alfarizal Kamarudin, Mohd Fadzli Md Din, Mohd Azlan Nafiah, Noel F. Thomas, Habsah Abdul Kadir, Khalijah Awang

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Abstract

A convenient and simple radical cation cyclisation of 3,5-dimethoxystilbene was developed using the commercially available FeCl3under mild condition. It enabled the construction of a new class of indolostilbenes (i.e., indole-stilbene hybrid). Various parameters were investigated to obtain better yields (more than 42%) compared with the previously reported. The synthesised indolostilbenes were characterised, and their mechanism of formation was discussed. The synthesised compounds were submitted for biological assay on NG108-15 cell viability and H2O2-induced cytotoxicity. The result showed that two indolostilbenes have promising protective activity against H2O2.

Original languageEnglish
Pages (from-to)69-89
Number of pages21
JournalJournal of Physical Science
Volume32
Issue number1
DOIs
Publication statusPublished - 2021

Keywords

  • cyclisation
  • FeCloxidative coupling
  • HOprotective properties
  • Indolostilbene
  • pericyclic reaction

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