Synthesis and Characterization of Griseofulvin Derivatives as Microtubule-Stabilizing Agents

Farhat Firdous, Rida Ibrahim, Muhammad Furqan, Hina Khan, Hadeeqa Raza, Upendra Singh, Abdul Hamid Emwas, Mariusz Jaremko, Ghayoor Abbas Chotana, Amir Faisal*, Rahman Shah Zaib Saleem*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


Microtubules have been an attractive target of cancer drug discovery due to their highly dynamic nature during mitosis. Griseofulvin, a natural antifungal compound, is known to interfere with microtubule dynamics. In the present study, we prepared and analyzed twenty-seven novel griseofulvin derivatives. Three of these compounds had GI50 values <10 μM (5.74 to 9.7 μM) in breast cancer cell line CAL-51. The most promising compound ((2S,6’R)-4’-(benzhydrylamino)-7-chloro-4,6-dimethoxy-6’-methyl-3H-spiro[benzofuran-2,1’-cyclohexan]-3’-ene-2’,3-dione), was characterized as a microtubule-stabilizing agent with a GI50 value of 5.74±1.43 μM compared to 10.79±3.06 μM GI50 for parental griseofulvin. It also inhibited the proliferation of other cancer cell lines, including KB-3-1 and HCT116, with GI50 values of 1.19±0.34 μM and 2.48±0.40 μM, respectively. Treatment of cancer cells with it resulted in aberrant mitosis causing G2/M arrest. Finally, we show that this compound increased the expression of p53 protein and induced apoptotic cell death.

Original languageEnglish (US)
Article numbere202202832
Issue number43
StatePublished - Nov 18 2022

Bibliographical note

Funding Information:
. RSZS acknowledges Higher Education Commission, Pakistan (NRPU‐5914) and LUMS Faculty Initiative Funds (FIF‐533)

Publisher Copyright:
© 2022 Wiley-VCH GmbH.


  • Apoptosis
  • Cancer
  • Cell cycle arrest
  • Griseofulvin
  • Microtubule stabilizing agents
  • Tubulin polymerization

ASJC Scopus subject areas

  • General Chemistry


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