Anti-proliferative and anti-malarial activities of spiroisoxazoline analogues of artemisinin

Surya Pratap, Fatima Naaz, Srinivas Reddy, Kunal K. Jha, Kalicharan Sharma, Dinakar Sahal, Mymoona Akhter, Devanna Nayakanti, Halmuthur M.S. Kumar, Vandana, Kailash Pandey, Syed Shafi

Research output: Contribution to journalArticlepeer-review


A series of spiroisoxazoline analogues of artemisinin was synthesized by employing 1,3-dipolar cycloaddition between various in situ generated nitrile oxides and artemisitene. All the synthesized compounds were tested for their anti-proliferative and anti-malarial activities. Among the compounds tested, compound 11a was found to be potent against the HCT-15 cancer cell line with IC 50 = 4.04 μM when compared to 5-fluorouracil (IC 50 = 35.53 μM). DNA cell cycle analysis shows that 11a was inhibiting cell proliferation at the G2/M phase. Compound 11b was found to be most active against Plasmodium falciparum with IC 50 = 0.1 μM and also blocked host hemoglobin hydrolysis by the falcipain-3 receptor. It was demonstrated to have better dynamics of parasite killing efficiency than artemisinin. Molecular docking studies revealed that these compounds interacted with falcipain-3 receptor sites.

Original languageEnglish (US)
Article number1800192
JournalArchiv der Pharmazie
Issue number1
StatePublished - Jan 2019
Externally publishedYes


  • 1,3-dipolar cycloaddition
  • anti-malarial activity
  • anti-proliferative
  • artemisitene
  • spiroisoxazoline

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery


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