Synthesis and molecular modelling studies of phenyl linked oxadiazole-phenylhydrazone hybrids as potent antileishmanial agents

Muhammad Taha, Nor Hadiani Ismail, Syahrul Imran, El Hassane Anouar, Manikandan Selvaraj, Waqas Jamil, Muhammad Ali, Syed Muhammad Kashif, Fazal Rahim, Khalid Mohammed Khan, Mohd Ilham Adenan

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Molecular hybridization yielded phenyl linked oxadiazole-benzohydrazones hybrids 6–35 and were evaluated for their antileishmanial potentials. Compound 10, a 3,4-dihydroxy analog with IC50value of 0.95 ± 0.01 μM, was found to be the most potent antileishmanial agent (7 times more active) than the standard drug pentamidine (IC50= 7.02 ± 0.09 μM). The current series 6–35 conceded in the identification of thirteen (13) potent antileishmanial compounds with the IC50values ranging between 0.95 ± 0.01–78.6 ± 1.78 μM. Molecular docking analysis against pteridine reductase (PTR1) were also performed to probe the mode of action. Selectivity index showed that compounds with higher number of hydroxyl groups have low selectivity index. Theoretical stereochemical assignment was also done for certain derivatives by using density functional calculations.

Original languageEnglish
Pages (from-to)1021-1033
Number of pages13
JournalEuropean Journal of Medicinal Chemistry
Publication statusPublished - 27 Jan 2017
Externally publishedYes


  • DFT
  • Leishmaniasis
  • Molecular docking studies
  • Oxadiazole-benzohydrazone hybrids
  • SAR study
  • Selectivity index

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