Aspartic protease inhibitory and nematocidal activity of phenyl-4-(2-phenylhydrazono)hexahydrofuro[3,2-c]pyridazin-7-ol (Percival dianhydroosazone)

Authors

  • El Sayed H. El Ashry H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
  • Nighat Shamim Rizvi H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
  • Ahmed T. A. Boraei Department of Chemistry, Faculty of Science, Suez Canal University, Ismailia, Egypt
  • M. Kamran Azim H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
  • Waseem Ahmed Department of Biochemistry, Federal Urdu University, Karachi-75300, Pakistan
  • M. Sajid H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
  • Shaikh S. Nizami Department of Chemistry, University of Karachi, Karachi-75270 Pakistan

DOI:

https://doi.org/10.13171/mjc.3.2.2014.22.04.23

Abstract

We synthesized Phenyl-4-(2-phenylhydrazono) hexahydrofuro[3,2-c]pyridazin-7-ol (compound 3). The structure compound 3 was elucidated with IR, 1H NMR, 13C NMR and EIMS spectra. Compound 3 showed potent inhibitory activity against aspartic proteases, human cathepsin D and Plasmodium falciparum plasmepsin-II with IC50 = 20 μM. Enzyme-inhibitor complexes were predicted to stabilize by electrostatic and hydrophobic interactions between the side chains of amino acid residues at the active center and compound 3. Moreover, compound 3 displayed good nematocidal activity against all developmental stages of C. elegans.

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Published

2014-04-22

Issue

Vol. 3 No. 2 (2014)

Section

Organic Chemistry

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