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2,5-Disubstituted-1,3,4-oxadiazoles: thymidine phosphorylase inhibitors

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Abstract

A series of 2,5-disubstituted-1,3,4-oxadiazoles (1–16) were synthesized via microwave irradiation and screened against thymidine phosphorylase enzyme. Four members of the series have demonstrated thymidine phosphorylase inhibitory activities with IC50 values between 37 and 320 μM. Pyridinyl-containing 1,3,4-oxadiazoles exhibited an enhanced inhibitory potential, while phenyl analogs did not show substantial inhibitory potential. Compound 9, a dipyridinyl residue having an IC50 value of 37 ± 0.76 μM was found to be the most potent in the series superior to standard inhibitor 7-deazaxanthine (IC50 = 39.28 ± 0.76 μM).

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Acknowledgments

The authors are thankful to OPCW, Netherlands (Project No. L/ICA/ICB/173681/12) for financial support.

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Authors and Affiliations

  1. H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan

    Khalid Mohammed Khan, Mubeen Rani, Nida Ambreen, Sajjad Hussain & Muhammad Iqbal Choudhary

  2. Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad , 22060, KPK, Pakistan

    Muhammad Ali

  3. PCSIR Laboratories Complex, Karachi, Shahrah-e-Dr. Salim-uz-zaman Siddiqui, Karachi, 75280, Pakistan

    Shahnaz Perveen

Authors
  1. Khalid Mohammed Khan
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  2. Mubeen Rani
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  3. Nida Ambreen
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  4. Muhammad Ali
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  5. Sajjad Hussain
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  6. Shahnaz Perveen
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  7. Muhammad Iqbal Choudhary
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Correspondence to Khalid Mohammed Khan.

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Khan, K.M., Rani, M., Ambreen, N. et al. 2,5-Disubstituted-1,3,4-oxadiazoles: thymidine phosphorylase inhibitors. Med Chem Res 22, 6022–6028 (2013). https://doi.org/10.1007/s00044-013-0588-2

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  • DOI: https://doi.org/10.1007/s00044-013-0588-2

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