Skip to main content

Advertisement

Log in

Synthesis of pterostilbene and resveratrol carbamate derivatives as potential dual cholinesterase inhibitors and neuroprotective agents

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Pterostilbene and resveratrol carbamate derivatives were designed and synthesized by use of a multi-target directed drug-design strategy. Their acetylcholinesterase and butylcholinesterase inhibitory activity and neuroprotective effects against hydrogen peroxide-induced PC12 cell injury were evaluated in vitro. The results indicated that some of the compounds had dual inhibitory potency against acetylcholinesterase and butylcholinesterase, and potential neuroprotective effects, and could be considered as potential multi-target-directed agents.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Scheme 1

Similar content being viewed by others

References

  1. M. Goedert, M.G. Spillantini, Science 314, 777 (2006)

    Article  CAS  Google Scholar 

  2. A. Cavalli, M.L. Bolognesi, A. Minarini, M. Rosini, V. Tumiatti, M. Recanatini, C. Melchiorre, J. Med. Chem. 51, 347 (2008)

    Article  CAS  Google Scholar 

  3. A.V. Terry, J.J. Buccafusco, J. Pharmacol. Exp. Ther. 306, 821 (2003)

    Article  CAS  Google Scholar 

  4. C. Behl, J.B. Davis, R. Lesley, D. Schubert, Cell 77, 817 (1994)

    Article  CAS  Google Scholar 

  5. J.J. Bornstein, T.J. Eckroat, S. Garneau-Tsodikova, Med. Chem. Commun. 2, 406 (2011)

    Article  CAS  Google Scholar 

  6. C. Schwab, P.L. McGeer, J. Alzheimer’s Dis. 13, 359 (2008)

    CAS  Google Scholar 

  7. M. Rosini, V. Andrisano, C. Melchiorre, J. Med. Chem. 48, 360 (2005)

    Article  CAS  Google Scholar 

  8. N.H. Greig, T. Utsuki, Q.S. Yu, Curr. Med. Res. Opin. 17, 159 (2001)

    CAS  Google Scholar 

  9. E.D. Roberson, L. Mucke, Science 314, 781 (2006)

    Article  Google Scholar 

  10. R.A. Floyd, K. Hensley, Neurobiol. Aging 23, 795 (2002)

    Article  CAS  Google Scholar 

  11. G. Perry, A.D. Cash, M.A. Smith, J. Biomed. Biotechnol. 3, 120 (2002)

    Article  Google Scholar 

  12. J. Changa, A. Rimandob, M. Pallasc, A. Caminsc, D. Porquetc, J. Reevesa, B.S. Haled, M.A. Smithe, J.A. Josephd, G. Casadesusa, Neurobiol. Aging 33, 2062 (2012)

    Article  Google Scholar 

  13. P. Mecocci, M.C. Polidori, Biochim. Biophys. Acta 1822, 631 (2012)

    Article  CAS  Google Scholar 

  14. M. Mehta, A. Adem, M. Sabbagh, Inter. J. Alzheimer’s Dis. Article ID 728983 (2012)

  15. S.S. Chaudhaery, K.K. Roy, N. Shakya, G. Saxena, S.R. Sammi, A. Nazir, C. Nath, A.K. Saxena, J. Med. Chem. 53, 6490 (2010)

    Article  CAS  Google Scholar 

  16. O. Hoshino, K. Saito, M. Ishizaki, B. Umezawa, Synth. Commun. 17, 1887 (1987)

    Article  CAS  Google Scholar 

  17. V.K. Gumaste, A.R.A.S. Dshmukh, Tetra. Lett. 35, 6571 (2004)

    Article  Google Scholar 

  18. D.H. Cheng, X.C. Tang, Pharmacol. Biochem. Behav. 60, 377 (1998)

    Article  CAS  Google Scholar 

  19. J. Zhang, D.F. Zhu, R. Sheng, H.H. Wu, Y.Z. Hu, F. Wang, T. Cai, B. Yang, Q.J. He, Eur. J. Pharmacol. 613, 1 (2009)

    Article  CAS  Google Scholar 

  20. S. Rizzo, L. Piazzi, A. Rampa, J. Med. Chem. 51, 2883 (2008)

    Article  CAS  Google Scholar 

  21. K. Adeppa, D.C. Rupainwar, K. Misra, Can. J. Chem. 88, 1277 (2010)

    Article  CAS  Google Scholar 

  22. D. Hoppe, R. Hanko, A. Bronneke, Chem. Ber. 118, 2822 (1985)

    Article  CAS  Google Scholar 

  23. L. Lemoucheux, J. Rouden, M.C. Lasne, J. Org. Chem. 68, 7289 (2003)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by the Chinese National Natural Science Foundation (20672077, 20872099), the Research Fund for the Doctoral Program of Higher Education (20110181110079), and the National Science and Technology Major Project on “Key New Drug Creation and Manufacturing Program” (2013ZX09301304-002).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yong Deng.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yuan, W., Shang, Z., Qiang, X. et al. Synthesis of pterostilbene and resveratrol carbamate derivatives as potential dual cholinesterase inhibitors and neuroprotective agents. Res Chem Intermed 40, 787–800 (2014). https://doi.org/10.1007/s11164-012-1003-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-012-1003-1

Keywords

Navigation