Russian Journal of General Chemistry

, Volume 88, Issue 3, pp 532–536 | Cite as

Synthesis and Antifungal Activity of (±)-4-Methoxy Decanoic Acid and Its Novel Amide Derivatives

  • N. J. P. Subhashini
  • P. Ashok Kumar
  • Ch. Bhaskar Reddy
  • B. Lingaiah
  • Hameeda Bee


A simple synthetic route has been developed for fatty acid, (±)-4-methoxy decanoic acid (1), in 4 steps with 42% overall yield. The novel amide derivatives of 1 are synthesized. The in vitro antifungal activity of 1 and its novel amide derivatives 1a1f has been evaluated against different organisms. Compounds 1e, 1f exhibited antifungal activity higher than the parent compound 1 against macrophomina phaseolina, and 1a, 1d exhibited antifungal activity against sclerotium rolfsii.


1,2-epoxyoctane Grignard reaction methylation oxidation 4-methoxy decanoic acid antifungal agent 


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  1. 1.
    Jimenez, F., Cruz, M., Zuniga, C., Martinez, M.A., Chamorro, G., Diaz, F., and Tamariz, J., Med. Chem. Res., 2010, vol. 19, p. 33. doi 10.1007/s00044-009-9170-3CrossRefGoogle Scholar
  2. 2.
    Feron, Y., Dufosse, L., Pierard, E., Le Quere, J.L., and Spinnler, H.-E., Appl. Environ. Microbiol., 1996, vol. 62, p. 2826. doi 0099-2240/96/$04.0010Google Scholar
  3. 3.
    Sjogren, J., Magnusson, J., Broberg, A., Schnurer, J., and Kenne, L., Appl. Environ. Microbiol., 2003, vol. 69, p. 7554. doi 10.1128/AEM.69.12.7554-7557.2003CrossRefGoogle Scholar
  4. 4.
    Cardellina, H.J., Dalietos, D. II, Marner, F.J., Mynderse, J.S., and Moore, R.E., Phytochem., 1978, vol. 17, p. 2091. doi 10.1016/S0031-9422(00)89287-0CrossRefGoogle Scholar
  5. 5.
    Carballeira, N.M., Miranda, C., and Parang, K., Tetrahedron Lett., 2009, vol. 50, p. 5699. doi 10.1016/j.tetlet.2009.07.074CrossRefGoogle Scholar
  6. 6.
    Das, B., Shinde, D.B., Kanth, B.S., Kamle, A., and Kumar, C.G., Eur. J. Med. Chem., 2011, vol. 46, p. 3124. doi 10.1016/j.ejmech.2011.04.045CrossRefGoogle Scholar
  7. 7.
    Narsaiah, A.V. and Narsimha, P., Org. Commun., 2013, vol. 6, no. 4, p. 134.Google Scholar
  8. 8.
    Rozners, E. and Xu, Q., Org. Lett., 2003, vol. 5, p. 3999. doi 10.1021/ol035619vCrossRefGoogle Scholar
  9. 9.
    Yadav, J.S., Ramesh, K., Subba Reddy, U.V., Subba Reddy, B.V., Khazim A.A., and Ghamdi, A., Tetrahedron Lett., 2011, vol. 52, p. 2943. doi 10.1016/j.tetlet.2011.03.089CrossRefGoogle Scholar
  10. 10.
    Ghosh, A.K., Bioorg. Med. Chem. Lett., 2005, p. 15. doi 10.1016/j.bmcl.2004.10.084Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • N. J. P. Subhashini
    • 1
  • P. Ashok Kumar
    • 1
  • Ch. Bhaskar Reddy
    • 1
  • B. Lingaiah
    • 1
  • Hameeda Bee
    • 2
  1. 1.Department of Chemistry, University College of ScienceOsmania UniversityHyderabadIndia
  2. 2.Department of Microbiology, University College of ScienceOsmania UniversityHyderabadIndia

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