Synthesis and Antibacterial Activity of Novel Vanillic Acid Hybrid Derivatives [Part II]

Authors

  • Maruti S. Satpute  Department of Chemistry, R. D. National College and W. A. Science College, Linking Road, Bandra, Mumbai, Maharastra, India
  • Vijay D. Gangan  Department of Chemistry, Loba R & D Centre, Loba Chemie Pvt. Ltd., Plot No. D - 22, Tarapur MIDC, Boisar, Palghar, Maharastra, India
  • Indu Shastri  Department of Chemistry, R. D. National College and W. A. Science College, Linking Road, Bandra, Mumbai, Maharastra, India

DOI:

https://doi.org//10.32628/IJSRST18401140

Keywords:

Vanillic acid, IR, 1HNMR, TOF MS, DCC, DMAP, antibacterial, ditch-plate method.

Abstract

Vanillic acid (4-hydroxy-3-methoxybenzoic acid) is a dihydroxybenzoic acid derivative used as a flavoring agent. It is used in the synthesis of various active pharmaceutical ingredients such as Etamivan, Modecainide, Brovanexine, Vanitiolide, Vanyldisulfamide etc. In this paper, novel ester / hybrid derivatives of vanillic acid were synthesized and tested for potential antibacterial activity. This combinatorial synthesis of novel vanillic ester / hybrid derivatives can be a useful approach to generate potent chemotherapeutic agents in developing new drug candidates.

References

  1. Wattenberg L. W., Coccia J. B. and Lam L. K. Inhibitory effects of phenolic compounds on benzo[a]pyrene induced neoplasia. Cancer Res. 1980, 40 : 2820 - 2823.
  2. Talalay P, De Long M. J. and Prochaska H. J. Identification of a common chemical signal regulating the induction of enzymes that protect against chemical carcinogens. Proc. Natl. Acad. Sci. 1988, 85 : 8261 - 8265.
  3. Macheix J. J., Fleuriet A. and Billot J. Fruit phenolics. CRC press Inc., Boca Raton 1990, FL.
  4. Natarajan K, Singh S, Burke T. R. Jr., Grunberger D. and Aggarwal B. B. Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B. Proc. Natl. Acad. Sci. 1996, 93 : 9090 - 9095.
  5. Chiao C., Carothers A. M., Grunberger D., Solomon G., Preston G. A. and Barrett J. C. Apoptosis and altered redox state induced by caffeic acid phenethyl ester (CAPE) in transformed rat fibroblast cells. Cancer Res. 1995, 55 : 3576 - 3583.
  6. Burke T. R. Jr, Fesen M. R., Mazumder A., Wang J., Carothers A. M., Grunberger D., Driscoll J., Kohn K. and Pommier Y. Hydroxylated aromatic inhibitors of HIV-1 integrase. J. Med. Chem. 1995, 38 (21) : 4171 - 4178. 
  7. Bose J. S., Gangan V. D., Jain S. K. and Manna S. K. Novel caffeic acid ester derivative induces apoptosis by expressing FasL and downregulating NF-KappaB : Potentiation of cell death mediated by chemotherapeutic agents. J. Cell Physiol. 2009, 218 (3) : 653 - 662.
  8. Bose J. S., Gangan V. D., Jain S. K. and Manna S. K. Downregulation of inflammatory responses by novel caffeine acid ester derivative by inhibiting NF-kappaB. Journal of Clinical Immunology2009, 29, pp. 90 - 98.
  9. Bose J. S., Gangan V. D. (2007). Applied for US patent on “NOVEL CHEMOTHERAPEUTIC AGENTS AGAINST INFLAMMATION AND CANCER” from Reliance Life Sciences [INDIA 1696/MUM/2006, Publication No. WO/2008/062466, [International Application No. PCT/IN2007/000488].
  10. Satpute M. S., Shastri, I. and Gangan V. D. (2018) Rasayan Journal of Chemistry (In Press).
  11. a ) Mwambete K. D. and Lyombe F. (2011). Antimicrobial activity of medicated soaps commonly used by Dar es Salaam residents in Tanzania. Indian J. Pharm. Sci. 2011, 73 (1), pp. 92 - 98. b ) Al lafi T et. al.. The effect of miswak used in Jordan and Middle East on oral bacteria. International Dental Journal, 1995, 45 (3), pp. 218 - 222

 

International Journal of Scientific Research in Science and Technology

Downloads

Published

2018-12-30

Issue

Volume 4, Issue 11, November-December-2018

Section

Research Articles

License

Copyright (c) IJSRST

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
Maruti S. Satpute, Vijay D. Gangan, Indu Shastri, " Synthesis and Antibacterial Activity of Novel Vanillic Acid Hybrid Derivatives [Part II], International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011, Volume 4, Issue 11, pp.219-223, November-December-2018. Available at doi : https://doi.org/10.32628/IJSRST18401140