Skip to main content
Log in

Synthesis and antibacterial activity of sulfonamide derivatives at C-8 alkyl chain of anacardic acid mixture isolated from a natural product cashew nut shell liquid (CNSL)

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

Synthesis and antibacterial activity of some novel biologically active sulfonamide derivatives at C-8 alkyl chain of anacardic acid (7a–7l), prepared from commercially available anacardic acid mixture (1a–d). These compounds were tested for Gram positive and Gram negative bacterial cultures; most of the compounds showed higher antibacterial activity compared with standard drug ampicillin.

Synthesis and antibacterial activity of some novel biologically active sulfonamide derivatives at C-8 alkyl chain of anacardic acid (7a–7l), prepared from commercially available anacardic acid mixture (1a–d). Compounds (7a–7l) were tested for Gram positive and Gram negative bacterial cultures; most of the compounds showed a higher antibacterial activity compared with standard drug ampicillin.

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.

Similar content being viewed by others

References

  1. Tyman J H P 1979 Chem. Soc. Rev. 8 499

    Article  CAS  Google Scholar 

  2. Kubo I, Muroi H, Himejima M and Yamigiwa Y 1993 J. Agric. Food Chem. 41 1016

    Article  CAS  Google Scholar 

  3. Gillerman J L, Walsh N J, Werner N K and Schlenk H 1969 Can. J. Microbiol. 15 1219

    Article  Google Scholar 

  4. Shoba S V, Ramadoss C S and Ravindranath B 1994 J. Nat. Prod. 57 1755

    Article  Google Scholar 

  5. Ha T J and Kubo I 2005 J. Agric. Food Chem. 53 4350

    Article  CAS  Google Scholar 

  6. Chandregowda V, Kush A and Reddy G 2009 Eur. J. Med. Chem. 44 2711

    Article  CAS  Google Scholar 

  7. Paramashivappa R, Phanikumar P, Subba Rao P V and Srinivasa Rao A 2002 J. Agric. Food Chem. 50 7709

    Article  CAS  Google Scholar 

  8. Phanikumar P, Stotz S C, Paramashivappa R, Beedle M, Zamponi G W and Srinivasa Rao A 2002 Mol. Pharmacol. 61 649

    Article  Google Scholar 

  9. Narayana Swamy B, Suma T K, Venkateswara Rao G and Chandrasekara Reddy G 2007 Eur. J. Med. Chem. 42 422

    Google Scholar 

  10. Kubo I, Ochi M, Viera P C and Komatsu S 1993 J. Agric. Food Chem. 41 1012

    Article  CAS  Google Scholar 

  11. Mantelingu K, Kishore A H, Balasubramanyam K, Kumar G V, Altaf M, Swamy S N, Selvi R, Das C, Narayana C, Rangappa K S and Kundu T K 2007 J. Phys. Chem. B 111 4527

    Article  CAS  Google Scholar 

  12. Hari Kishore A, Vedamurthy B M, Mantelingu K, Agrawal S, Ashok Reddy B A, Roy S, Rangappa K S and Kundu T K 2008 J. Med. Chem. 51 792

    Article  Google Scholar 

  13. Sung B, Pandey M K, Ahn K S, Yi T, Chaturvedi M M, Liu M and Aggarwal B 2008 Blood 111 4880

    Article  CAS  Google Scholar 

  14. Cui L, Miao J, Furuya T, Fan Q, Li X, Rathod P K, Su X Z and Cui L 2008 Eukaryotic Cell 7 1200

    Article  CAS  Google Scholar 

  15. Sbardella G, Castellano S, Vicidomini C, Rotili D, Nebbioso A, Miceli M, Altucci L and Mai A 2008 Bioorg. Med. Chem. Lett. 18 2788

    Article  CAS  Google Scholar 

  16. Rybak M J and Akins R L 2001 Drugs 61, 1

    Article  CAS  Google Scholar 

  17. Lipsitch M 2001 Trends Microbiol. 9 438

    Article  CAS  Google Scholar 

  18. Cunha B A 1998 Drugs Today 34 691

    CAS  Google Scholar 

  19. Marchese A, Schito G C and Debbia E A 2000 J. Chemother., (Firenze) 12 459

    CAS  Google Scholar 

  20. Cetinkaya Y, Falk P and Mayhall C G 2000 Clin. Microbiol. Rev. 13 686

    Article  CAS  Google Scholar 

  21. Cassell G H and Mekalanos J 2001 J. Am. Med. Assoc. 285 601

    Article  CAS  Google Scholar 

  22. Chu D T W, Plattner J J and Katz L 1996 J. Med. Chem. 39 3853

    Article  CAS  Google Scholar 

  23. Gulati A S and Subba Rao B C 1964 Indian J. Chem. 2 337

    CAS  Google Scholar 

  24. EI Sholy M A, Adawadkar P D, Benigni D A, Watson E S and Little T L Jr. 1986 J. Med. Chem. 29 606

    Article  Google Scholar 

  25. (a) Dos Santos M L and de Magalhães G C 1993 Quim Nova, 16, 534; (b) Carvalho M G, Braz-Filho R, Dos Santos M L and de Magalhães G C 1993 J. Braz. Chem. Soc. 4 158; (c) Dos Santos M L and de Magalhães 1999 J. Braz. Chem. Soc. 10 13; (d) Lúcio P L Logrado, Dâmaris Silveira, Luiz A S Romeiro, Manoel O de Moraes, Bruno C Cavalcanti, Letícia V Costa-Lotufo, Cláudia do Ó Pessoa and Maria Lucilia dos Santos 2005 J. Braz. Chem. Soc. 16 1217

  26. (a) Kiong L S and Tyman J H P 1981 J. Chem. Soc. Perkin Trans. 1 1942; (b) Paramashivappa R, Phanikumar P, Vithayathil P J and Srinivasa Rao A 2001 J. Agric. Food Chem. 49 2548

  27. Rahman A, Choudhary M I and Thomsen W J 2001 Bioassay techniques for drug development (The Netherlands: Harwood Academic Publishers) pp. 16

    Book  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M ADHARVANA CHARI.

Rights and permissions

Reprints and permissions

About this article

Cite this article

REDDY, N.S., RAO, A.S., CHARI, M.A. et al. Synthesis and antibacterial activity of sulfonamide derivatives at C-8 alkyl chain of anacardic acid mixture isolated from a natural product cashew nut shell liquid (CNSL). J Chem Sci 124, 723–730 (2012). https://doi.org/10.1007/s12039-012-0253-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-012-0253-1

Keywords

Navigation