European Journal of Chemistry 2013, 4(4), 402-407. doi:10.5155/eurjchem.4.4.402-407.864

New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents


Chalya Mallappaji Shivaprasad (1) , Swamy Jagadish (2) , Toreshettahally Ramesh Swaroop (3) , Chakrabhavi Dhananjaya Mohan (4) , Rangaswamy Roopashree (5) , Kothanahally Shivaramu Sharath Kumar (6) , Kanchugarakoppal Subbegowda Rangappa (7,*)

(1) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(2) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(3) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(4) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(5) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(6) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(7) Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India
(*) Corresponding Author

Received: 28 Jun 2013, Accepted: 22 Jul 2013, Published: 31 Dec 2013

Abstract


A series of piperidine conjugated benzisoxazole derivatives were synthesized and evaluated for their antibacterial, anti-oxidant and anti-inflammatory activities. The results showed that most of the tested compounds exhibit good to moderate antimicrobial activity against some strains of Gram negative bacteria (Escherichia coli, Klebsiella pneumoniae, Salmonella typhi, Shigella flexineri) and Gram positive bacteria (Bacillus subtilis). Further, the molecules were evaluated for anti-oxidant assays such as DPPH scavenging, super oxide radical scavenging and hydroxyl radical scavenging assays. Most of the compounds showed potent antioxidant activities. Also, the synthesized compounds were screened for anti-inflammatory activities such as lipoxygenase inhibition and indirect haemolytic assays, where compounds revealed good activity.

4_4_402_407

Keywords


Piperidine; Antioxidant; Spirolactone; Antimicrobial; Benzisoxazole; Anti-inflammatory

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DOI: 10.5155/eurjchem.4.4.402-407.864

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[1]. Chalya Mallappaji Shivaprasad, Swamy Jagadish, Toreshettahally Ramesh Swaroop, Chakrabhavi Dhananjaya Mohan, Rangaswamy Roopashree, Kothanahally Shivaramu Sharath Kumar, Kanchugarakoppal Subbegowda Rangappa
Synthesis of new benzisoxazole derivatives and their antimicrobial, antioxidant and anti-inflammatory activities
European Journal of Chemistry  5(1), 91, 2014
DOI: 10.5155/eurjchem.5.1.91-95.866
/


References

[1] Priya, B. S.; Basappa; Swamy, S. N.; Rangappa, K. S. Bioorg. Med. Chem. 2005, 13, 2623-2628.
http://dx.doi.org/10.1016/j.bmc.2005.01.026

[2] Stiff, D. D.; Zemaitis, M. A. Drug Metab. Dispos. 1990, 18, 888-894.
PMid:1981533

[3] Uno, H.; Kurokawa, M.; Masuda, Y.; Nishimura, H. J. Med. Chem. 1979, 22, 180-188.
http://dx.doi.org/10.1021/jm00188a011

[4] Gopalsamy, A.; Shi, M.; Golas, J.; Vogan, E.; Jacob, J.; Johnson, M.; Lee, F.; Nilakantan, R.; Petersen, R.; Svenson, K.; Chopra, R.; Tam, M. S.; Wen, Y.; Ellingboe, J.; Arndt, K.; Boschelli, F. J. Med. Chem. 2008, 51, 373-379.
http://dx.doi.org/10.1021/jm701385c
PMid:18197612

[5] Jain, M.; Kwon, C. H. J. Med. Chem. 2003, 46, 5428-5434.
http://dx.doi.org/10.1021/jm020581y
PMid:14640551

[6] Davis, L.; Effland, R. C.; Klein, J. T.; Dunn, R. W.; Geyer, H. M.; Petko, W. M. Drug Design Disc. 1992, 8, 225-240.
PMid:1356026

[7] Strupczewski, J. T.; Allen, R. C.; Gardner, B. A.; Schmid, B. L.; Stache, U.; Glamkowski, E. J.; Jones, M. C.; Ellis, D. B.; Huger, F. P.; Dunn, R. W. J. Med. Chem. 1985, 28, 761-767.
http://dx.doi.org/10.1021/jm00383a012

[8] Janssen, P. A. J.; Niemegeers, C. J. E.; Awouters, F.; Schellekens, K. H. L.; Megens, A. A. H. P.; Meert, T. F. J. Pharmacol. Exp. Ther. 1988, 244, 685-691.

[9] Nuhrich, A.; Varache-Lembege, M.; Renard, P.; Devaux, G. Eur. J. Med. Chem. 1994, 29, 75-82.
http://dx.doi.org/10.1016/0223-5234(94)90129-5

[10] Hasegawa, H. Cur. Med. Res. Opin. 2004, 20, 577-586.
http://dx.doi.org/10.1185/030079904125003313
PMid:15140322

[11] Shantharam, C. S.; Suyoga Vardhan, D. M.; Suhas, R.; Sridhara, M. B.; Channe Gowda, D. Eur. J. Med. Chem. 2013, 60, 325-332.
http://dx.doi.org/10.1016/j.ejmech.2012.12.029
PMid:23314045

[12] Villalobos, A.; Blake, J. F.; Biggers, C. K.; Butler, T. W.; Chapin, D. S.; Chen, Y. L.; Ives, J. L.; Jones, S. B.; Liston, D. R.; Nagel, A. A.; Nason, D. M.; Nielsen, J. A.; Shalaby, I. A.; White, W. F. J. Med. Chem. 1994, 37, 2721-2730.
http://dx.doi.org/10.1021/jm00043a012

[13] Rangappa, K. S.; Basappa. J. Phys. Chem. 2005, 18, 773-779.

[14] Gaint, S.; Fitton, A. Drugs 1994, 48, 253-273.
http://dx.doi.org/10.2165/00003495-199448020-00009

[15] Chuanga, Y. M. D.; Wanga, Y. S.; Kuob, Y. Y.; Tsaia, H. P.; Shyura, W. L. F. J. Ethnopharmacol. 2004, 95, 409-419.
http://dx.doi.org/10.1016/j.jep.2004.08.010
PMid:15507368

[16] Halliwell, B.; Gutteridge, J. M. C.; Arnoma, O. L. Anal. Biochem. 1987, 165, 215-219.
http://dx.doi.org/10.1016/0003-2697(87)90222-3

[17] Nishimiki, M.; Appaji, N.; Yagi, K. Biochem. Bioph. Res. Co. 1972, 46, 849-854.
http://dx.doi.org/10.1016/S0006-291X(72)80218-3

[18] Shinde, U. A.; Kulkarni, K. R.; Phadke, A. S.; Nair, A. M.; Mungantiwar, D. V. J.; Saraf, M. N. Indian J. Exp. Biol. 1999, 371, 258-261.

[19] Boman, H. G.; Kaletta, U. Biochim. Biophys. Acta 1957, 24, 619-623.
http://dx.doi.org/10.1016/0006-3002(57)90256-1


How to cite


Shivaprasad, C.; Jagadish, S.; Swaroop, T.; Mohan, C.; Roopashree, R.; Kumar, K.; Rangappa, K. Eur. J. Chem. 2013, 4(4), 402-407. doi:10.5155/eurjchem.4.4.402-407.864
Shivaprasad, C.; Jagadish, S.; Swaroop, T.; Mohan, C.; Roopashree, R.; Kumar, K.; Rangappa, K. New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents. Eur. J. Chem. 2013, 4(4), 402-407. doi:10.5155/eurjchem.4.4.402-407.864
Shivaprasad, C., Jagadish, S., Swaroop, T., Mohan, C., Roopashree, R., Kumar, K., & Rangappa, K. (2013). New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents. European Journal of Chemistry, 4(4), 402-407. doi:10.5155/eurjchem.4.4.402-407.864
Shivaprasad, Chalya, Swamy Jagadish, Toreshettahally Ramesh Swaroop, Chakrabhavi Dhananjaya Mohan, Rangaswamy Roopashree, Kothanahally Shivaramu Sharath Kumar, & Kanchugarakoppal Subbegowda Rangappa. "New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents." European Journal of Chemistry [Online], 4.4 (2013): 402-407. Web. 21 Sep. 2019
Shivaprasad, Chalya, Jagadish, Swamy, Swaroop, Toreshettahally, Mohan, Chakrabhavi, Roopashree, Rangaswamy, Kumar, Kothanahally, AND Rangappa, Kanchugarakoppal. "New synthetic benzisoxazole derivatives as antimicrobial, antioxidant and anti-inflammatory agents" European Journal of Chemistry [Online], Volume 4 Number 4 (31 December 2013)

DOI Link: https://doi.org/10.5155/eurjchem.4.4.402-407.864

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