European Journal of Chemistry 2014, 5(1), 91-95 | doi: https://doi.org/10.5155/eurjchem.5.1.91-95.866 | Get rights and content






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Synthesis of new benzisoxazole derivatives and their antimicrobial, antioxidant and anti-inflammatory activities


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: 05 Jul 2013 | Revised: 17 Sep 2013 | Accepted: 22 Sep 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


A series of benzisoxazole derivatives were synthesized and evaluated for their antibacterial, antioxidant and anti-inflammatory activities. The results indicated that most of the compounds exhibit moderate antimicrobial activity against Gram negative (Escherichia coli, Klebsiella pneumoniae, Salmonella typhi, Shigella flexineri) and Gram positive (Bacillus subtilis) bacterial culture. The molecules were evaluated for antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl scavenging, super oxide radical scavenging and hydroxyl radical scavenging assays and most of them showed good antioxidant activities. Also, the synthesized compounds were screened for anti-inflammatory activities such as lipoxygenase inhibition and indirect haemolytic assays.


Keywords


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

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DOI: 10.5155/eurjchem.5.1.91-95.866

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Funding information


Board of Research in Nuclear Sciences (BRNS), University Grants Commission (UGC), Indo-French Centre for the Promotion of Advance Research (IFCPAR), Council of Scientific and Industrial Research (CSIR) for Junior and Senior Research Fellowship

Citations

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[1]. Santosh Kumar Verma, Rameshwari Verma, Fan Xue, Piyush Kumar Thakur, Y.R. Girish, K.P. Rakesh
Antibacterial activities of sulfonyl or sulfonamide containing heterocyclic derivatives and its structure-activity relationships (SAR) studies: A critical review
Bioorganic Chemistry  105, 104400, 2020
DOI: 10.1016/j.bioorg.2020.104400
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[2]. K. P. Rakesh, C. S. Shantharam, M. B. Sridhara, H. M. Manukumar, Hua-Li Qin
Benzisoxazole: a privileged scaffold for medicinal chemistry
MedChemComm  8(11), 2023, 2017
DOI: 10.1039/C7MD00449D
/


[3]. Sathish Byrappa, Kavitha Rachaiah, Sumana Y. Kotian, Yashaswini Balaraju, Samudyata C. Prabhuswamimath, Kuriya M.L. Rai, Bharathi P. Salimath
Synthesis and Screening of Pro-apoptotic and Angio-inhibitory Activity of Novel Benzisoxazole Derivatives both In Vitro and In Vivo
Anti-Cancer Agents in Medicinal Chemistry  19(6), 827, 2019
DOI: 10.2174/1871520619666190114170621
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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.

[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

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

[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.

[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

[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

[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]. Shivaprasad, C. M.; Jagadish, S.; Swaroop, T. R.; Mohan, C. D.; Roopashree, R.; Sharath Kumar, K. S.; Rangappa, K. S. Eur. J. Chem. 2013, 4, 402-407.
http://dx.doi.org/10.5155/eurjchem.4.4.402-407.864

[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

[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

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

How to cite


Shivaprasad, C.; Jagadish, S.; Swaroop, T.; Mohan, C.; Roopashree, R.; Kumar, K.; Rangappa, K. Eur. J. Chem. 2014, 5(1), 91-95. doi:10.5155/eurjchem.5.1.91-95.866
Shivaprasad, C.; Jagadish, S.; Swaroop, T.; Mohan, C.; Roopashree, R.; Kumar, K.; Rangappa, K. Synthesis of new benzisoxazole derivatives and their antimicrobial, antioxidant and anti-inflammatory activities. Eur. J. Chem. 2014, 5(1), 91-95. doi:10.5155/eurjchem.5.1.91-95.866
Shivaprasad, C., Jagadish, S., Swaroop, T., Mohan, C., Roopashree, R., Kumar, K., & Rangappa, K. (2014). Synthesis of new benzisoxazole derivatives and their antimicrobial, antioxidant and anti-inflammatory activities. European Journal of Chemistry, 5(1), 91-95. doi:10.5155/eurjchem.5.1.91-95.866
Shivaprasad, Chalya, 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 [Online], 5.1 (2014): 91-95. Web. 6 Dec. 2020
Shivaprasad, Chalya, Jagadish, Swamy, Swaroop, Toreshettahally, Mohan, Chakrabhavi, Roopashree, Rangaswamy, Kumar, Kothanahally, AND Rangappa, Kanchugarakoppal. "Synthesis of new benzisoxazole derivatives and their antimicrobial, antioxidant and anti-inflammatory activities" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 2014)

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DOI Link: https://doi.org/10.5155/eurjchem.5.1.91-95.866

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