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Synthesis of Novel Nitric Oxide Releasing Furoxan Hybrids from Biologically Active Bicyclic Amine and their Antioxidant Activity
Corresponding Author(s) : G.B. Tiwari
Asian Journal of Chemistry,
Vol. 31 No. 8 (2019): Vol 31 Issue 8
Abstract
The present paper describes the synthesis of novel nitric oxide hybrids obtained by linking bioactive bicyclic amine to substituted furoxans. The antioxidant activities were studied in vitro based on the radical scavenging effect of stable DPPH free radical using ascorbic acid as a standard. The nitric oxide hybrids showed remarkable antioxidant properties and hence, can be employed as potential antioxidant agents.
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- D.M. Kasote, S.S. Katyare, M.V. Hegde and H. Bae, Int. J. Biol. Sci., 11, 982 (2015); https://doi.org/10.7150/ijbs.12096.
- M. Takemura, Y. Kimura and N. Matsuhashi, Bicyclic Amine Derivatives, US Patent 5654318 (1997).
- M. De Souza, Mini Rev. Med. Chem., 5, 1009 (2005); https://doi.org/10.2174/138955705774575246.
- G. Anquetin, J. Greiner, N. Mahmoudi, M. Santillana-Hayat, R. Gozalbes, K. Farhati, F. Derouin, A. Aubry, E. Cambau and P. Vierling, Eur. J. Med. Chem., 41, 1478 (2006); https://doi.org/10.1016/j.ejmech.2006.07.003.
- G.Y. Lesher, E.D. Froelich, M.D. Gruett, J.H. Bailey and R.P. Brundage, J. Med. Chem., 5, 1063 (1962); https://doi.org/10.1021/jm01240a021.
- A.D. Da Silva, M.V. De Almeida, M.V. De Souza and M.R. Couri, Curr. Med. Chem., 10, 21 (2003); https://doi.org/10.2174/0929867033368637.
- M. De Souza, T. Vasconcelos, M. Almeida and S. Cardoso, Curr. Med. Chem., 13, 455 (2006); https://doi.org/10.2174/092986706775527965.
- A. Gasco and A.J. Boulton, Adv. Heterocycl. Chem., 29, 251 (1981); https://doi.org/10.1016/S0065-2725(08)60789-8.
- A.J. Botlton and P.B. Ghosh, Adv. Heterocycl. Chem., 10, 1 (1969); https://doi.org/10.1016/S0065-2725(08)60494-8.
- C. Cena, M. Bertinaria, D. Boschi, M. Giorgis and A. Gasco, ARKIVOC, 301 (2006); https://doi.org/10.3998/ark.5550190.0007.722.
- R. Fruttero, D. Boschi, A. Di Stilo and A. Gasco, J. Med. Chem., 38, 4944 (1995); https://doi.org/10.1021/jm00025a012.
- R. Ferioli, G.C. Folco, C. Ferretti, A.M. Gasco, C. Medana, R. Fruttero, M. Civelli and A. Gasco, Br. J. Pharmacol., 114, 816 (1995); https://doi.org/10.1111/j.1476-5381.1995.tb13277.x.
- Z. Pudukulatham, F.-X. Zhang, V.M. Gadotti, S. M’Dahoma, P. Swami, Y. Tamboli and G.W. Zamponi, Mol. Pain, 12, 1 (2016); https://doi.org/10.1177/1744806916641678.
- N. Tuteja, M. Chandra, R. Tuteja and M.K. Misra, J. Biomed. Biotechnol., 227 (2004); https://doi.org/10.1155/S1110724304402034.
- S.L. James and J. Glaven, J. Immunol., 143, 4208 (1989).
- C. Medana, G. Ermondi, R. Fruttero, A. Di Stilo, C. Ferretti and A. Gasco, J. Med. Chem., 37, 4412 (1994); https://doi.org/10.1021/jm00051a020.
- M. Biswas, P.K. Haldar and A.K. Ghosh, J. Nat. Sci. Biol. Med., 1, 29 (2010); https://doi.org/10.4103/0976-9668.71670.
References
D.M. Kasote, S.S. Katyare, M.V. Hegde and H. Bae, Int. J. Biol. Sci., 11, 982 (2015); https://doi.org/10.7150/ijbs.12096.
M. Takemura, Y. Kimura and N. Matsuhashi, Bicyclic Amine Derivatives, US Patent 5654318 (1997).
M. De Souza, Mini Rev. Med. Chem., 5, 1009 (2005); https://doi.org/10.2174/138955705774575246.
G. Anquetin, J. Greiner, N. Mahmoudi, M. Santillana-Hayat, R. Gozalbes, K. Farhati, F. Derouin, A. Aubry, E. Cambau and P. Vierling, Eur. J. Med. Chem., 41, 1478 (2006); https://doi.org/10.1016/j.ejmech.2006.07.003.
G.Y. Lesher, E.D. Froelich, M.D. Gruett, J.H. Bailey and R.P. Brundage, J. Med. Chem., 5, 1063 (1962); https://doi.org/10.1021/jm01240a021.
A.D. Da Silva, M.V. De Almeida, M.V. De Souza and M.R. Couri, Curr. Med. Chem., 10, 21 (2003); https://doi.org/10.2174/0929867033368637.
M. De Souza, T. Vasconcelos, M. Almeida and S. Cardoso, Curr. Med. Chem., 13, 455 (2006); https://doi.org/10.2174/092986706775527965.
A. Gasco and A.J. Boulton, Adv. Heterocycl. Chem., 29, 251 (1981); https://doi.org/10.1016/S0065-2725(08)60789-8.
A.J. Botlton and P.B. Ghosh, Adv. Heterocycl. Chem., 10, 1 (1969); https://doi.org/10.1016/S0065-2725(08)60494-8.
C. Cena, M. Bertinaria, D. Boschi, M. Giorgis and A. Gasco, ARKIVOC, 301 (2006); https://doi.org/10.3998/ark.5550190.0007.722.
R. Fruttero, D. Boschi, A. Di Stilo and A. Gasco, J. Med. Chem., 38, 4944 (1995); https://doi.org/10.1021/jm00025a012.
R. Ferioli, G.C. Folco, C. Ferretti, A.M. Gasco, C. Medana, R. Fruttero, M. Civelli and A. Gasco, Br. J. Pharmacol., 114, 816 (1995); https://doi.org/10.1111/j.1476-5381.1995.tb13277.x.
Z. Pudukulatham, F.-X. Zhang, V.M. Gadotti, S. M’Dahoma, P. Swami, Y. Tamboli and G.W. Zamponi, Mol. Pain, 12, 1 (2016); https://doi.org/10.1177/1744806916641678.
N. Tuteja, M. Chandra, R. Tuteja and M.K. Misra, J. Biomed. Biotechnol., 227 (2004); https://doi.org/10.1155/S1110724304402034.
S.L. James and J. Glaven, J. Immunol., 143, 4208 (1989).
C. Medana, G. Ermondi, R. Fruttero, A. Di Stilo, C. Ferretti and A. Gasco, J. Med. Chem., 37, 4412 (1994); https://doi.org/10.1021/jm00051a020.
M. Biswas, P.K. Haldar and A.K. Ghosh, J. Nat. Sci. Biol. Med., 1, 29 (2010); https://doi.org/10.4103/0976-9668.71670.