Four component one-pot synthesis of novel 7,8-dihydroquinolin-5(1H,4H,6H)- one derivatives containing an ionone unit and in vitro antioxidant activity

Journal of Heterocyclic Chemistry

Volumn 49, Issue 2, 2012, Pages 253-260

  Findik, Esra ^a   Ceylan, Mustafa ^a   Elmastaş, Mahfuz ^a  

^a GAZIOSMANPASA UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE DERIVATIVE; AMMONIUM ACETATE; ANTIOXIDANT; BENZALDEHYDE DERIVATIVE; IONONE DERIVATIVE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROSCOPY; ONE POT SYNTHESIS; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 84860634004     PISSN: 0022152X     EISSN: 19435193     Source Type: Journal    
DOI: 10.1002/jhet.739     Document Type: Article

References (32)

1. Kauffman, G. S.; Harris, G. D.; Dorow, R. L.; Stone, B. R. P.; Parsons, R. L. Jr.; Pesti, J. A.; Magnus, N. A.; Fortunak, J. M.; Confalone, P. N.; Nugent, W. A., Org Lett 2000, 2, 3119.
2. Chrisman, W.; Camara, J. N.; Marcellini, K.; Singaram, B.; Goralski, C. T.; Hahsa, D. L.; Rudolf, P. R.; Nicholsonb, L. W.; Borodychukb, K. K., Tetrahedron Lett 2001, 42, 5805.
3. Mattos, M. C. S.; Bernini, R. B., J Braz Chem Soc 2007, 18, 5,1068.
4. Chen, J.; Lu, M.; Jing, Y.; Dong, J., Bioorg Med Chem 2006, 14, 6539.
5. Graebin, C. S.; Eifler-Lima, V. L.; Rosa, R. G., Catal Commun 2008, 9, 1066.
6. Tokuyasu, T.; Kunikawa, S.; Abe, M.; Masuyama, A.; Nojima, M.; Kim, H. S.; Wataya, Y., J Org Chem 2003, 68, 7361.
7. Wender, P. A.; Bi, F. C.; Brodney, M. A.; Gosselin, F., Org Lett 2001, 3, 2105.
8. Vuuren, S. F.; Viljoen, A. M., Flavour Fragr J 2007, 22, 540.
9. Onitsuka, S.; Nishino, H., Tetrahedron 2003, 59, 755.
10. Dean, F. A., Naturally Occuring Oxygen Ring Compounds; Butterworths: London, 1963.
11. Markovich, Y. D.; Panfilov, A. V.; Zhirov, A. A.; Kosenko, S. I.; Kirsanov, A. T., Pharm Chem J USSR 1998, 32, 603.
12. Lutz-Wall, S.; Fischer, P.; Schmidt-Dannert, C.; Wohlleeben, W.; Hauer, B.; Schmid, R. D., Appl Environ Microbiol 1998, 64, 3878.
13. Loeber, D. E.; Russell, S. W.; Toube, T. P.; Weedon, B. C. L.; Diment, J., J Chem Soc C 1971, 404.
14. Sakamaki, H.; Itoh, K.; Chai, W.; Hayashida, Y.; Kitanaka, S.; Horiuchi, C. A., J Mol Catal B Enzym 2004, 27, 177.
15. Serra, S.; Barakat, A.; Fuganti, C., Tetrahedron: Asymmetry 2007, 18, 2573.
16. Valla, A.; Valla, B.; Cartier, D.; Guillo, R. L.; Labia, R.; Florent, L.; Charneau, S.; Schrevel, J.; Potier, P., Eur J Med Chem 2006, 41, 142.
17. Chandra, N.; Pandey, S.; Suryawanshi, S. N. R.; Gupta, S., Eur J Med Chem 2006, 41, 779.
18. Gülçin, Ä., Amino Acids 2007, 32, 431.
19. Mitsuda, H.; Yuasumoto, K.; Iwami, K., Eiyo to Shokuryo 1996, 19, 210.
20. Oyaizu, M., Jpn J Nutr 1986, 44, 307.
21. Dinis, T. C. P.; Madeira, V. M. C.; Almeida, L. M., Arch Biochem Biophys 1994, 315, 161-169.
22. Blois, M. S., Nature 1958, 26, 1199.
23. Gülçin, Ä.; Beydemir, Ş.; Alici, H. A.; Elmastaş, M.; Büyükokuroǧlu, M. E., Pharmacol. Res. 2004, 49, 59.
24. Elmastas, M.; Türkekul, Ä.; Öztürk, L.; Gülçin, Ä.; Işildak, Ö.; Aboul-Enein, H. Y., Comb Chem High T Scr 2006, 6, 443.
25. Elmastaş, M.; Gülçin, Ä.; Beydemir, Ş.; Küfrevioǧlu, Ö. Ä.; Aboul-Enein, H. Y., Anal Let 2006, 39, 47.
26. Beauchamp, C.; Fridovich, I., Anal Biochem 1971, 44, 276.
27. Zhishen, J.; Mengcheng, T.; Jianming, W., Food Chem 1999, 64, 555.
28. Ceylan, M.; Findik, E., Synth Commun 2008, 38, 2584.
29. Gülçin, Ä.; Şat, Ä. G.; Beydemir, Ş.; Elmastaş, M.; Küfrevioǧlu, Ö. Ä., Food Chem 2004, 87, 393.
30. Alho, H.; Leinonen, J., Meth Enzymol 1999, 299, 3.
31. Oyaizu, M., Jpn J Nutr 1986, 44, 307.
32. Chung, J. E.; Kurisawa, M.; Kim, Y. J.; Kobayashi, S., Biomacromolecules 2004, 5, 113.