Synthesis and fluorescence properties of 2-aryl-3-hydroxyquinolones, a new class of dyes displaying dual fluorescence

Tetrahedron Letters

Volumn 47, Issue 6, 2006, Pages 905-908

  Yushchenko, Dmytro A ^a,b   Bilokin', Mykhailo D ^a   Pyvovarenko, Oleksandr V ^a   Duportail, Guy ^b   Mély, Yves ^b   Pivovarenko, Vasyl G ^a,b  

^a TARAS SHEVCHENKO NATIONAL UNIVERSITY OF KYIV   (Ukraine)

^b UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

3 Hydroxyquinolones; Absorption; Fluorescence probes; Polarity sensors

Indexed keywords

3 HYDROXYQUINOLONE; DIMETHYL SULFOXIDE; DYE; METHYL GROUP; NUCLEIC ACID; PROTEIN; QUINOLONE DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

ABSORPTION; ARTICLE; CHEMICAL STRUCTURE; FLUORESCENCE; PROTON TRANSPORT; SPECTROSCOPY; SYNTHESIS;

EID: 30344458827     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.160     Document Type: Article

References (27)

1. R.G. Zbigniew, R. Krystyna, and R. Wolfgang Chem. Rev. 103 2003 3899 4031
2. J.S. Formosinho, and G.L. Arnaut J. Photocem. Photobiol. A: Chem. 75 1993 21 48
3. D. Le Gourrierec, S.M. Ormson, and R.G. Brown Progr. React. Kinet 19 1994 211 275
4. A.S. Klymchenko, T. Ozturk, V.G. Pivovarenko, and A.P. Demchenko Can. J. Chem. 79 2001 358 363
5. A.S. Klymchenko, T. Ozturk, V.G. Pivovarenko, and A.P. Demchenko Tetrahedron Lett. 42 2001 7967 7970
6. A.S. Klymchenko, T. Ozturk, and A.P. Demchenko Tetrahedron Lett. 43 2002 7079 7082
7. A.S. Klymchenko, T. Ozturk, V.G. Pivovarenko, and A.P. Demchenko New J. Chem. 27 2003 1336 1343
8. S. Ercelen, A.S. Klymchenko, and A.P. Demchenko Anal. Chim. Acta 464 2002 273 287
9. A.S. Klymchenko, V.G. Pivovarenko, and A.P. Demchenko J. Phys. Chem. A 107 2003 4211 4216
10. A.S. Klymchenko, and A.P. Demchenko Phys. Chem. Chem. Phys. 5 2003 461 468
11. A.D. Roshal, A.V. Grigorovich, A.O. Doroshenko, V.G. Pivovarenko, and A.P. Demchenko J. Phys. Chem. 102 1998 5907 5914
12. A.S. Klymchenko, and A.P. Demchenko Langmuir 18 2002 5637 5639
13. A.S. Klymchenko, G. Duportail, T. Ozturk, V.G. Pivovarenko, Y. Mély, and A.P. Demchenko Chem. Biol. 9 2002 1199 1208
14. A.S. Klymchenko, G. Duportail, T. Ozturk, Y. Mély, and A.P. Demchenko Proc. Natl. Acad. Sci. U.S.A. 100 2003 11219 11224
15. O.P. Bondar, V.G. Pivovarenko, and E.S. Rowe Biochim. Biophys. Acta 1369 1998 119 130
16. G. Duportail, A.S. Klymchenko, Y. Mely, and A.P. Demchenko J. Fluorescence 12 2002 181 185
17. S. Ercelen, A.S. Klymchenko, and A.P. Demchenko FEBS Lett. 538 2003 25 28
18. A.S. Klymchenko, S.V. Avilov, and A.P. Demchenko Anal. Biochem. 329 2004 43 57
19. F. Gao, K.F. Johnson, and J.B. Schlenoff J. Chem. Soc., Perkin Trans. 2 2 1996 269 273
20. C. Beney, M. Hadjeri, A.-M. Mariotte, and A. Boumendjel Tetrahedron Lett. 41 2000 7037 7039
21. G.M. Coppola J. Heterocycl. Chem. 19 1982 727 731
22. P. Hradil, and J. Jirman Collect. Czeh. Chem. Commun. 60 1995 1357 1366
23. M.A. Smith, R.M. Neumann, and R.A. Webb J. Heterocycl. Chem. 5 1968 425 426
24. P. Hradil, J. Hlavac, and K. Lemr J. Heterocycl. Chem. 36 1999 141 144
25. Z. Diwu, C. Beachdel, and D.H. Klaubert Tetrahedron Lett. 39 1998 4987 4990
26. Synthetic procedures are described in Supplementary data.
27. Absorption and fluorescence spectra were recorded at room temperature on a Cary 4 spectrophotometer (Varian) and a FluoroMax 3.0 (Jobin Yvon, Horiba) spectrofluorometer, respectively. Excitation wavelength for emission spectra was 360 nm in all cases.