메뉴 건너뛰기




Volumn 12, Issue 5, 2013, Pages 936-943

Effect of hydrogen bonding and complexation with metal ions on the fluorescence of luotonin A

Author keywords

[No Author keywords available]

Indexed keywords

LUA;

EID: 84876888502     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/c3pp50011j     Document Type: Article
Times cited : (2)

References (45)
  • 1
    • 0344825369 scopus 로고    scopus 로고
    • Hydrogen-bonding-induced phenomena in bifunctional heteroazaaromatics
    • J. Waluk Hydrogen-bonding-induced phenomena in bifunctional heteroazaaromatics Acc. Chem. Res. 2003 36 832 838
    • (2003) Acc. Chem. Res. , vol.36 , pp. 832-838
    • Waluk, J.1
  • 2
    • 0011648485 scopus 로고    scopus 로고
    • Diversity of excited state deactivation paths in heteroazaaromatics with multiple intermolecular hydrogen bonds
    • J. Dobkowski J. Herbich V. Galievsky R. P. Thummel F. Y. Wu J. Waluk Diversity of excited state deactivation paths in heteroazaaromatics with multiple intermolecular hydrogen bonds Ber. Bunsen-Ges. Phys. Chem. 1998 102 469 475
    • (1998) Ber. Bunsen-Ges. Phys. Chem. , vol.102 , pp. 469-475
    • Dobkowski, J.1    Herbich, J.2    Galievsky, V.3    Thummel, R.P.4    Wu, F.Y.5    Waluk, J.6
  • 3
    • 84868591294 scopus 로고    scopus 로고
    • Three modes of proton transfer in one chromophore: Photoinduced tautomerization in 2-(1H-pyrazol-5-yl)pyridines, their dimers and alcohol complexes
    • V. Vetokhina K. Dobek M. Kijak I. I. Kamińska K. Muller W. R. Thiel J. Waluk J. Herbich Three modes of proton transfer in one chromophore: photoinduced tautomerization in 2-(1H-pyrazol-5-yl)pyridines, their dimers and alcohol complexes ChemPhysChem 2012 13 3661 3671
    • (2012) ChemPhysChem , vol.13 , pp. 3661-3671
    • Vetokhina, V.1    Dobek, K.2    Kijak, M.3    Kamińska, I.I.4    Muller, K.5    Thiel, W.R.6    Waluk, J.7    Herbich, J.8
  • 4
    • 0037435161 scopus 로고    scopus 로고
    • Comprehensive studies on dual excitation behavior of double proton versus charge transfer in 4-(N-substituted amino)-1H-pyrrolo[2,3-b]pyridines
    • C. C. Cheng C. P. Chang W. S. Yu F. T. Hung Y. I. Liu G. R. Wu P. T. Chou Comprehensive studies on dual excitation behavior of double proton versus charge transfer in 4-(N-substituted amino)-1H-pyrrolo[2,3-b]pyridines J. Phys. Chem. A 2003 107 1459 1471
    • (2003) J. Phys. Chem. A , vol.107 , pp. 1459-1471
    • Cheng, C.C.1    Chang, C.P.2    Yu, W.S.3    Hung, F.T.4    Liu, Y.I.5    Wu, G.R.6    Chou, P.T.7
  • 5
    • 0030573088 scopus 로고    scopus 로고
    • Excimer fluorescence from acridine and diaza-heterocyclic hydrocarbons in non-polar media at low temperatures
    • P. Nikolov H. Görner Excimer fluorescence from acridine and diaza-heterocyclic hydrocarbons in non-polar media at low temperatures J. Photochem. Photobiol., A 1996 101 137 144
    • (1996) J. Photochem. Photobiol., A , vol.101 , pp. 137-144
    • Nikolov, P.1    Görner, H.2
  • 6
    • 79953311919 scopus 로고    scopus 로고
    • Effect of electrolytes, nucleotides and DNA on the fluorescence of flavopereirine natural alkaloid
    • Z. Miskolczy M. Megyesi L. Biczók H. Görner Effect of electrolytes, nucleotides and DNA on the fluorescence of flavopereirine natural alkaloid Photochem. Photobiol. Sci. 2011 10 592 600
    • (2011) Photochem. Photobiol. Sci. , vol.10 , pp. 592-600
    • Miskolczy, Z.1    Megyesi, M.2    Biczók, L.3    Görner, H.4
  • 8
    • 0037194986 scopus 로고    scopus 로고
    • Twisted intramolecular charge transfer states in 2-arylbenzotriazoles: Fluorescence deactivation via intramolecular electron transfer rather than proton transfer
    • A. Maliakal G. Lem N. J. Turro R. Ravichandran J. C. Suhadolnik A. D. DeBellis M. G. Wood J. Lau Twisted intramolecular charge transfer states in 2-arylbenzotriazoles: fluorescence deactivation via intramolecular electron transfer rather than proton transfer J. Phys. Chem. A 2002 106 7680 7689
    • (2002) J. Phys. Chem. A , vol.106 , pp. 7680-7689
    • Maliakal, A.1    Lem, G.2    Turro, N.J.3    Ravichandran, R.4    Suhadolnik, J.C.5    Debellis, A.D.6    Wood, M.G.7    Lau, J.8
  • 9
    • 34248384930 scopus 로고    scopus 로고
    • The answer to concerted versus step-wise controversy for the double proton transfer mechanism of 7-azaindole dimer in solution
    • S. Takeuchi T. Tahara The answer to concerted versus step-wise controversy for the double proton transfer mechanism of 7-azaindole dimer in solution Proc. Natl. Acad. Sci. U. S. A. 2007 104 5285 5290
    • (2007) Proc. Natl. Acad. Sci. U. S. A. , vol.104 , pp. 5285-5290
    • Takeuchi, S.1    Tahara, T.2
  • 10
    • 0037129458 scopus 로고    scopus 로고
    • Femtosecond fluorescence anisotropy studies of excited-state intramolecular double-proton transfer in 2,2′-bipyridyl-3,3-diol in solution
    • P. Toele H. Zhang M. Glasbeek Femtosecond fluorescence anisotropy studies of excited-state intramolecular double-proton transfer in 2,2′-bipyridyl- 3,3-diol in solution J. Phys. Chem. A 2002 106 3651 3658
    • (2002) J. Phys. Chem. A , vol.106 , pp. 3651-3658
    • Toele, P.1    Zhang, H.2    Glasbeek, M.3
  • 11
    • 0041663867 scopus 로고    scopus 로고
    • Photophysical properties of methyl β-carboline-3-carboxylate mediated by hydrogen-bonded complexes-A comparative study in different solvents
    • D. Reyman M. J. Tapia C. Carcedo M. H. Viñas Photophysical properties of methyl β-carboline-3-carboxylate mediated by hydrogen-bonded complexes-a comparative study in different solvents Biophys. Chem. 2003 104 683 696
    • (2003) Biophys. Chem. , vol.104 , pp. 683-696
    • Reyman, D.1    Tapia, M.J.2    Carcedo, C.3    Viñas, M.H.4
  • 13
    • 84855848357 scopus 로고    scopus 로고
    • New insights into the photo-tautomerisation process in β-carboline derivatives revealed by NMR spectroscopy
    • D. Reyman C. Diaz-Oliva F. Hallwass S. M. Goncalves de Barros New insights into the photo-tautomerisation process in β-carboline derivatives revealed by NMR spectroscopy RSC Adv. 2011 1 857 865
    • (2011) RSC Adv. , vol.1 , pp. 857-865
    • Reyman, D.1    Diaz-Oliva, C.2    Hallwass, F.3    Goncalves De Barros, S.M.4
  • 14
    • 44949150046 scopus 로고    scopus 로고
    • Ground state isomerism in betacarboline hydrogen bond complexes: The charge transfer nature of its large Stokes shifted emission
    • A. Sánchez-Coronilla M. Balón M. A. Muñoz J. Hidalgo C. Carmona Ground state isomerism in betacarboline hydrogen bond complexes: the charge transfer nature of its large Stokes shifted emission Chem. Phys. 2008 351 27 32
    • (2008) Chem. Phys. , vol.351 , pp. 27-32
    • Sánchez-Coronilla, A.1    Balón, M.2    Muñoz, M.A.3    Hidalgo, J.4    Carmona, C.5
  • 15
    • 1642333810 scopus 로고    scopus 로고
    • New insights on the excited-state proton-transfer reactions of betacarbolines: Cationic exciplex formation
    • C. Carmona M. Balón A. S. Coronilla M. A. Muñoz New insights on the excited-state proton-transfer reactions of betacarbolines: cationic exciplex formation J. Phys. Chem. A 2004 108 1910 1918
    • (2004) J. Phys. Chem. A , vol.108 , pp. 1910-1918
    • Carmona, C.1    Balón, M.2    Coronilla, A.S.3    Muñoz, M.A.4
  • 17
    • 33746027010 scopus 로고    scopus 로고
    • Fluorescent properties of hydrogen-bonded ellipticine: A special effect of fluoride anion
    • Z. Miskolczy L. Biczók Fluorescent properties of hydrogen-bonded ellipticine: a special effect of fluoride anion J. Photochem. Photobiol., A 2006 182 82 87
    • (2006) J. Photochem. Photobiol., A , vol.182 , pp. 82-87
    • Miskolczy, Z.1    Biczók, L.2
  • 18
    • 33750360825 scopus 로고    scopus 로고
    • Solvent effect on the photophysical properties of the anticancer agent ellipticine
    • S. Y. Fung J. Duhamel P. Chen Solvent effect on the photophysical properties of the anticancer agent ellipticine J. Phys. Chem. A 2006 110 11446 11454
    • (2006) J. Phys. Chem. A , vol.110 , pp. 11446-11454
    • Fung, S.Y.1    Duhamel, J.2    Chen, P.3
  • 19
    • 33746337974 scopus 로고    scopus 로고
    • Effect of hydroxylic compounds on the photophysical properties of ellipticine and its 6-methyl derivative: The origin of dual fluorescence
    • Z. Miskolczy L. Biczók I. Jablonkai Effect of hydroxylic compounds on the photophysical properties of ellipticine and its 6-methyl derivative: the origin of dual fluorescence Chem. Phys. Lett. 2006 427 76 81
    • (2006) Chem. Phys. Lett. , vol.427 , pp. 76-81
    • Miskolczy, Z.1    Biczók, L.2    Jablonkai, I.3
  • 20
    • 84856012430 scopus 로고    scopus 로고
    • Comment on Dual fluorescence of ellipticine: Excited state proton transfer from solvent versus solvent mediated intramolecular proton transfer
    • Z. Miskolczy L. Biczók I. Jablonkai Comment on "Dual fluorescence of ellipticine: excited state proton transfer from solvent versus solvent mediated intramolecular proton transfer" J. Phys. Chem. A 2012 116 899 900
    • (2012) J. Phys. Chem. A , vol.116 , pp. 899-900
    • Miskolczy, Z.1    Biczók, L.2    Jablonkai, I.3
  • 21
    • 0000462743 scopus 로고    scopus 로고
    • Two new pyrroloquinazolinoquinoline alkaloids from Peganum nigellastrum
    • Z. Z. Ma Y. Hano T. Nomura Y. J. Chen Two new pyrroloquinazolinoquinoline alkaloids from Peganum nigellastrum Heterocycles 1997 46 541 546
    • (1997) Heterocycles , vol.46 , pp. 541-546
    • Ma, Z.Z.1    Hano, Y.2    Nomura, T.3    Chen, Y.J.4
  • 22
    • 79959613489 scopus 로고    scopus 로고
    • Recent advances in the studies on luotonins
    • J. L. Liang H. C. Cha Y. Jahng Recent advances in the studies on luotonins Molecules 2011 16 4861 4883
    • (2011) Molecules , vol.16 , pp. 4861-4883
    • Liang, J.L.1    Cha, H.C.2    Jahng, Y.3
  • 23
    • 0037017704 scopus 로고    scopus 로고
    • Microwave-assisted rapid synthesis of the cytotoxic alkaloid luotonin A
    • J. S. Yadav B. V. S. Reddy Microwave-assisted rapid synthesis of the cytotoxic alkaloid luotonin A Tetrahedron Lett. 2002 43 1905 1907
    • (2002) Tetrahedron Lett. , vol.43 , pp. 1905-1907
    • Yadav, J.S.1    Reddy, B.V.S.2
  • 26
    • 33745737662 scopus 로고    scopus 로고
    • Review camptothecin: Current perspectives
    • Q. Y. Li Y. G. Zu R. Z. Shi L. P. Yao Review camptothecin: current perspectives Curr. Med. Chem. 2006 13 2021 2039
    • (2006) Curr. Med. Chem. , vol.13 , pp. 2021-2039
    • Li, Q.Y.1    Zu, Y.G.2    Shi, R.Z.3    Yao, L.P.4
  • 27
    • 34547619277 scopus 로고    scopus 로고
    • Short and efficient total synthesis of luotonin A and 22-hydroxyacuminatine using a common cascade strategy
    • H. B. Zhou G. S. Liu Z. J. Yao Short and efficient total synthesis of luotonin A and 22-hydroxyacuminatine using a common cascade strategy J. Org. Chem. 2007 72 6270 6272
    • (2007) J. Org. Chem. , vol.72 , pp. 6270-6272
    • Zhou, H.B.1    Liu, G.S.2    Yao, Z.J.3
  • 28
    • 34547141228 scopus 로고    scopus 로고
    • Total synthesis of luotonin A and 14-substituted analogues
    • J. J. Mason J. Bergman Total synthesis of luotonin A and 14-substituted analogues Org. Biomol. Chem. 2007 5 2486 2490
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 2486-2490
    • Mason, J.J.1    Bergman, J.2
  • 30
    • 79954630372 scopus 로고    scopus 로고
    • Study of non-covalent interactions of luotonin A derivatives and the DNA minor groove as a first step in the study of their analytical potential as DNA probes
    • P. Mussardo E. Corda V. Gonzalez-Ruiz J. Rajesh S. Girotti M. A. Martin A. I. Olives Study of non-covalent interactions of luotonin A derivatives and the DNA minor groove as a first step in the study of their analytical potential as DNA probes Anal. Bioanal. Chem. 2011 400 321 327
    • (2011) Anal. Bioanal. Chem. , vol.400 , pp. 321-327
    • Mussardo, P.1    Corda, E.2    Gonzalez-Ruiz, V.3    Rajesh, J.4    Girotti, S.5    Martin, M.A.6    Olives, A.I.7
  • 31
    • 77954991630 scopus 로고    scopus 로고
    • Liquid chromatographic analysis of the anticancer alkaloid luotonin A and some new derivatives in human serum samples
    • V. Gonzalez-Ruiz P. Mussardo E. Corda S. Girotti A. I. Olives M. A. Martin Liquid chromatographic analysis of the anticancer alkaloid luotonin A and some new derivatives in human serum samples J. Sep. Sci. 2010 33 2086 2093
    • (2010) J. Sep. Sci. , vol.33 , pp. 2086-2093
    • Gonzalez-Ruiz, V.1    Mussardo, P.2    Corda, E.3    Girotti, S.4    Olives, A.I.5    Martin, M.A.6
  • 32
    • 84861011060 scopus 로고    scopus 로고
    • Fluorescence properties of the anti-tumour alkaloid luotonin A and new synthetic analogues: PH modulation as an approach to their fluorimetric quantitation in biological samples
    • V. Gonzalez-Ruiz Y. Gonzalez-Cuevas S. Arunachalam M. A. Martin A. I. Olives P. Ribelles M. T. Ramos J. C. Menendez Fluorescence properties of the anti-tumour alkaloid luotonin A and new synthetic analogues: pH modulation as an approach to their fluorimetric quantitation in biological samples J. Lumin. 2012 132 2468 2475
    • (2012) J. Lumin. , vol.132 , pp. 2468-2475
    • Gonzalez-Ruiz, V.1    Gonzalez-Cuevas, Y.2    Arunachalam, S.3    Martin, M.A.4    Olives, A.I.5    Ribelles, P.6    Ramos, M.T.7    Menendez, J.C.8
  • 33
    • 33646846427 scopus 로고
    • Quantum efficiencies of fluorescence of organic substances: Effect of solvent and concentration of the fluorescent solute
    • W. H. Melhuish Quantum efficiencies of fluorescence of organic substances: effect of solvent and concentration of the fluorescent solute J. Phys. Chem. 1961 65 229 235
    • (1961) J. Phys. Chem. , vol.65 , pp. 229-235
    • Melhuish, W.H.1
  • 34
    • 10744231497 scopus 로고    scopus 로고
    • Effect of microenvironment on the fluorescence of 2-hydroxy-substituted Nile Red dye: A new fluorescent probe for the study of micelles
    • K. Nagy S. Göktürk L. Biczók Effect of microenvironment on the fluorescence of 2-hydroxy-substituted Nile Red dye: a new fluorescent probe for the study of micelles J. Phys. Chem. A 2003 107 8784 8790
    • (2003) J. Phys. Chem. A , vol.107 , pp. 8784-8790
    • Nagy, K.1    Göktürk, S.2    Biczók, L.3
  • 35
    • 0031248855 scopus 로고    scopus 로고
    • Extracting experimental information from large matrixes. 1. A new algorithm for the application of matrix rank analysis
    • G. Peintler I. Nagypál A. Jancsó I. R. Epstein K. Kustin Extracting experimental information from large matrixes. 1. A new algorithm for the application of matrix rank analysis J. Phys. Chem. A 1997 101 8013 8020
    • (1997) J. Phys. Chem. A , vol.101 , pp. 8013-8020
    • Peintler, G.1    Nagypál, I.2    Jancsó, A.3    Epstein, I.R.4    Kustin, K.5
  • 36
    • 5844252510 scopus 로고
    • Solvatochromic dyes as solvent polarity indicators
    • C. Reichardt Solvatochromic dyes as solvent polarity indicators Chem. Rev. 1994 94 2319 2358
    • (1994) Chem. Rev. , vol.94 , pp. 2319-2358
    • Reichardt, C.1
  • 37
    • 0031100542 scopus 로고    scopus 로고
    • Spectroscopic and photophysical studies of the anticancer drug: Camptothecin
    • J. Dey I. M. Warner Spectroscopic and photophysical studies of the anticancer drug: camptothecin J. Lumin. 1997 71 105 114
    • (1997) J. Lumin. , vol.71 , pp. 105-114
    • Dey, J.1    Warner, I.M.2
  • 38
    • 0001479688 scopus 로고
    • Proximity effect in molecular photophysics: Dynamical consequences of pseudo-Jahn-Teller interaction
    • E. C. Lim Proximity effect in molecular photophysics: dynamical consequences of pseudo-Jahn-Teller interaction J. Phys. Chem. 1986 90 6770 6777
    • (1986) J. Phys. Chem. , vol.90 , pp. 6770-6777
    • Lim, E.C.1
  • 39
    • 34247108511 scopus 로고
    • Hydrogen bonding. Part 7. A scale of solute hydrogen-bond acidity based on log K values for complexation in tetrachloromethane
    • M. H. Abraham P. L. Grellier D. V. Prior P. P. Duce J. J. Morris P. J. Taylor Hydrogen bonding. Part 7. A scale of solute hydrogen-bond acidity based on log K values for complexation in tetrachloromethane J. Chem. Soc., Perkin Trans. 2 1989 699 711
    • (1989) J. Chem. Soc., Perkin Trans. 2 , pp. 699-711
    • Abraham, M.H.1    Grellier, P.L.2    Prior, D.V.3    Duce, P.P.4    Morris, J.J.5    Taylor, P.J.6
  • 40
    • 12044255753 scopus 로고
    • Scales of solute hydrogen-bonding: Their construction and application to physicochemical and biochemical processes
    • M. H. Abraham Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes Chem. Soc. Rev. 1993 22 73 83
    • (1993) Chem. Soc. Rev. , vol.22 , pp. 73-83
    • Abraham, M.H.1
  • 42
    • 0028133296 scopus 로고
    • A simple empirical model describing the thermodynamics of hydration of ions of widely varying charges, sizes, and shapes
    • Y. Marcus A simple empirical model describing the thermodynamics of hydration of ions of widely varying charges, sizes, and shapes Biophys. Chem. 1994 51 111 127
    • (1994) Biophys. Chem. , vol.51 , pp. 111-127
    • Marcus, Y.1
  • 43
    • 31544450730 scopus 로고    scopus 로고
    • Empirical force fields for biologically active divalent metal cations in water
    • C. S. Babu C. Lim Empirical force fields for biologically active divalent metal cations in water J. Phys. Chem. A 2005 110 691 699
    • (2005) J. Phys. Chem. A , vol.110 , pp. 691-699
    • Babu, C.S.1    Lim, C.2
  • 44
    • 33845279095 scopus 로고
    • Linear solvation energy relationships: Standard molar Gibbs free energies and enthalpies of transfer of ions from water into nonaqueous solvents
    • Y. Marcus M. J. Kamlet R. W. Taft Linear solvation energy relationships: standard molar Gibbs free energies and enthalpies of transfer of ions from water into nonaqueous solvents J. Phys. Chem. 1988 92 3613 3622
    • (1988) J. Phys. Chem. , vol.92 , pp. 3613-3622
    • Marcus, Y.1    Kamlet, M.J.2    Taft, R.W.3
  • 45
    • 37049071549 scopus 로고
    • Preferential solvation of silver(i), copper(i) and copper(ii) ions in aqueous acetonitrile
    • Y. Marcus Preferential solvation of silver(i), copper(i) and copper(ii) ions in aqueous acetonitrile J. Chem. Soc., Dalton Trans. 1991 2265 2268
    • (1991) J. Chem. Soc., Dalton Trans. , pp. 2265-2268
    • Marcus, Y.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.