The fluorescence properties of hypocrellin B and its amino-substituted derivative: Photoinduced intramolecular proton transfer and photoinduced intramolecular electron transfer

Photochemistry and Photobiology

Volumn 80, Issue 1, 2004, Pages 112-114

  Xu, Shangjie ^a,b   Zhang, Xiaoxing ^a   Chen, Shen ^a   Zhang, Manhua ^a   Shen, Tao ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

2 DEMETHOXY 2,3 ETHYLENEDIAMINOHYPOCRELLIN B; DYE; HYPOCRELLIN B; UNCLASSIFIED DRUG;

ARTICLE; ELECTRON TRANSPORT; FLAME PHOTOMETRY; FLUORESCENCE; LIGHT; MEDICAL TECHNOLOGY; PROTON TRANSPORT; QUANTUM YIELD; SYNTHESIS;

ELECTRONS; PERYLENE; PHOTOSENSITIZING AGENTS; PROTONS; QUINONES; SPECTROMETRY, FLUORESCENCE;

EID: 4644327152     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/2004-03-13-RN-113.1     Document Type: Article

References (12)

1. Diwu, Z. (1995) Novel therapeutic and diagnostic applications of hypocrellins and hypericin. Photochem. Photobiol. 61, 529-539.
2. Duran, N. and P. S. Song (1986) Hypericin and its photodynamic action. Photochem. Photobiol. 43, 677-680.
3. Kraus, G. A., W. Zhang, M. J. Fehr, J. W. Petrich, Y. Wannemuehler and S. Carpenter (1996) Research at the interface between chemistry and virology: development of a molecular flashlight. Chem. Rev. 96, 523-535.
4. Xu, S. J., S. Chen, M. H. Zhang and T. Shen (2004) Hypocrellin derivative with improvements of red absorption and active oxygen species generation. Bioorg. Med. Chem. Lett. 14, 1499-1501.
5. Gai, F., M. J. Fehr and J. W. Petrich (1993) Ultrafast excited-state processes in the antiviral agent hypericin. J. Am. Chem. Soc. 115, 3384-3385.
6. English, D. S., W. Zhang, G. A. Kraus and J. W. Petrich (1997) Excited-state photophysics of hypericin and its hexamethoxy analog: intramolecular proton transfer as a nonradiative process in hypericin. J. Am. Chem. Soc. 119, 2980-2986.
7. English, D. S., K. Das, K. D. Ashby, J. Park, J. W. Petrich and E. W. Castner (1997) Confirmation of excited-state proton transfer and ground-state heterogeneity in hypericin by fluorescence upconversion. J. Am. Chem. Soc. 119, 11585-11590.
8. Das, K., D. S. English and J. W. Petrich (1997) Solvent dependence on the intramolecular excited-state proton or hydrogen atom transfer in hypocrellin. J. Am. Chem. Soc. 119, 2763-2764.
9. Das, K., K. Ashby, J. Wen and J. W. Petrich (1999) Temperature dependence of the excited-state intramolecular proton transfer reaction in hypericin and hypocrellin A. J. Phys. Chem. B. 103, 1581-1585.
10. Datta, A., P. Bandyopadhyay, J. Wen, J. W. Petrich and M. S. Gordon (2001) Coupling of large-amplitude side chain motions to the excited-state H-atom transfer of perylene quinones: application of theory and experiment to calphostin C. J. Phys. Chem. A. 105, 1057-1060.
11. Xu, S. J., S. Chen, M. H. Zhang and T. Shen (2003) First synthesis of methylated hypocrellin and its fluorescent excited state: a cautionary tale. J. Org. Chem. 68, 2048-2050.
12. Cheng, C. C., W. S. Yu, P. T. Chou, S. M. Peng, G. H. Lee, P. C. Wu, Y. H. Song and Y. Chi (2003) Syntheses and remarkable photophysical properties of 5-(2-pyridyl)pyrazolate boron complexes: photoinduced electron transfer. Chem. Comm. 20, 2628-2629.