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Volumn 119, Issue 13, 1997, Pages 2980-2986

Excited-state photophysics of hypericin and its hexamethoxy analog: Intramolecular proton transfer as a nonradiative process in hypericin

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; HEXAMETHOXYHYPERICIN; HYPERICIN; UNCLASSIFIED DRUG;

EID: 0030913186     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962476h     Document Type: Article
Times cited : (89)

References (46)
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    • (1988) Proc. Natl. Acad. Sci. U.S.A. , vol.85 , pp. 5230-5234
    • Meruelo, D.1    Lavie, G.2    Lavie, D.3
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    • Meruelo, D.; Lavie, G.; Lavie, D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5230-5234. Degar, S.; Prince, A. M.; Pascual, D.; Lavie, G.; Levin, B.; Mazur, Y.; Lavie, D.; Ehrlich, L. S.; Carter, C.; Meruelo, D. AIDS Res. Hum. Retroviruses 1992, 8, 1929-1936. Lenard, J.; Rabson, A.; Vanderoef, R. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 158-162. Meruelo, D.; Degar, S.; Nuria, A.; Mazur, Y.; Lavie, D.; Levin B.; Lavie, G. In Natural Products as Antiviral Agents; Chu, C. K., and Cutler, H. G., Eds. Plenum Press: New York, 1992 pp 91-119, and references therein.
    • (1992) AIDS Res. Hum. Retroviruses , vol.8 , pp. 1929-1936
    • Degar, S.1    Prince, A.M.2    Pascual, D.3    Lavie, G.4    Levin, B.5    Mazur, Y.6    Lavie, D.7    Ehrlich, L.S.8    Carter, C.9    Meruelo, D.10
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    • Meruelo, D.; Lavie, G.; Lavie, D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5230-5234. Degar, S.; Prince, A. M.; Pascual, D.; Lavie, G.; Levin, B.; Mazur, Y.; Lavie, D.; Ehrlich, L. S.; Carter, C.; Meruelo, D. AIDS Res. Hum. Retroviruses 1992, 8, 1929-1936. Lenard, J.; Rabson, A.; Vanderoef, R. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 158-162. Meruelo, D.; Degar, S.; Nuria, A.; Mazur, Y.; Lavie, D.; Levin B.; Lavie, G. In Natural Products as Antiviral Agents; Chu, C. K., and Cutler, H. G., Eds. Plenum Press: New York, 1992 pp 91-119, and references therein.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 158-162
    • Lenard, J.1    Rabson, A.2    Vanderoef, R.3
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    • Meruelo, D.; Lavie, G.; Lavie, D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5230-5234. Degar, S.; Prince, A. M.; Pascual, D.; Lavie, G.; Levin, B.; Mazur, Y.; Lavie, D.; Ehrlich, L. S.; Carter, C.; Meruelo, D. AIDS Res. Hum. Retroviruses 1992, 8, 1929-1936. Lenard, J.; Rabson, A.; Vanderoef, R. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 158-162. Meruelo, D.; Degar, S.; Nuria, A.; Mazur, Y.; Lavie, D.; Levin B.; Lavie, G. In Natural Products as Antiviral Agents; Chu, C. K., and Cutler, H. G., Eds. Plenum Press: New York, 1992 pp 91-119, and references therein.
    • (1992) Natural Products as Antiviral Agents , pp. 91-119
    • Meruelo, D.1    Degar, S.2    Nuria, A.3    Mazur, Y.4    Lavie, D.5    Levin, B.6    Lavie, G.7
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    • note
    • 25-28
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    • Personal communication
    • (b) Falk, H. Personal communication.
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    • note
    • Because this number is obtained from a steady-state measurement, which does not discriminate against the 2-ns impurity or degradation product (Figure 7a), it overestimates the fluorescence quantum yield of the analog. The decrease in fluorescence quantum yield of the analog is more clearly apparent in the decay of its excited singlet state: in DMSO, it possesses a fluorescence decay of 500 ps, as opposed to 5 ns for that of hypericin (Figure 7). Consequently, a large component of the triplet population in hexamethoxyhypericin is expected to appear with a 500 ps time constant, as is observed in Figure 6.


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