Photochemical Degradation of Hyperforin

Author(s): Maurizio D'Auria, Lucia Emanuele, Rocco Racioppi.

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 7 , 2008

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Abstract:

Irradiation of hyperforin in acetonitrile gave a single degradation product with a first order kinetics (k = 3.23 M h-1). The degradation product was a 1:1 tautomeric mixture of 2-methyl-3-hydroxy-4-(1-oxo-2-methyl-1-propyl)-1,5- dioxo-6-(3methyl-1-but-2-enyl)-2-cyclohexene and 2-methyl-1,3,5-trioxo-4-(1-hydroxy-2-methyl-1-propylene)-6-(3-methyl- 1-but-2-enyl)-cyclohexane. The product can also be obtained through three Norrish II reactions, followed by a fragmentation reaction.

Keywords: Photochemical Degradation, Hyperforin, Irradiation, acetonitrile, first order kinetics, tautomeric mixture, three Norrish II reactions, fragmentation reaction

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Article Details

VOLUME: 5
ISSUE: 7
Year: 2008
Page: [583 - 586]
Pages: 4
DOI: 10.2174/157017808785982112
Price: $65

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