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Issue 2, 2002
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Irreversible photo-oxidation of propranolol triggered by self-photogenerated singlet molecular oxygen

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Abstract

The photochemistry of propranolol (PR), 1-isopropylamino-2-(1-naphthyloxy)propan-2-ol, has been studied by combining laser-flash photolysis and steady-state measurements. Like other compounds bearing the naphthalene chromophore, the triplet state is produced quite efficiently (Φisc = 0.35) and it is able to transfer its energy to oxygen, sensitizing singlet oxygen formation with ΦΔ = 0.24. PR photodecomposition takes place in an aerated aqueous medium and leads to 6-hydroxy-1,4-naphthoquinone as the sole stable photoproduct. This seems to be consistent with the intermediary formation of the highly photolabile 1,4-naphthoquinone. It is demonstrated that photodegradation occurs via a type II mechanism involving irreversible trapping of self-photogenerated singlet molecular oxygen.

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Publication details

The article was received on 11 Oct 2001, accepted on 21 Nov 2001 and first published on 02 Jan 2002


Article type: Paper
DOI: 10.1039/B109232D
Citation: Photochem. Photobiol. Sci., 2002,1, 136-140
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    Irreversible photo-oxidation of propranolol triggered by self-photogenerated singlet molecular oxygen

    S. Sortino, S. Petralia, F. Boscà and M. A. Miranda, Photochem. Photobiol. Sci., 2002, 1, 136
    DOI: 10.1039/B109232D

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