Kinetics of photooxidation of papaverine hydrochloride and its major photooxidation products.

J Pharm Biomed Anal

Department of Physical Pharmacy and Pharmacokinetics, Poznań University of Madical Sciences, 6 Swiecickiego Street, 60-781 Poznań, Poland.

Published: June 2006

HPCE methodology was modified to be used in kinetic experiments on photooxidation reactions of papaverine hydrochloride 1 and its oxidation products (papaverinol 2 and papaveraldine hydrochloride 3) chloroform solutions exposed to UV254 light in aerobic conditions. On photooxygenation of the above compounds is formed the final degradation product, a brown compound X 4, 2,3,9,10-tetramethoxy-12-oxo-12H-indolo[2,1-a]isoquinolinylim chloride. The rate of 4 formation from the above compounds can be given as 2>3>1>1 HCl. The photooxidation reactions of 1 and 2 proceed with pseudo first-order kinetics and that reaction for 3 follows zero-order kinetics. The most labile compound is 2 whose half-life time is 2.4 times shorter than that one of 1 HCL. The most stable product is 3 whose half-life time is 31-fold longer than of 2. The specific quantum yields are equal 0.28, 0.30 and 0.10 for 1 HCl, 2 and 3, respectively which confirm the above stability pattern of the compounds concerned.

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http://dx.doi.org/10.1016/j.jpba.2006.02.036DOI Listing

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