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Molecules 2012, 17(10), 11712-11720; https://doi.org/10.3390/molecules171011712

Identification of Three New N-Demethylated and O-Demethyled Bisbenzylisoquinoline Alkaloid Metabolites of Isoliensinine from Dog Hepatic Microsomes

Department of Pharmaceutical Analysis and Drug Metabolism, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, Zhejiang, China
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Author to whom correspondence should be addressed.
Received: 20 August 2012 / Revised: 24 September 2012 / Accepted: 26 September 2012 / Published: 1 October 2012
(This article belongs to the Section Medicinal Chemistry)
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Abstract

Isoliensinine, a natural phenolic bisbenzyltetrahydroisoquinoline alkaloid, has received considerable attention for its potential biological effects such as antioxidant and anti-HIV activities. From the dog hepatic microsomes of isoliensinine, three new N-demethylated and O-demethylated metabolites, 2-N-desmethyl-isoliensinine (M1), 2'-N-desmethylisoliensinine (M2), and 2'-N-6-O-didesmethylisoliensinine (M3), were identified by high-performance liquid chromatography and data-dependent electrospray ionization tandem mass spectrometry. Possible metabolic pathways for isoliensinine have been proposed. The result should prove very helpful for evaluation of the drug-like properties of isoliensinine and other bisbenzylisoquinoline alkaloids. View Full-Text
Keywords: bisbenzylisoquinoline alkaloids; demethylation; HPLC; isoliensinine; microsomes; tandem mass spectrometry bisbenzylisoquinoline alkaloids; demethylation; HPLC; isoliensinine; microsomes; tandem mass spectrometry
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Zhou, H.; Li, L.; Jiang, H.; Zeng, S. Identification of Three New N-Demethylated and O-Demethyled Bisbenzylisoquinoline Alkaloid Metabolites of Isoliensinine from Dog Hepatic Microsomes. Molecules 2012, 17, 11712-11720.

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