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Article

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

by
Hui Zhou
,
Liping Li
,
Huidi Jiang
and
Su Zeng
*
Department of Pharmaceutical Analysis and Drug Metabolism, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, Zhejiang, China
*
Author to whom correspondence should be addressed.
Molecules 2012, 17(10), 11712-11720; https://doi.org/10.3390/molecules171011712
Submission 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.
Keywords: bisbenzylisoquinoline alkaloids; demethylation; HPLC; isoliensinine; microsomes; tandem mass spectrometry bisbenzylisoquinoline alkaloids; demethylation; HPLC; isoliensinine; microsomes; tandem mass spectrometry

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MDPI and ACS Style

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. https://doi.org/10.3390/molecules171011712

AMA Style

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(10):11712-11720. https://doi.org/10.3390/molecules171011712

Chicago/Turabian Style

Zhou, Hui, Liping Li, Huidi Jiang, and Su Zeng. 2012. "Identification of Three New N-Demethylated and O-Demethyled Bisbenzylisoquinoline Alkaloid Metabolites of Isoliensinine from Dog Hepatic Microsomes" Molecules 17, no. 10: 11712-11720. https://doi.org/10.3390/molecules171011712

APA Style

Zhou, H., Li, L., Jiang, H., & Zeng, S. (2012). Identification of Three New N-Demethylated and O-Demethyled Bisbenzylisoquinoline Alkaloid Metabolites of Isoliensinine from Dog Hepatic Microsomes. Molecules, 17(10), 11712-11720. https://doi.org/10.3390/molecules171011712

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