Next Article in Journal
A New Saponin from Tea Seed Pomace (Camellia oleifera Abel) and Its Protective Effect on PC12 Cells
Previous Article in Journal
Synthetic Flavanones Augment the Anticancer Effect of Tumor Necrosis Factor-Related Apoptosis-Inducing Ligand (TRAIL)
Molecules 2012, 17(10), 11712-11720; doi:10.3390/molecules171011712
Article

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

, ,  and *
Department of Pharmaceutical Analysis and Drug Metabolism, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, Zhejiang, China
* 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)
View Full-Text   |   Download PDF [215 KB, uploaded 18 June 2014]   |  

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
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert