UHPLC-Q-TOF-MS/MS method based on four-step strategy for metabolites of hinokiflavone in vivo and in vitro

•The metabolites of hinokiflavone were first characterized.•A rapid and sensitive method was developed.•Glutamine conjugation and glycine conjugation were unique metabolic pathways of hinokiflavone.•The metabolic profiling of hinokiflavone was first inferred and summarized. Hinokiflavone (HF), belon...

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Published in:Journal of pharmaceutical and biomedical analysis 2019-05, Vol.169, p.19-29
Main Authors: Chen, Yuting, Feng, Xue, Li, Luya, Zhang, Xiaowei, Song, Kewei, Diao, Xinpeng, Sun, Yupeng, Zhang, Lantong
Format: Article
Language:English
Subjects:
Animals
Biflavonoids - chemistry
Biflavonoids - metabolism
Biotransformation - physiology
Chromatography, High Pressure Liquid - methods
Flavones - chemistry
Flavones - metabolism
Gastrointestinal Microbiome - physiology
Hinokiflavone
In vivo
Male
Metabolic Networks and Pathways - physiology
Metabolism
Microsomes, Liver - metabolism
Rat intestinal flora
Rat liver microsomes
Rats
Rats, Sprague-Dawley
Tandem Mass Spectrometry - methods
UHPLC-Q-TOF-MS/MS
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Summary:•The metabolites of hinokiflavone were first characterized.•A rapid and sensitive method was developed.•Glutamine conjugation and glycine conjugation were unique metabolic pathways of hinokiflavone.•The metabolic profiling of hinokiflavone was first inferred and summarized. Hinokiflavone (HF), belonging to biflavonoids, possesses excellent pharmacological activities, including anti-inflammatory, antioxidant and antitumor activity. Nevertheless, its metabolism in vivo (rats) and in vitro (rat liver microsomes and intestinal flora) is presently not characterized. In this study, ultra-high-performance liquid chromatography coupled with hybrid triple quadrupole time-of-flight mass spectrometry (UHPLC-Q-TOF-MS) based on four-step strategy was a rapid method for the detection of HF metabolites. A total of 41 metabolites in vivo, 49 metabolites in vitro were characterized. It also verified that intestinal tract exceeds the liver in the biotransformation of HF. More significant, the main metabolic pathways for HF were mainly bio-transformed to various mono-flavone resulting from the rupture of connective CO bonds, which exhibited a large distinction with other biflavones. Noteworthily, glutamine conjugation and glycine conjugation were considered as unique metabolic pathways of HF. The information obtained from this study contributes to better understanding of pharmacological mechanism of HF.
ISSN:0731-7085
1873-264X
DOI:10.1016/j.jpba.2019.02.034