Systematic characterization of metabolic profiles of ingenol in rats by UPLC-Q/TOF-MS and NMR in combination with microbial biotransformation

Xiao, Sijia; Li, Shanshan; Xie, Bin; Chen, Wei; Zu, Xianpeng; Shen, Yun‐Heng

doi:10.1039/d1ra07915h

Cited by 1 publication

(1 citation statement)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The current work aimed to identify the metabolites of euphorbiasteroid in rats and in vitro models (RLMs and C. elegans bio-110930), by using UPLC-Q/TOF-MS and the UNIFI platform as well as NMR technique, and to rationalize the elimination mechanism of euphorbiasteroid, in which the biotransformation based on the fungus C. elegans bio-110930 and chemical hydrolysis were applied to prepare the samples of potential metabolites. This method has been used in the previous research of our research group and is reasonable [27]. Finally, a total of 31 metabolites in vivo, including four phase II metabolites, were detected and identified.…”

Section: Introductionmentioning

confidence: 99%

Comprehensive Metabolic Profiling of Euphorbiasteroid in Rats by Integrating UPLC-Q/TOF-MS and NMR as Well as Microbial Biotransformation

Xiao¹,

Wei

Xin

et al. 2022

Metabolites

Self Cite

View full text Add to dashboard Cite

Euphorbiasteroid, a lathyrane-type diterpene from Euphorbiae semen (the seeds of Euphorbia lathyris L.), has been shown to have a variety of pharmacological effects such as anti-tumor and anti-obesity. This study aims to investigate the metabolic profiles of euphorbiasteroid in rats and rat liver microsomes (RLMs) and Cunninghamella elegans bio-110930 by integrating ultra-performance liquid chromatography-quadrupole time-of-flight-mass spectrometry (UPLC-Q/TOF-MS), UNIFI software, and NMR techniques. A total of 31 metabolites were identified in rats. Twelve metabolites (M1–M5, M8, M12–M13, M16, M24–M25, and M29) were matched to the metabolites obtained by RLMs incubation and the microbial transformation of C. elegans bio-110930 and their structures were exactly determined through analysis of NMR spectroscopic data. In addition, the metabolic pathways of euphorbiasteroid were then clarified, mainly including hydroxylation, hydrolysis, oxygenation, sulfonation, and glycosylation. Finally, three metabolites, M3 (20-hydroxyl euphorbiasteroid), M24 (epoxylathyrol) and M25 (15-deacetyl euphorbiasteroid), showed significant cytotoxicity against four human cell lines with IC50 values from 3.60 μM to 40.74 μM. This is the first systematic investigation into the in vivo metabolic pathways of euphorbiasteroid and the cytotoxicity of its metabolites, which will be beneficial for better predicting the metabolism profile of euphorbiasteroid in humans and understanding its possible toxic material basis.

show abstract

Section: Introductionmentioning

confidence: 99%

Comprehensive Metabolic Profiling of Euphorbiasteroid in Rats by Integrating UPLC-Q/TOF-MS and NMR as Well as Microbial Biotransformation

Xiao¹,

Wei

Xin

et al. 2022

Metabolites

Self Cite

View full text Add to dashboard Cite

show abstract

Systematic characterization of metabolic profiles of ingenol in rats by UPLC-Q/TOF-MS and NMR in combination with microbial biotransformation

Abstract: A total of 18 metabolites were identified in rat, and reference standards of metabolites (M2–M4) were further obtained by biotransformation of ingenol. Hydroxylation, oxygenation, sulfonation, and glucuronidation were major metabolic pathways.

Cited by 1 publication

References 26 publications

Comprehensive Metabolic Profiling of Euphorbiasteroid in Rats by Integrating UPLC-Q/TOF-MS and NMR as Well as Microbial Biotransformation

Comprehensive Metabolic Profiling of Euphorbiasteroid in Rats by Integrating UPLC-Q/TOF-MS and NMR as Well as Microbial Biotransformation

Contact Info

Product

Resources

About