Enhancement of debitterness, water-solubility, and neuroprotective effects of naringin by transglucosylation

Im, Ae Eun; Eom, Sanung; Seong, Hyeon-Jun; Kim, Hayeong; Cho, Jeong-Yong; Kim, Doman; Lee, Junho H.; Yang, Kwang-Yeol; Nam, Seung-Hee

doi:10.1007/s00253-023-12709-8

Cited by 1 publication

(1 citation statement)

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“…Mechanism studies revealed that the bioactivity of C-glycosides is mainly from the aglycones. Whereas pharmaceutical studies demonstrated that the sugar moiety in the structures can improve water solubility, making the glycoside forms more favorable in pharmaceutical and pharmacological studies [7].…”

Section: Introductionmentioning

confidence: 99%

Fragmentation Patterns of Phenolic C-Glycosides in Mass Spectrometry Analysis

Du,

Wang,

Xie

et al. 2024

Molecules

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Background: Many phenolic C-glycosides possess nutritional benefits and pharmacological efficacies. However, the MS/MS fragmentation pattern of phenolic C-glycosides analysis is understudied. This paper aims to determine the MS/MS fragmentation patterns of phenolic C-glycosides. Method: Ten compounds with different sugar moieties, aglycones, and substitutes were analyzed to determine the impact of these structural features on MS/MS fragmentation using UPLC-QTOF-MS analysis. Results: The results showed that water loss followed by RDA reaction and alpha cleavage in the C-C bonded sugar moieties are the major fragmentation pathways. Additionally, the sugar cleavage was not affected by the skeleton and the substitute of the aglycones. These results suggested that the fragmentation patterns of phenolic C-glycosides differ from those in the O-glycosides, where the O-C glycosidic bond is the most cleavage-liable bond in MS/MS analysis. Conclusions: These MS/MS fragmentation patterns can be used for the identification of C-glycosides from dietary components and herbal medicine as well as developing robust methods using MRM methods to quantify C-glycosides.

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Section: Introductionmentioning

confidence: 99%