Wydział Chemii

Mariusz Dziadas

Adam Junka

Henryk Jeleń

2021

Biomolecules

11

172/1-172/11

10.3390/biom11020172

Naukowa

Angielski

Artykuł

Eugenyl-β-D-glucopyranoside, also referred to as Citrusin C, is a natural glucoside
found among others in cloves, basil and cinnamon plants. Eugenol in a form of free aglycone is
used in perfumeries, flavourings, essential oils and in medicinal products. Synthetic Citrusin C
was incubated with human saliva in several in vitro models together with substrate-specific enzyme
and antibiotics (clindamycin, ciprofloxacin, amoxicillin trihydrate and potassium clavulanate).
Citrusin C was detected using liquid chromatography with tandem mass spectrometry (LCMS/
MS). Citrusin C was completely degraded only when incubated with substrate-specific A. niger
glucosidase E.C 3.2.1.21 (control sample) and when incubated with human saliva (tested sample).
The addition of antibiotics to the above-described experimental setting, stopped Citrusin C
degradation, indicating microbiologic origin of hydrolysis observed. Our results demonstrate that
Citrusin C is subjected to complete degradation by salivary/oral cavity microorganisms. Extrapolation
of our results allows to state that in the human oral cavity, virtually all β-D-glucosides
would follow this type of hydrolysis. Additionally, a new method was developed for an in vivo
rapid test of glucosidase activity in the human mouth on the tongue using fluorescein-di-β-D-glucoside
as substrate. The results presented in this study serve as a proof of concept for the hypothesis
that microbial hydrolysis path of β-D-glucosides begins immediately in the human mouth and releases
the aglycone directly into the gastrointestinal tract.

β-glucosides, hydrolysis, human saliva

CC-BY

http://dx.doi.org/10.3390/biom11020172

http://www.mdpi.com/journal/metals