Transformation of resveratrol under disinfection conditions
Elena A. Detenchuk
a
, Polonca Treb
se
b
, Aleksandra Marjanovi
c
c
, Dmitry S. Kosyakov
d
,
Nikolay V. Ul’yanovskii
d
, Mojca Bavcon Kralj
b, **
, Albert T. Lebedev
a, *
a
Moscow State University, Department of Chemistry, Moscow, Russia
b
University of Ljubljana, Faculty of Health Sciences, Ljubljana, Slovenia
c
University of Sarajevo, Faculty of Pharmacy, Sarajevo, Bosnia and Herzegovina
d
Northern Arctic Federal University, Arkhangelsk, Russia
highlights graphical abstract
Trans-resveratrol becomes more and
more popular all over the world as a
powerful antioxidant.
The first study of transformation of
resveratrol and its formulations in
aquatic chlorination.
Over 80 transformation products
were tentatively identified using GC-
HRMS and UPLC-HRMS.
Toxicity estimation of resveratrol
products was carried out using
luminescent bacteria V. fischeri.
article info
Article history:
Received 27 April 2020
Received in revised form
10 June 2020
Accepted 26 June 2020
Available online 8 July 2020
Handling Editor: Keith Maruya
Keywords:
Trans-resveratrol
Aquatic chlorination
Disinfection by-products
GC-HRMS
LC-HRMS
Toxicity
abstract
Trans-resveratrol becomes more and more popular all over the world as a powerful antioxidant. Since its
positive properties, including antioxidant, anti-inflammatory, anti-tumor are indisputable, nowadays
trans-resveratrol is used as a component of various products from nutriceutics to body care formulations,
where it is supposed to behave as natural antioxidant and anti-aging compound. It is also added to food
packaging materials to increase their stability or/and prevent oxidation. Nevertheless, being released to
the environment resveratrol easily forms various transformation products with potentially negative
environmental and health effects. The present paper deals with transformation of pure resveratrol and its
formulation used as UV-protectors in conditions of aquatic chlorination. Over 80 transformation products
were tentatively identified using gas chromatography-high resolution mass spectrometry (GC-HRMS)
and ultra pressure liquid chromatography-high resolution mass spectrometry (UPLC-HRMS). Chlorinated
phenols and biphenyls are the most relevant among them. Estimation of toxicity of resveratrol products
was carried out using luminescent bacteria V. fischeri tests.
© 2020 Elsevier Ltd. All rights reserved.
1. Introduction
Photons of UV light cause breakage of covalent bonds and thus
induce different oxidation processes leading to aging and weath-
ering of different construction materials, coatings, plastics, rubber,
etc. UV-radiation is particularly harmful for biological systems,
causing damage to skin cells, resulting in accelerated aging of the
* Corresponding author.
** Corresponding author.
E-mail addresses: mojca.kralj@zf.uni-lj.si (M.B. Kralj), a.lebedev@org.chem.msu.
ru (A.T. Lebedev).
Contents lists available at ScienceDirect
Chemosphere
journal homepage: www.elsevier.com/locate/chemosphere
https://doi.org/10.1016/j.chemosphere.2020.127557
0045-6535/© 2020 Elsevier Ltd. All rights reserved.
Chemosphere 260 (2020) 127557