Preparation of Retinoyl-Flavonolignan Hybrids and Their Antioxidant Properties

0507891 - MBÚ 2020 RIV CH eng J - Journal Article
Chambers, Christopher S. - Biedermann, David - Valentová, Kateřina - Petrásková, Lucie - Viktorová, J. - Kuzma, Marek - Křen, Vladimír
Preparation of Retinoyl-Flavonolignan Hybrids and Their Antioxidant Properties.
Antioxidants. Roč. 8, č. 7 (2019), č. článku 236. E-ISSN 2076-3921
R&D Projects: GA MŠMT LTC17009
Institutional support: RVO:61388971
Keywords : carotenoids * retinol * flavonolignans
OECD category: Organic chemistry
Impact factor: 5.014, year: 2019
Method of publishing: Open access
https://www.mdpi.com/2076-3921/8/7/236

Antioxidants protect the structural and functional components in organisms against oxidative stress. Most antioxidants are of plant origin as the plants are permanently exposed to oxidative stress (UV radiation, photosynthetic reactions). Both carotenoids and flavonoids are prominent antioxidant and anti-radical agents often occurring together in the plant tissues and acting in lipophilic and hydrophilic milieu, respectively. They are complementary in their anti-radical activity. This study describes the synthesis of a series of hybrid ester conjugates of retinoic acid with various flavonolignans, such as silybin, 2,3-dehydrosilybin and isosilybin. Antioxidant/anti-radical activities and bio-physical properties of novel covalent carotenoid-flavonoid hybrids, as well as various mixtures of the respective parent components, were investigated. Retinoyl conjugates with silybin-which is the most important flavonolignan in silymarin complex-(and its pure diastereomers) displayed better 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity than both the parent compounds and their equimolar mixtures.
Permanent Link: http://hdl.handle.net/11104/0298851