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Silybin and its congeners: from traditional medicine to molecular effects

SYSNO ASEP	0558662
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Silybin and its congeners: from traditional medicine to molecular effects
Author(s)	Křen, Vladimír (MBU-M)_{RID, ORCID} Valentová, Kateřina (MBU-M)_{RID, ORCID}
Source Title	Natural Product Reports. - : Royal Society of Chemistry - ISSN 0265-0568 Roč. 39, č. 6 (2022), s. 1264-1281
Number of pages	18 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	milk thistle ; silymarin flavonolignans ; in-vitro ; silibinin ; silychristin ; isosilybin ; 2,3-dehydrosilybin ; diastereoisomers ; identification ; derivatives
Subject RIV	CE - Biochemistry
OECD category	Medicinal chemistry
R&D Projects	GA21-00551S GA ČR - Czech Science Foundation (CSF)
	LTC20070 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
Method of publishing	Limited access
Institutional support	MBU-M - RVO:61388971
UT WOS	000790828700001
EID SCOPUS	85133101119
DOI	10.1039/d2np00013j
Annotation	Covering: 2015 up to 2022 (Feb) Silymarin, an extract of milk thistle (Silybum marianum) fruits, has been used in various medicinal applications since ancient times. A major component of silymarin is the flavonolignan silybin and its relatives isosilybin, silychristin, silydianin, 2,3-dehydrosilybin, and some others. Except for silydianin, they occur in nature as two stereomers. This review focuses on recent developments in chemistry, biosynthesis, modern advanced analytical methods, and transformations of flavonolignans specifically reflecting their chirality. Recently described chemotypes of S. marianum, but also the newest findings regarding the pharmacokinetics, hepatoprotective, antiviral, neuroprotective, and cardioprotective activity, modulation of endocrine functions, modulation of multidrug resistance, and safety of flavonolignans are discussed. A growing number of studies show that the respective diastereomers of flavonolignans have significantly different activities in anisotropic biological systems. Moreover, it is now clear that flavonolignans do not act as antioxidants in vivo, but as specific ligands of biological targets and therefore their chirality is crucial. Many controversies often arise, mainly due to the non-standard composition of this phytopreparation, the use of various undefined mixtures, the misattribution of silymarin vs. silybin, and also the failure to consider the chemistry of the respective components of silymarin.
Workplace	Institute of Microbiology
Contact	Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231
Year of Publishing	2023
Electronic address	https://pubs.rsc.org/en/content/articlelanding/2022/NP/D2NP00013J

Number of the records: 1