57499-41-9Relevant academic research and scientific papers
Preparation and effects of 2,3-dehydrosilymarin, a promising and potent antioxidant and free radical scavenger
Tong, Shanshan,Chu, Chang,Wei, Yuan,Wang, Li,Gao, Xizhe,Xu, Ximing,Yu, Jiangnan
, p. 238 - 244 (2011)
Objectives Silymarin or silybin has been effectively used for treating liver diseases and acute liver injury partly due to its antioxidant activity. In this study, 2,3-dehydrosilymarin, a compound exhibiting remarkable antiradical/antioxidant activity, wa
Silychristin: Skeletal Alterations and Biological Activities
Biedermann, David,Buchta, Martin,Hole?ková, Veronika,Sedlák, David,Valentová, Kate?ina,Cva?ka, Josef,Bednárová, Lucie,K?enková, Alena,Kuzma, Marek,?kuta, Ctibor,Peikerová, ?aneta,Bart?něk, Petr,K?en, Vladimír
, p. 3086 - 3092 (2016)
Silychristin is the second most abundant flavonolignan (after silybin) present in the fruits of Silybum marianum. A group of compounds containing silychristin (3) and its derivatives such as 2,3-dehydrosilychristin (4), 2,3-dehydroanhydrosilychristin (5), anhydrosilychristin (6), silyhermin (7), and isosilychristin (8) were studied. Physicochemical data of these compounds acquired at high resolution were compared. The absolute configuration of silyhermin (7) was proposed to be identical to silychristin A (3a) in ring D (10R,11S). The preparation of 2,3-dehydrosilychristin (4) was optimized. The Folin-Ciocalteau reduction and DPPH and ABTS radical scavenging assays revealed silychristin and its analogues to be powerful antioxidants, which were found to be more potent than silybin and 2,3-dehydrosilybin. Compounds 4-6 exhibited inhibition of microsomal lipoperoxidation (IC50 4-6 μM). Moreover, compounds 4-8 were found to be almost noncytotoxic for 10 human cell lines of different histogenetic origins. On the basis of these results, compounds 3-6 are likely responsible for most of the antioxidant properties of silymarin attributed traditionally to silybin (silibinin).
STEREOCHEMISTRY OF SILYCHRISTIN MILD DEHYDROGENATION OF FLAVANONOLS
Zanarotti, Antonio
, p. 1585 - 1586 (2007/10/02)
3-Hydroxyflavanones can be quntitatively dehydrogenated by air in pyridine to 2,3-dehydro derivatives.The reaction has been performed on silychristin (1) in order to remove the chirality at the flavanonol ring and to allow the assignment of the stereochemistry of the stereochemistry of the dihydrobenzofuran ring as 2'R,3'S.
