Chrysin-7-O-glucuronide

A flavonoid glucuronide with diverse biological activities and an active metabolite of chrysin

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5mg

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Background

Chrysin 7-glucuronide is a flavonoid glucuronide that has been found in S. baicalensis and has diverse biological activities and is an active metabolite of chrysin .^1,2,3,4 It is formed from chrysin by various UDP-glucuronosyltransferase (UGT) isoforms, including UGT1A3, UGT1A6, and UGT1A9.⁴ Chrysin 7-glucuronide inhibits α-glucosidase, α-amylase, and neuraminidase (IC₅₀s = 612, 980, and 428 ?g/ml, respectively).^1,2 It also inhibits organic anion transporting polypeptide (OATP) isoforms OATP1A2, OATP1B1, OATP1B3, and OATP2B1 (IC₅₀s = 24.1, 4.4, 14.3, and 0.3 ?M, respectively), as well as breast cancer resistance protein (BCRP) and multidrug resistance-associated protein 2 (MRP2; IC₅₀s = 19.8 and 11.2 ?M, respectively).³

1.Li, K., Yao, F., Xue, Q., et al.Inhibitory effects against α-glucosidase and α-amylase of the flavonoids-rich extract from Scutellaria baicalensis shoots and interpretation of structure-activity relationship of its eight flavonoids by a refined assign-score methodChem. Cent. J.12(1)82(2018) 2.Liu, W., Wang, H., Zhu, B., et al.An activity-integrated strategy of the identification, screening and determination of potential neuraminidase inhibitors from Radix ScutellariaePLoS One12(5)e0175751(2017) 3.Mohos, V., Fliszár-Nyúl, E., Ungvári, O., et al.Effects of chrysin and its major conjugated metabolites chrysin-7-sulfate and chrysin-7-glucuronide on cytochrome P450 enzymes and on OATP, P-gp, BCRP, and MRP2 TransportersDrug Metab. Dispos.48(10)1064-1073(2020) 4.Robotham, S.A., and Brodbelt, J.S.Identification of flavone glucuronide isomers by metal complexation and tandem mass spectrometry: Regioselectivity of uridine 5'-diphosphate-glucuronosyltransferase isozymes in the biotransformation of flavonesJ. Agric. Food Chem61(7)1457-1463(2013)