Daphnetin 7-methyl ether | CAS:19492-03-6

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Article first published online: 17 JUN 2015

In Vitro Evaluation of the Effect of 7-Methyl Substitution on Glucuronidation of Daphnetin: Metabolic Stability, Isoform Selectivity, and Bioactivity Analysis[Reference: WebLink]

The C-8 phenol group is essential to exert the bioactivities of daphnetin, but it is readily conjugated with glucuronic acid prior to excretion.
METHODS AND RESULTS:
In this study, Daphnetin 7-methyl ether (7M-DNP) was used to investigate the effect of 7-methyl substitution on daphnetin glucuronidation in human/rat liver (HLM/RLM) and intestine (HIM/RIM) microsomes, and recombinant UDP-glucuronosyltransferases (UGTs). Compared with daphnetin, the Vmax/Km values of 7M-DNP via 8-O-glucuronidation were 2.1-fold lower in HLM, 1.7-fold lower in HIM, and 2.4-fold lower in RLM, suggesting an improvement in metabolic stability. Different from daphnetin 8-O-glucuronidation exclusively catalyzed by UGT1A6 and UGT1A9, UGT1A1, -1A3, -1A7, -1A8, and -1A9 showed glucuronidation activity toward Daphnetin 7-methyl ether . Kinetics studies, chemical inhibition, and the relative activity factor approach were used to demonstrate that UGT1A9 was mainly responsible for the reaction in HLM, whereas UGT1A1 was a primary contributor in HIM. The Vmax/Km values of Daphnetin 7-methyl ether glucuronidation in HLM and HIM were 0.61–0.74-fold lower than those of rat, suggesting the differences between the two species.
CONCLUSIONS:
The bioactivity analysis demonstrated that Daphnetin 7-methyl ether had an anti-inflammatory activity comparable to that of daphnetin.

Product Name	Daphnetin 7-methyl ether
CAS No.:	19492-03-6
Catalog No.:	CFN90593
Molecular Formula:	C₁₀H₈O₄
Molecular Weight:	192.17 g/mol
Purity:	>=98%
Type of Compound:	Coumarins
Physical Desc.:	Cryst.
Targets:	Immunology & Inflammation related
Source:	The roots of Wikstroemia indica (Linn.) C. A. Mey.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:	$218/20mg