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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943578Generated: November 2, 2026

Icariin → Icaritin

https://huagongshe.com/reaction/1943578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIcariinHCID 5318997—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductIcaritinHCID 5318980—
ProductBaohuoside-1HCID 5745470—
Product5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-oneHCID 44587252—

Reaction Conditions

Temperature37 °C

Reaction Steps

20 g of the extract prepared in Example 1 was taken in 100 ml of 0.1M acetic acid buffer solution (pH 4.5) and 2.5 g of enzymes (0.5 g of hesperidinase, 0.5 g of naringinase, 0.5 g of cellulase, 0.2 g of β-glucuronidase, 0.5 g of β-galactosidase, 0.3 g of amyloglucosidase; supplied by Sigma) was added thereto. The solution was stirred in a water bath at 37° C. for 48 hours. When icariin completely disappeared by periodically confirming by thin layer chromatography, the reaction was finished by heating in hot water (80 to 100° C.) for 10 minutes. The reaction was concentrated under pressure to remove the solvent. The residue was added to ethanol (200 ml), stirred (3 times) and subjected to filtration to remove precipitated salts. The filtrate was concentrated under pressure to obtain a crude product, which was then separated by silica gel column chromatography (chloroform:methanol=8:1 to 4:1) to give 1.1 g of icaritin, 1.2 g of icariside 1 and 0.9 g of icariside II.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394775B2
Source datasetuspto-grants-2013_03
ORD IDord-fb67d5092ed7480a8f73682e002f04c1
Source noteuspto-grants-2013_03