3617. Epimedii Herba

Nomenclature

Yinyanghuo.

Description and references

Chinese herbal medicine made from the dried aerial parts of Epimedium sp. (Berberidaceae). Used as a tonic and in the treatment of rheumatic disease and hypertension. Principal constituents are prenylflavone glycosides such as icariin, epimedosides, sagittatosides, and baohuosides. Isoln of icariin from E. macranthum: S. Akai, J. Pharm. Soc. Jpn. 55, 537 (1935), C.A. 29, 5850 (1935). Revised structure: Y. Tokuoka et al., Yakugaku Zasshi 95, 825 (1975), C.A. 83, 111172r (1975). HPLC determn of constituents: M. Mizuno et al., Chem. Pharm. Bull. 36, 3487 (1988); Y. Ito et al., J. Chromatogr. 456, 392 (1988). Immunoregulatory effects of icariin in vitro: W. He et al., Arzneim.-Forsch. 45, 910 (1995). Review: W. Tang, G. Eisenbrand in Chinese Drugs of Plant Origin (Springer-Verlag, Berlin, 1992) pp 491-498.

Chemical structure

Derivative

Icariin.

Nomenclature

CAS number: 489-32-7
3-[(6-Deoxy-α-l-mannopyranosyl)oxy]-7-(β-d-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one; 4′-O-methyl-8-γ,γ-dimethylallylkaempferol-3-rhamnoside-7-glucoside.
C33H40O15; mol wt 676.66.
C 58.57%, H 5.96%, O 35.47%.

Properties

Sesquihydrate, mp 231.5°. [α]D15 -87.09° (in pyridine). Sol in pyridine. Insol in water, alcohol, chloroform, acetone, methanol, ethyl acetate.