Prenylated flavonoids with antioxidative activity from Epimedium koreanum Nakai

Prenylated Flavonoid Glycosides with PCSK9 mRNA Expression Inhibitory Activity from the Aerial Parts of Epimedium koreanum

“…In addition, one methoxy signal at δ H 3.89 (3H, s, 4 -OMe) and the signals for glucose (Glc) with β-conformer (δ H 5.07 (1H, d, J = 7.2 Hz, Glc H-1)) and rhamnose (Rha) with α-conformer (δ H 5.50 (1H, brs, Rha H-1)) were detected. All these data indicate that this compound was similar to icariin (10), one of the known main constituents in this plant [26]. However, in the 1 H-NMR and 13 C-NMR spectroscopic data of 1, there were additional singlet proton signals at δ H 2.01 (3H, s) and an ester carbon signal at δ C 172.3 belonging to an acetyl group.…”

“…The known compounds 5-22 (Figure 1) were confirmed by NMR and MS as koreanoside E (5) [21], icariside I (6) [22], ikarisoside A (7) [23], icariside II (8) [24], epime-doside A (9) [6,25], icariin (10) [26], epimedin A (11) [3], korepimedoside C (12) [27], epimedin B (13) [3], epimedin C ( 14) [3], anhydroicaritin 3-O-β-D-fucopyranosyl(1→2)-α-Lrhamnopyranoside-7-O-β-D-glucopyranoside (15) [28], icarisid I ( 16) [29], korepimedoside A (17) [30], epimedokoreanoside I (18) [6], korepimeoside C (19) [31], epimedin L (20) [5], caohuoside B (21) [32], and epimedoicarisoside A ( 22) [33]. Compound 1 was obtained as a yellow amorphous powder and its molecular formula was determined to be C 35 1), a singlet proton signal at δ H 6.65 (1H, s, H-6), two doublet signals at δ H 7.85 (2H, d, J = 8.8 Hz, H-2 and H-6 ) and 7.10 (2H, d, J = 8.8 Hz, H-3 and H-5 ) corresponding to a flavonol skeleton, and the signals responsible for an isoprenyl unit at δ H 3.52 (1H, m, H-11a), 3.57 (1H, m, H-11b), 5.19 (1H, t, J = 6.8 Hz, H-12), 1.64 (3H, s, H-14), and 1.73 (3H, s, H-15) were observed.…”

Production of Rhamnosyl Icariside II by snailase hydrolysis of Epimedium wushanense extracts

“…Rhamnosyl Icariside II, a rare secondary flavonoid glycoside, showed similar pharmacological activity to other Epimedium flavonoids [ 13 , 14 ]. Currently, the main methods for obtaining Rhamnosyl Icariside II are direct extraction from Herba Epimedii [ 15 , 16 ] or transformation from Epimedin C [ 17 , 18 ].…”