Eremophilane-type glucosides from the leaves of Ligularia calthifolia Maxim

Eremophilane-type Glycosides: A Mini-Review

“…The most components of glycoside fractions of three Ligularia species belong to eremophilan-2-ones: 1 from L. virgaurea spp. oligocephala [2]; 21, 22, 24, and 30-32 from L. calthifolia [15]; 21-24 and 28 from L. alticola [13,14]. However, the minor constituents of L. alticola 25-27 and 29 [13,14] are eremophilan-8-one derivatives similar the compound 2 from P. japonicus [3].…”

“…A derivatization by R-(-)-or S-(+)-2-octanols with subsequent acetylation was used for determination of absolute configurations of carbohydrate [13]. The treatment of glycosides with cellulase and analysis of the obtained sugar solution by HPLC using an optical rotation detector was used for determination of absolute configuration of carbohydrate residue also [16] 1) [15]. The only bioside 33 from P. pubescens (Figure 1) along with glucose unit contains α-L-arabinopyranose in carbohydrate chain [16].…”

“…The compounds 21, 22 and 24 along with their acetylated analogs 30-32 (Figure 1) were found from the leaves of Ligularia calthifolia Maxim. also collected from the Russian Far-Eastern area [15]. Generally, aerial parts and roots of the corresponding plants were used for isolation of eremophilane glycosides in the most cases.…”

“…The cytotoxic activities of alticolosides A-F (21-26) against HeLa and melanoma cancer cell line were investigated [14]. The cytotoxicity of compounds 21, 22, 24, and 30-32 to human prostate cancer PC-3, 22Rv1, and LNCaP cells, as well as to human normal (non-cancer) prostate PNT-2 and RWPE-1 cells have been examined with MTT assay [15]. But no one of these glycosides showed high cytotoxicity.…”

Chemical Constituents of Ligularia Narynensis

“…Ligularia is a medicinally important genus of the family Compositae that comprises about 180 Eurasian species, 17 species growing in mountains of Kazakhstan [1]. They grow in a great variety of habitats from riverine to high-mountain rocky places, ranging from sea level to 5000 m altitude [2]. More than 27 Ligularia species have been used as traditional Kazakh and Chinese medicinal herbs for the treatment of fever, pain, inflammation, intoxication, cough phlegm, removing blood stasis, emetic, diuresis, cholagogue and removing jaundice [3][4][5][6][7][8][9][10].…”