Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2α-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation

Eremophilane Sesquiterpenes from the Genus Ligularia

“…Vigaurols A and C ( 483 and 485 ) possessed weak cytotoxicity against HL‐60 ( IC 50 21.9 and 17.9 μg/ml), human hepatoma cell (SMMC‐7721; IC 50 47.6 and 46.1 μg/ml), and HeLa cells ( IC 50 50.8 and 55.4 μg/ml) . Biological activities of 3 , 106 , and 470 were assayed against HeLa and HL‐60 cell lines, only 470 showed very weak activity ( IC 50 45.2 μ m ) against HL‐60 . Bieremoligularolide ( 488 ) isolated from Ligularia mulienesis showed potent cytotoxicity: IC 50 5.5, 16.1, and 8.9 μ m against HL‐60, SMMC‐7721), and HeLa cells, whereas eremoligularin ( 446 ) showed no cytotoxicity.…”

Germacranolides and Their Diversity of <i>Eupatorium heterophyllum</i> Collected in P. R. China

“…We are interested in biologically active terpenoids from Asteraceae plants and have studied the chemical constituents of Ligularia, [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21] Saussurea, 22,23) Cremanthodium, [24][25][26][27] and Eupatorium. [28][29][30][31] In our previous study on E. glehnii growing in Japan, especially in Obihiro (Hokkaido), Fujimi-cho (Nagano), and Tokushima, a large diversity in the chemical constituents was found, while there was no diversity in DNA sequences (atpB-rbcL intergenic region).…”

Structural and Stereochemical Studies of a Tetralin Norsesquiterpenoid from Ligularia kangtingensis

“…2 Phytochemical research on many species of Ligularia have been reported by different groups, which established that this genus is an important source of sesquiterpens, many of which show antibacterial and antitumor bioactivities. [3][4][5] Ligularia kangtingensis S.W. Liu is an indigenous plant in the Sichuan province of China living in the grass slopes at an altitude of near 4000 m. 6 Herein we report the structure elucidation of a new chiral tetralin norsesquiterpenoid, ligukangtinol (1), isolated from L. kangtingensis.…”

“…More than 20 species in this genus have been used for a long time as folk remedies for their antibiotic, antiphlogistic, and antitumor activities . Phytochemical research on many species of Ligularia have been reported by different groups, which established that this genus is an important source of sesquiterpens, many of which show antibacterial and antitumor bioactivities . Ligularia kangtingensis S.W.…”