Four New Bisabolane-type Sesquiterpenes from Ligularia Lankongensis

Abstract

The chemical constituents of the roots of two Ligularia lankongensis samples collected in Yunnan and Sichuan Provinces, China, were investigated, together with the DNA sequence of the atpB-rbcL and ITS regions. Four new highly oxygenated bisabolane-type sesquiterpenes (1 – 4) were obtained. Intraspecific diversity in the DNA sequence was found to be limited.

Chemical Studies of Cremanthodium (Asteraceae) Species; Sesquiterpenoids and Related Compounds

“…1 -4 Recently, Hirota et al and Onuki et al reported that compounds 41 and 44 were isolated from L. lankongensis . 30,31 Interestingly, no eremophilane was detected in either C. campanulatum or L. lankongensis , suggesting that the 2 species belong to the same chemical lineage.…”

“…Seven samples (samples [29][30][31][32][33][34][35] were collected in Sichuan Province (Table 1). Sample 29 produced 1β,10β-epoxy-6β-(2-methylpropanoyloxy)furanoeremophilan-9-one (27) and 6β-(2-methylpropanoyloxy)furanoeremophil-1(10)-en-9-one (29) as well as p-hydroxybenzaldehyde (86).…”

“…Both styles A (C-6α substituent) 18,21 and B (C-6β substituent) are employed in the literatures. 11,30,31 Structure C is the enantiomer of A (= B ). However, because it is not likely to occur enantiomeric carbon skeleton in nature, the difference between B and C can be attributed to the difference in substituents.…”

“…Bisabolane-type sequiterpenoids have been isolated from Ligularia and other genus [1][2][3][4]. Recently, Hirota et al and Onuki et al reported that compounds 41 and 44 were isolated from L. lankongensis 30,31.…”

Bisabolane, Oplopane, and Lignan Constituents of Cremanthodium campanulatum Collected in China

“…The roots of sample 3 (2008-12) (dry weight 3.6 g) produced an extract (89.5 mg). From this extract, compounds 1 (1.9 mg), 3 35 (0.7 mg), 5 (3.4 mg), 6 36 (0.4 mg), 7 28 (0.3 mg), 8 37 (1.2 mg), and 10 (1.3 mg) were isolated. Bisangeloyloxy-3β,4β,10,11bisepoxybisabol-7(14)-en-1β-ol (2)…”