Steroidal glycosides from the bulbs of Fritillaria meleagris and their cytotoxic activities

Novel Steroidal Glycosides from the Bulbs of Lilium pumilum

“…The 1 H-NMR spectrum of 1 showed two singlet signals for tertiary methyl groups at δ H 1.04 and 0.89 (each s), two doublet signals for secondary methyl groups at δ H 1.34 (d, J = 6.9 Hz) and 1.00 (d, J = 6.7 Hz), and five anomeric proton signals at δ H 6.07 (br s), 5.56 (d, J = 5.4 Hz), 5.39 (d, J = 7.8 Hz), 4.92 (d, J = 7.6 Hz), and 4.82 (d, J = 7.8 Hz). The 13 C-NMR spectrum showed a signal for a hemiacetal carbon at δ C 110.6, signals for five anomeric carbon at δ C 104.9, 103.2, 103.0, 102.4, and 99.8, and signals for four steroid methyl groups at δ C 19.4, 17.4, 16.4, and 16.3 as shown in Table 1, which were characteristic of 22-hydroxyfurostanol glycosides [6]. Acid hydrolysis of 1 with 1 M HCl yielded 1a as the aglycone and arabinose, glucose and rhamnose as the carbohydrate moieties.…”

Identification of Fritillariae bulbus from adulterants using ITS2 regions

“…In addition, Bolbostemma paniculatum, which can remove toxins and resolve hard mass for detumescence, as well as F. maximowiczii, are also used to adulterate Fritillariae bulbus (Luo et al, 2012). Previous studies have revealed that total alkaloid and saponin were the main active ingredients of Fritillariae bulbus, which could relieve cough, asthma and eliminate phlegm effectively (Chan et al, 2011;Duan et al, 2012;Matsuo et al, 2013;Wang et al, 2012;Yu et al, 2000). However, the misuse of Fritillariae bulbus and adulterants threatens drug safety because of different effective constituents and pharmacological effects (Li et al, 2013;Xiao et al, 2007;You et al, 2010;Yu et al, 2000;Zhu et al, 2010).…”

Phytochemical and biological research of Fritillaria medicinal resources

“…The new cevanine-type alkaloids, (3b, 5a)-20-hydroxy-6-oxocevan-3-yl acetate 7 and (3b, 5a, 6a)-6, 20-dihydroxycevan-3-yl acetate 8, were isolated from bulbs of F. hupehensis and characterized by spectral analysis . Their structures were deduced to be (3b,5a,13a,23b)-7, 8,12,14-tetradehydro-5,6,12,13-tetrahydro-3,23-dihydroxyveratraman-6-one and (3b,5a,13a,23b)-7,8,12,14-tetradehydro-5,6,12,13-tetrahydro-3,13,23-trihydroxyveratraman-6-one, respectively, on the basis of chemical Matsuo et al (2013) shift comparisons and 1H, 1H-COSY, HMBC correlations . Phytochemical investigation of bulbs of F. lichuanensis yielded a new isosteroidal alkaloid hupehenizioiside 13 (Pi et al, 2006a).…”

“…Since 2006, new steroidal saponins have been isolated from the dry bulbs of F. pallidiflora (Shen et al, 2011(Shen et al, , 2012a and F. meleagris (Table 4.2). 5b-Spirostanol glycoside and a cholestane derivative of P. meleagris induced apoptotic cell death in HL-60 cells through different mechanisms of action (Matsuo et al, 2013). 5b-Spirostanol glycoside and a cholestane derivative of P. meleagris induced apoptotic cell death in HL-60 cells through different mechanisms of action (Matsuo et al, 2013).…”