Steroidal Constituents from Roots and Rhizomes of Smilacina japonica

Abstract

Four new steroidal constituents (1–4) along with two known steroidal glycosides (5 and 6) were isolated from the roots and rhizomes of Smilacina japonica. Analysis of their physicochemical properties and spectroscopic profiles identified the compounds as (25S)-5α-spirostan-9(11)-en-3β, 17α-diol (1); (25S)-5α-spirostan-9(11)-en-3β, 12β-diol (2); (25S)-5α-spirostan-9(11)-en-3β, 17α-diol-3-O-β-d-glucopyranoside (3); (25S)-5α-spirostan-9(11)-en-3β, 17α-diol-3-O-β-d-glucopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→3)]-β-d-galactopyranoside (4); japonicoside B (5); and japonicoside C (6). All six compounds showed cytotoxic activity against SMMC-7712, Bel-7402, A549, H460, and K562 human cancer cells.

Alkaloid Enantiomers from the Roots of Isatis indigotica

“…This inference was confirmed by detailed analysis of the 2D NMR data. The proton and protonated carbon resonances in the NMR spectra of 1 were unambiguously assigned by the HSQC experiments [11,12,13,14]. The 1 H- 1 H COSY correlations of H-4′/H-5′/H-6′/H-7′, along with HMBC correlations (Figure 2) of NH-1′/C-2′, C-3′ and C-7′a, indicate a 1 H -indol-2-one unit in 1 [15]; 1 H- 1 H COSY correlations of H-2″/H-3″/H-4″/H-5″, along with the HMBC correlations of H-2″/C-3″ and C-5″, indicated a pyrrolidine unit in 1 [16]; 1 H- 1 H COSY correlations of H-5/H6/H7/H8, along with the HMBC correlations of H-2/C-3 and C-4, H-5/C-4 and C-8a and the remaining molecular formula C 10 H 5 NO, indicated a 4-quinolinecarboxylic acid unit in 1 [17].…”

Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of Isatis tinctoria

“…The two-dimensional-NMR spectroscopic features confirmed the inference above. The proton and protonated carbon resonances in the NMR spectra of 1 were unambiguously assigned by the HSQC experiments [32,33]. The 1 H- 1 H COSY correlations (Figure 2) of H-2’,6’/H-3’,5’, along with HMBC correlations (Figure 2) of H-2’/C-4’ and H-3’/C-1’, indicated a phenol moiety in 1 [31]; 1 H- 1 H COSY correlations of H-7/H-8, along with the HMBCs of NH-1/C-2, C-8, and C-8a, H-3/C-2, and C-4, and H-5/C-4 and C-7, indicated a 6-hydroxy-2(1 H )-quinolinone moiety in 1 [34]; HMBCs of H-3/C-1’ and H-2’,6’/C-4 confirmed the 6-hydroxy-2(1 H )-quinolinone moiety connected with the phenol moiety via a C-4-C-1’ bond.…”

Antifungal Activity of Crude Extract from the Rhizome and Root ofSmilacina japonicaA. Gray

“…Compared to Smilacina atropurpurea , the extract of SJA exhibited similar fungicidal effect, but it had a broader antifungal spectrum. According to previous reports on the constituents of the two plants, there are differences in the chemical structures of saponins isolated from Smilacina atropurpurea and SJA [14, 36–38]. In addition, the report by Ying Zhang et al also suggested that not all saponins had antifungal activity [35].…”