Abstract:
Six compounds were isolated from the anticoagulation and anticancer fractions of the bulbs of
Allium chinense G. Don. On the basis of chemical evidence and spectral analysis (IR, EIMS,
1HNMR,
13CNMR,
1H-
1H COSY, HMBC, HMQC and NOESY), their structures were established as (25
R,S)-5α-spirostane-3β-ol 3-
O-β-
D-glucopyranosyl-(1→2)-β-
D-glucopyranosyl-(1→3)-β-
D-glucopyranosyl-(1→4)-β-
D-galactopyranoside (1), (25
R,S)-5α-spirostane-3β-ol 3-
O-β-
D-glucopyranosyl-(1→2)-β-
D-glucopyranosyl-(1→3)(6-acetyl-β-
D-glucopyranosyl)-(1→4)-β-
D-galactopyranoside (2), (25
R,S)-5α-spirostane-2α,3β-diol-3-
O-β-
D-glucopyranosyl-(1→2)-
O-β-
D-glucopyranosyl-(1→4)-β-
D-galactopyranoside (3), (25
S)-24-
O-β-
D-glucopyranosyl-3β,24β-dihydroxy-5α-spirost-3-
O-α-arabinopyranosyl-(1→6)-β-
D-glucopyranoside (4), chinenoside II (5) and 2,3,4,9-tetrahydro-1-methyl-1H- pyrido 3,4-b indole-3-carboxylic acid (6). 4 is a new steroidal saponin, named chinenoside VI. Compounds 1 to 3 are three pairs of steroidal saponin epimers. Among them, the 25
S epimer of 2 is first reported, the 25
R epimer of 2 and compound 6 were isolated from this title plant for the first time. The relative configuration of compound 6 was firstly determined by NOESY spectrum, and signals of C, H were assigned definitely.