STRUCTURAL ELUCIDATION OF THE ANTICOAGULATION AND ANTICANCER CONSTITUENTS FROM ALLIUM CHINENSE

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, EIMS,¹HNMR,¹³CNMR,¹H-¹H COSY, HMBC, HMQC and NOESY), their structures were established as (25R,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), (25R,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), (25R,S)-5α-spirostane-2α,3β-diol-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (3), (25S)-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 25S epimer of 2 is first reported, the 25R 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.