A New Flavonol Glycoside from Hylomecon vernalis
A New Flavonol Glycoside from Hylomecon vernalis
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DOI：
10.1007/s12272-012-0303-8
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发表时间：
2012-03-01
影响因子：
6.7
通讯作者：
Lee, Kang Ro
中科院分区：
文献类型：
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作者：
Lee, Seung Young;Kim, Ki Hyun;Lee, Kang Ro
春水草地上部分甲醇提取物的纯化从罂粟科植物中分离得到一个新的乙酰化黄酮醇糖苷（1）和20个已知的酚类化合物（2-21）。1的结构解析基于1D-和2D-NMR光谱数据分析，为槲皮素3-O-[4“”-O-乙酰基-α-L-吡喃阿拉伯糖基]-（1“”-> 6“”）-β-D-吡喃半乳糖苷（1）。化合物2-21的结构经波谱学鉴定，并与文献数据进行了比较;槲皮素3-O-[2“”-O-乙酰基-alpha-L-阿拉伯吡喃糖基]-（1“-> 6”）-beta-D-吡喃半乳糖苷（2），槲皮素3-O-alpha-L-arabinopyranosyl-（1“-> 6”）-β-D-吡喃半乳糖苷（3），槲皮素3-O-β-D-吡喃半乳糖苷（4），山奈酚3，7-O-α-L-二鼠李糖苷（5），薯蓣皂苷7-O-β-D-吡喃葡萄糖苷（6），薯蓣皂苷7-O-beta-D-xylopyranosyl-（1“-> 6”）-β-D-吡喃葡萄糖苷（7），对羟基苯甲酸（8），原儿茶酸（9），咖啡酸（10），6-羟基-3，4-二氢-1-氧代-β-咔啉（11），（Z）-3-己烯基-β-D-吡喃葡萄糖苷（12），（E）-2-己烯基-β-D-吡喃葡萄糖苷（13），（Z）-3-己烯基-α-Larabinopyranosyl-（“-> 6 '）-beta-D-吡喃葡萄糖苷（14），辛-1-烯-3-基-α-L-吡喃阿拉伯糖基-（1“-> 6”）-β-D-吡喃葡萄糖苷（15），苄基-β-D-阿皮奥呋喃糖基-（1“-> 6”）-β-D-吡喃葡萄糖苷（16），苄基-α-L-吡喃阿拉伯糖基-（1“-> 6”）-β-D-吡喃葡萄糖苷（17），苄基-β-D-吡喃木糖基-（1“-> 6 '）-β-D-吡喃葡萄糖苷（18），2-苯乙基-α-L-吡喃阿拉伯糖基-（1“-> 6”）-β-D-吡喃葡萄糖苷（19）、2-苯基乙基-β-D-阿皮奥呋喃糖基-（1“-> 6”）-β-D-吡喃葡萄糖苷（20）和芳基-β-D-吡喃葡萄糖苷（21）。化合物2-21为首次从该植物中分离得到。使用磺酰罗丹明B生物测定法在体外测试分离的化合物对四种人肿瘤细胞系的细胞毒性。
Purification of a MeOH extract from the aerial parts of Hylomecon vernalis Maxim. (Papaveraceae) using column chromatography furnished a new acetylated flavonol glycoside (1), together with twenty known phenolic compounds (2-21). Structural elucidation of 1 was based on 1D- and 2D-NMR spectroscopy data analysis to be quercetin 3-O-[4 '''-O-acetyl-alpha-L-arabinopyranosyl]-(1 '''-> 6 '')-beta-D-galactopyranoside (1). The structures of compounds 2-21 were elucidated by spectroscopy and confirmed by comparison with reported data; quercetin 3-O-[2 '''-O-acetyl-alpha-L-arabinopyranosyl]-(1 '''-> 6 '')-beta-D-galactopyranoside (2), quercetin 3-O-alpha-L-arabinopyranosyl-(1 '''-> 6 '')-beta-D-galactopyranoside (3), quercetin 3-O-beta-D-galactopyranoside (4), kaempferol 3,7-O-alpha-L-dirhamnopyranoside (5), diosmetin 7-O-beta-D-glucopyranoside (6), diosmetin 7-O-beta-D-xylopyranosyl-(1 '''-> 6 '')-beta-D-glucopyranoside (7), p-hydroxybenzoic acid (8), protocatechuic acid (9), caffeic acid (10), 6-hydroxy-3,4-dihydro-1-oxo-beta-carboline (11), (Z)-3-hexenyl-beta-D-glucopyranoside (12), (E)-2-hexenyl-beta-D-glucopyranoside (13), (Z)-3-hexenyl-alpha-Larabinopyranosyl-('''-> 6')-beta-D-glucopyranoside (14), oct-1-en-3-yl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (15), benzyl-beta-D-apiofuranosyl-(1 ''-> 6')-beta-D-glucopyranoside (16), benzyl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (17), benzyl-beta-D-xylopyranosyl-(1 ''-> 6')-beta-Dglucopyranoside (18), 2-phenylethyl-alpha-L-arabinopyranosyl-(1 ''-> 6')-beta-D-glucopyranoside (19), 2-phenylethyl-beta-D-apiofuranosyl-(1 ''-> 6')-beta-D-glucopyranoside (20), and aryl-beta-D-glucopyranoside (21). Compounds 2-21 were isolated for the first time from this plant. The isolated compounds were tested for cytotoxicity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay.