Ho Hing Man, Chen Ruo Yun, Leung Lai Kwok, Chan Franky L, Huang Yu, Chen Zhen-Yu
Department of Biochemistry, The Chinese University of Hong Kong, Shatin, New Territories.
Biomed Pharmacother. 2002 Aug;56(6):289-95. doi: 10.1016/s0753-3322(02)00191-9.
The present study was to compare the flavonoid profile between soybean and soy leaves. Soybean was most abundant in malonyl-genistin followed by malonyl-daidzin, genistin, daidzin, genistein and daidzein in a decreasing order. In contrast, soy leaves contained only trace amounts of malonyl-genistin and genistin, but they had the six unknown flavonoids that were absent in soybean. The six unknown compounds were isolated by using various chromatographic techniques and the structures were identified by studying their varying spectra of ultraviolet (UV), infrared (IR), Mass, 1H-NMR and 13C-NMR. It was found that the six unknown compounds were all kaempferol glycosides namely kaempferol-3-O-alpha-L-rhamnopyranosyl (1-->2)-beta-D-glucopyranosyl (1-->6)-beta-D-galactopyranoside, kaempferol-3-O-(2,6-di-O-alpha-rhamnopyranosyl)-beta-galactopyranoside, kaempferol-3-O-alpha-L-rhamnopyranosyl (1-->6)-beta-D-galactopyranoside, kaempferol-3-O-digalactopyranoside, kaempferol-3-O-diglucopyranoside and kaempferol-3-O-rutinoside. It was concluded that the flavonoids in soy leaves were mainly kaempferol glycosides, whereas those in soybean were mainly isoflavone glycosides and derivatives.
本研究旨在比较大豆和大豆叶中的类黄酮谱。大豆中丙二酰染料木苷含量最高，其次是丙二酰黄豆苷、染料木苷、黄豆苷、染料木素和黄豆黄素，含量依次递减。相比之下，大豆叶中仅含有微量的丙二酰染料木苷和染料木苷，但含有大豆中不存在的六种未知类黄酮。通过各种色谱技术分离出这六种未知化合物，并通过研究它们不同的紫外（UV）、红外（IR）、质谱、1H-NMR和13C-NMR光谱来鉴定其结构。结果发现，这六种未知化合物均为山奈酚糖苷，即山奈酚-3-O-α-L-鼠李吡喃糖基（1→2）-β-D-吡喃葡萄糖基（1→6）-β-D-吡喃半乳糖苷、山奈酚-3-O-（2,6-二-O-α-鼠李吡喃糖基）-β-半乳糖苷、山奈酚-3-O-α-L-鼠李吡喃糖基（1→6）-β-D-吡喃半乳糖苷、山奈酚-3-O-二半乳糖苷、山奈酚-3-O-二葡萄糖苷和山奈酚-3-O-芸香糖苷。得出的结论是，大豆叶中的类黄酮主要是山奈酚糖苷，而大豆中的类黄酮主要是异黄酮糖苷及其衍生物。
