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通过 NMR 研究结合 CD 光谱法对槲寄生中五个新的木脂素糖苷的立体化学进行了分配。

Stereochemical assignment of five new lignan glycosides from Viscum album by NMR study combined with CD spectroscopy.

机构信息

College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon, Korea.

出版信息

Magn Reson Chem. 2012 Nov;50(11):772-7. doi: 10.1002/mrc.3875. Epub 2012 Sep 20.

Abstract

The chemical study of the leaves and twigs of Viscum album led to the isolation of five new lignan glycosides, namely, ligalbumosides A-E (2-6) and one known lignan glycoside, alangilignoside C (1). The structures of five new lignan glycosides were determined to be (7R,8S,8'S)-4,9,4'-trihydroxy-3,5,3',5'-tetramethoxy-7,9'-epoxylignan 9-O-β-D-glucopyranoside (2), (7S,8S,7'S,8'R)-4,9,4'-trihydroxy-3,5,3',5',7'-pentamethoxy-7,9'-epoxylignan 9-O-β-D-glucopyranoside (3), (7R,8R,7'S,8'S)-4,9,4'-trihydroxy-3,5,3',5',7'-pentamethoxy-7,9'-epoxylignan 9-O-β-D-glucopyranoside (4), (7S,8R,7'S,8'R)-4,9,4'-trihydroxy-3,5,3',5',7'-pentamethoxy-7,9'-epoxylignan 9-O-β-D-glucopyranoside (5), and (7R,8S,7'R,8'S)-4,9,4',7'-tetrahydroxy-3,5,3',5'-tetramethoxy-7,9'-epoxylignan 9-O-β-D-glucopyranoside (6) using 1D-, 2D-NMR, and CD spectra, chemical methods, as well as comparing the results with those reported in the literature.

摘要

从槲寄生的叶子和小枝的化学研究中分离得到了五个新的木脂素糖苷,分别为 ligalbumosides A-E(2-6)和一个已知的木脂素糖苷 alangilignoside C(1)。通过 1D-NMR、2D-NMR 和 CD 光谱、化学方法等手段,确定了这五个新木脂素糖苷的结构分别为(7R,8S,8'S)-4,9,4'-三羟基-3,5,3',5'-四甲氧基-7,9'-环氧木脂素 9-O-β-D-吡喃葡萄糖苷(2)、(7S,8S,7'S,8'R)-4,9,4'-三羟基-3,5,3',5',7'-五甲氧基-7,9'-环氧木脂素 9-O-β-D-吡喃葡萄糖苷(3)、(7R,8R,7'S,8'S)-4,9,4'-三羟基-3,5,3',5',7'-五甲氧基-7,9'-环氧木脂素 9-O-β-D-吡喃葡萄糖苷(4)、(7S,8R,7'S,8'R)-4,9,4'-三羟基-3,5,3',5',7'-五甲氧基-7,9'-环氧木脂素 9-O-β-D-吡喃葡萄糖苷(5)和(7R,8S,7'R,8'S)-4,9,4',7'-四羟基-3,5,3',5'-四甲氧基-7,9'-环氧木脂素 9-O-β-D-吡喃葡萄糖苷(6)。这些结构的确定是基于与文献报道的结果进行比较,并结合 1D-NMR、2D-NMR 和 CD 光谱等化学方法得出的。

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