A new lariciresinol-type butyrolactone lignan derived from hydroxymatairesinol and its identification in spruce wood

被引:22
作者
Eklund, PC
Willför, SM
Smeds, AI
Sundell, FJ
Sjöholm, RE
Holmbom, BR
机构
[1] Abo Akad Univ, Proc Chem Ctr, Dept Organ Chem, FIN-20500 Turku, Finland
[2] Abo Akad Univ, Proc Chem Ctr, Lab Wood & Paper Chem, FIN-20500 Turku, Finland
来源
JOURNAL OF NATURAL PRODUCTS | 2004年 / 67卷 / 06期
关键词
D O I
10.1021/np0340706
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
When the natural lignan hydroxymatairesinol (1) was treated with an alkaline aqueous solution, it partially rearranged to isomeric forms of a lariciresinol-type butyrolactone lignan. The two major diastereomers formed (2 and 3) were isolated by column and medium-pressure chromatography, and their structures were elucidated by MS and NMR techniques. These previously unknown butyrolactone lignans were identified as naturally occurring in spruce knotwood by GC, GC-MS, and HPLC-ESI MS/MS analyses. The formation of isohydroxymatairesinol (2) and epi-isohydroxymatairesinol (3) from hydroxymatairesinol (1), and their detection in rat urine after administration of 1, is discussed.
引用
收藏
页码:927 / 931
页数:5
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