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Seventeen isoflavonoids from Lupinus albus roots
Phytochemistry ( IF 3.2 ) Pub Date : 1989-01-01 , DOI: 10.1016/0031-9422(89)80140-2
Satoshi Tahara , Sunao Orihara , John L. Ingham , Junya Mizutani

Abstract A further investigation of the methanol extractives from white lupin (cv. Kievskij Mutant) roots has revealed a new coumaronochromone (lupinalbin F) and 13 new isoflavones. The latter compounds have been identified as four dihydrofurano-isoflavones (lupinisoflavones G-J), three dihydrohydroxypyrano-isoflavones (lupinisolones A-C), three 2-hydroxy-3-methyl-3-butenyl-substituted isoflavones (lupinisols A-C), two pyrano-isoflavones (isoderrone and isochandalone), and a diprenyl-isoflavone (2′-hydroxyisolupalbigenin). The structures of all 14 isoflavonoids were principally deduced by spectroscopic comparison (MS, UV and 1H NMR) with structurally similar compounds previously isolated from L. albus or obtained as fungal metabolites of prenylated isoflavones. Chemical transformation and/or the Gibbs test response was used to provide supporting structural evidence in some cases. The known isoflavones chandalone, angustone B and angustone C were also isolated from L. albus roots.

中文翻译:

来自羽扇豆根的十七种异黄酮

摘要 对来自白羽扇豆 (cv. Kievskij Mutant) 根的甲醇提取物的进一步研究揭示了一种新的香豆素色酮 (lupinalbin F) 和 13 种新的异黄酮。后一种化合物已被鉴定为四种二氢呋喃异黄酮 (lupinisoflavones GJ)、三种二氢羟基吡喃异黄酮 (lupinisolones AC)、三种 2-羟基-3-甲基-3-丁烯基取代异黄酮 (lupinisols AC)、两种吡喃异黄酮 ( isoderrone 和 isochandalone),以及二异戊二烯基异黄酮(2'-羟基异黄酮素)。所有 14 种异黄酮的结构主要是通过光谱比较(MS、UV 和 1H NMR)与先前从 L. albus 中分离出的或作为异戊二烯化异黄酮的真菌代谢物获得的结构相似化合物推导出来的。在某些情况下,化学转化和/或吉布斯测试响应用于提供支持结构证据。已知的异黄酮 chandalone、angustone B 和 angustone C 也从 L. albus 根中分离出来。
更新日期:1989-01-01
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