STUDIES ON NEPALESE CRUDE DRUGS .14. NEW FLAVONOIDS FROM THE ROOT OF SCUTELLARIA-PROSTRATA JACQ EX BENTH

STUDIES ON NEPALESE CRUDE DRUGS .14. NEW FLAVONOIDS FROM THE ROOT OF SCUTELLARIA-PROSTRATA JACQ EX BENTH
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DOI:
10.1248/cpb.39.1466
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发表时间:
1991-06-01
影响因子:
1.7
通讯作者:
TOMIMORI, T
TOMIMORI, T
中科院分区:
医学4区
文献类型:
--
作者:
KIKUCHI, Y;MIYAICHI, Y;TOMIMORI, T

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从黄芩的根中分离得到6个黄酮类化合物,分别命名为黄芩素A、B、C、D、E和F。前本斯。(唇形科)。其结构确定为(2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-phenyl-2,3-dihydro-7H-1,4-dioxino[2,3-h]chromene-7-one(I),(2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-(4-hydroxyphenyl)-2,3-dihydro-7H-1,4-dioxino[2,3-h]-chromene-7-one(II),(2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-(3,4-dihydroxyphenyl)-2,3-dihydro-7H-1,4-dioxino-[2,3-h]chromene-7-one(III)、(2R*,3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-phenyl-2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one(IV)、(2R*、3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-(4-hydroxyphenyl)2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one(V)和(2R*,3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-(3,4-dihydroxyphenyl)-2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one(VI)的化学和光谱数据。它们是由黄酮和松柏醇在氧化银存在下氧化偶联而成。
Six flavonoids, named scutellaprostins A, B, C, D, E and F, were isolated from the root of Scutellaria prostrata JACQ. ex BENTH. (Labiatae). Their structures were established to be (2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-phenyl-2,3-dihydro-7H-1,4-dioxino[2,3-h]chromene-7-one (I), (2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-(4-hydroxyphenyl)-2,3-dihydro-7H-1,4-dioxino[2,3-h]-chromene-7-one (II), (2R*,3R*)-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-9-(3,4-dihydroxyphenyl)-2,3-dihydro-7H-1,4-dioxino-[2,3-h]chromene-7-one (III), (2R*,3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-phenyl-2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one (IV), (2R*,3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-(4-hydroxyphenyl)2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one (V) and (2R*,3R*)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-8-(3,4-dihydroxyphenyl)-2,3-dihydro-6H-1,4-dioxino[2,3-g]chromene-6-one (VI), respectively, by chemical and spectral data. They were synthesized by oxidative coupling of the flavones and coniferyl alcohol in the presence of silver oxide.