6-Methoxylated Flavones from Carphochaete bigelovii
6-Methoxylated Flavones from Carphochaete bigelovii
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来自 Carphochaete bigelovii 的 6-甲氧基黄酮
DOI：
10.1021/np50052a046
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发表时间：
1987
影响因子：
5.1
通讯作者：
T. Mabry
中科院分区：
文献类型：
--
作者：
B. Meurer;T. Mabry
我们现在描述从叶表面提取物中鉴定五种 6-甲氧基黄酮。这些黄酮之一，6,7,4',5'-四甲氧基-5,3'-二羟基黄酮，虽然合成已知 (3)，但从未在自然界中报道过。已知的天然存在的化合物是6,7,4'-三甲氧基-5,3'-二羟基黄酮（eupatorin）、6,3',5'-三甲氧基-5,7,4'-三羟基黄酮、6,3'-二甲氧基-5,7,4'-三羟基黄酮（jaceosidin）和6-甲氧基-5,7, 4'-三羟基黄酮（组蛋白）。所有化合物在结构上都与其 5,6,7,4'-氧化模式密切相关。 6,7,4',5'-四甲氧基-5,3'-二羟基黄酮的所有光谱数据均与具有相同取代模式的合成黄酮的光谱数据相对应 (3)。此外，通过将光谱数据与含有 4', 5'-二甲氧基-3'-羟基-B-环 [scaposin,(4) 以及 4', 5'-二甲氧基-5, 7, 3'-三羟基黄酮 (5)] 的黄酮的光谱数据进行比较，进一步支持了结构归属。其他多甲氧基黄酮已从菊科的几个属中得到描述 (6)。紫茎泽兰素首先从 Eupatorium semiserratum DC.(7) 中鉴定出来，而 6, 3', 5'-三甲氧基-5, 7, 4'-三羟基黄酮则在 Conoclinium coelestinum (L.) DC.(8) 和 Artemisia frígida Willd.(9) 中发现。Jaceosidin 和 hispidulin ch 已从许多菊科物种中发现。 (10, 11)。
We now describe the identification of five 6-methoxylated flavones from a leaf surface extraction. One of these flavones, 6, 7, 4', 5'-tetramethoxy-5, 3'-dihydroxyflavone, while known synthetically (3), has never been reported from nature. The known naturally occurring compounds are 6, 7, 4'-trimethoxy-5, 3'-dihydroxyflavone (eupatorin), 6, 3', 5'-trimethoxy-5, 7, 4'-trihydroxyflavone, 6, 3'-dimethoxy-5, 7, 4'-trihydroxyflavone (jaceosidin), and 6-methoxy-5, 7, 4'-trihydroxyflavone (hispidulin). All compounds are structurally closely related by their5, 6, 7, 4'-oxygenation patterns. All the spectral data for 6, 7, 4', 5'-tetramethoxy-5, 3'-dihydroxyflavone corresponded to those of the synthetic flavone with the same substitution pattern (3). Moreover, the structure assignment was further supported by comparison of the spectral data with those for a flavone containing a 4', 5'-dimethoxy-3'-hy-droxy-B-ring [scaposin,(4), as well as the 4', 5'-dimethoxy-5, 7, 3'-trihydroxyflavone (5)]. The other polymethoxylated flavones have been describedfrom several genera of the Asteraceae (6). Eupatorin was" rst identified from Eupatorium semiserratum DC.(7), while6, 3', 5'-trimethoxy-5, 7, 4'-trihydroxyflavone found in Conoclinium coelestinum (L.) DC.(8) and Artemisia frígida Willd.(9). Jaceosidin and hispidulin ch have been reported from a number of species of the Asteraceae (10, 11).