INDOLE ALKALOIDS OF ACER-SACCHARINUM (THE SILVER MAPLE), DICTYOLOMA-INCANESCENS, PIPTADENIA-COLUBRINA, AND MIMOSA-HOSTILIS
INDOLE ALKALOIDS OF ACER-SACCHARINUM (THE SILVER MAPLE), DICTYOLOMA-INCANESCENS, PIPTADENIA-COLUBRINA, AND MIMOSA-HOSTILIS
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DOI：
10.1021/jo01091a032
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发表时间：
1959-01-01
影响因子：
3.6
通讯作者：
RIBEIRO, O
中科院分区：
文献类型：
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作者：
PACHTER, IJ;ZACHARIAS, DE;RIBEIRO, O
虽然枫科的许多成员都有相当详细的化学研究，但还没有人知道会产生生物碱。当我们通过定性测试得知银枫的叶子中含有生物碱时，我们有兴趣了解它们的性质。提取3.75公斤。干燥、磨碎的枫叶用乙醇和浓缩的生物碱得到大量大晶体，得率为0.05%。该材料的紫外光谱与3-取代吲哚如葡萄糖胺和色胺的紫外光谱基本相同。经苯重结晶后，该生物碱在131-132℃熔化，与人工合成的茶碱葡萄碱(I)完全相同。据我们所知，葡萄胺只在草科植物中自然存在，在枫叶中的出现是相当出人意料的。现在，在已知的产生吲哚生物碱的植物家族中，枫科植物的数量可能越来越多。-I？-CH2N(CH3)2R‘-T？
Although numerous members of the maple family, Aceraceae, have been studied chemically in con-siderable detail, none has been known to produce alkaloids. When we learned, through qualitative tests, that alkaloids occur in the leaves of the silver maple tree, Acer saccharinum L. it was of consider-able interest to us to learn their nature. Extraction of 3.75 kg. of dried, ground maple leaves2 with ethanol and concentration of the alkaloid gave a mass of large crystals in 0.05% yield. The ultraviolet spectrum of the material was almost identicalwith those of3-substituted indoles such as gramine and tryptamine. Upon recrystallization from benzene, the alkaloid melted at 131-132 and was found to be identical with a synthetic specimen of thealkaloid gramine (I). As far as we know, gramine has been found to occur naturally only in the grass family and its occurrence in maple leaves was quite unexpected. The Acer-aceae may now be included in the growing number of plant families known to produce indole alkaloids.-i¡-CH2N (CH3) 2 R'-T^-¡|-CH2CH2NR2R3 vv