Identification of Alkyl Substituted 2H-Furo[2,3-c]pyran-2-ones as Germination Stimulants Present in Smoke

Identification of Alkyl Substituted 2H-Furo[2,3-c]pyran-2-ones as Germination Stimulants Present in Smoke
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DOI:
10.1021/jf9028128
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发表时间:
2009-10-28
影响因子:
6.1
通讯作者:
Trengove, Robert D.
Trengove, Robert D.
中科院分区:
农林科学1区
文献类型:
--
作者:
Flematti, Gavin R.;Ghisalberti, Emilio L.;Trengove, Robert D.

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丁烯内酯,即3-甲基-2 H-furo [2,3-c]pyran-2-one(1),是烟雾中的一种主要化合物,负责促进多种植物物种的种子萌发。我们现在报告的5个烷基取代的变体1的结构,也存在于烟雾中。这些类似物的浓度,以及1,在一个典型的烟雾-水溶液中已确定使用高效液相色谱(HPLC)纯化,然后通过气相色谱-质谱(GC-MS)分析。类似物3,5-二甲基-2H-呋喃并[2,3-c]吡喃-2-酮(3)的含量表明,它有助于粗烟提取物的整体萌发促进活性。
The butenolide, 3-methyl-2H-furo[2,3-c]pyran-2-one (1), is a major compound in smoke responsible for promoting the seed germination of a wide range of plant species. We now report the structure of five alkyl substituted variants of 1 that are also present in smoke. The concentrations of these analogues, as well as that of 1, in a typical smoke-water solution have been determined using high-performance liquid chromatography (HPLC) purification followed by gas chromatography-mass spectrometry (GC-MS) analysis. The analogue, 3,5-dimethyl-2H-furo[2,3-c]pyran-2-one (3), was identified at levels that indicate that it is a contributor to the overall germination-promoting activity of crude smoke extracts.