Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke

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 analog...

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Main Authors: Flematti, G., Ghisalberti, E., Dixon, Kingsley, Trengove, R.
Format: Journal Article
Published: American Chemical Society 2009
Online Access:http://hdl.handle.net/20.500.11937/5585
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author Flematti, G.
Ghisalberti, E.
Dixon, Kingsley
Trengove, R.
author_facet Flematti, G.
Ghisalberti, E.
Dixon, Kingsley
Trengove, R.
author_sort Flematti, G.
building Curtin Institutional Repository
collection Online Access
description 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 highperformance 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. © 2009 American Chemical Society.
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last_indexed 2025-11-14T06:07:49Z
publishDate 2009
publisher American Chemical Society
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spelling curtin-20.500.11937-55852017-09-13T14:42:15Z Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke Flematti, G. Ghisalberti, E. Dixon, Kingsley Trengove, R. 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 highperformance 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. © 2009 American Chemical Society. 2009 Journal Article http://hdl.handle.net/20.500.11937/5585 10.1021/jf9028128 American Chemical Society restricted
spellingShingle Flematti, G.
Ghisalberti, E.
Dixon, Kingsley
Trengove, R.
Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title_full Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title_fullStr Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title_full_unstemmed Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title_short Identification of alkyl substituted 2H-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
title_sort identification of alkyl substituted 2h-furo[2,3-c]pyran-2-ones as germination stimulants present in smoke
url http://hdl.handle.net/20.500.11937/5585