Document


Title

Preparation of 2H-furo[2,3-c]pyran-2-one derivatives and evaluation of their germination-promoting activity
Document Type: Journal Article
Author(s): G. R. Flematti; E. D. Goddard-Borger; D. J. Merritt; E. L. Ghisalberti; K. W. Dixon; R. D. Trengove
Publication Year: 2007

Cataloging Information

Keyword(s):
  • Asteraceae
  • Australia
  • butenolide
  • chemical compounds
  • Emmenanthe penduliflora
  • germination
  • germination stimulant
  • Lactuca
  • Lactuca sativa
  • seed dormancy
  • seed dormancy
  • seed germination
  • seed germination
  • seeds
  • smoke effects
  • smoke management
  • Solanum
Region(s):
  • International
Record Maintained By:
Record Last Modified: June 1, 2018
FRAMES Record Number: 48070
Tall Timbers Record Number: 24129
TTRS Location Status: In-file
TTRS Call Number: Fire File
TTRS Abstract Status: Okay, Fair use, Reproduced by permission

This bibliographic record was either created or modified by the Tall Timbers Research Station and Land Conservancy and is provided without charge to promote research and education in Fire Ecology. The E.V. Komarek Fire Ecology Database is the intellectual property of the Tall Timbers Research Station and Land Conservancy.

Description

The butenolide, 3-methyl-2H-furo[2,3-c]pyran-2-one (1), has recently been identified as the germination stimulant present in smoke that promotes the germination of seeds from a wide range of plant species. In this paper, we describe the preparation of a number of analogues of 1 and compare their efficacy in promoting seed germination of three highly smoke-responsive plant species, Lactuca sativa L. cv. Grand Rapids (Asteraceae), Emmenanthe penduliflora Benth. (Hydrophyllaceae), and Solanum orbiculatum Poir. (Solanaceae). The results show that the methyl substituent at C-3 in 1 is important for germination-promoting activity while substitution at C-7 reduces activity. In contrast, bioactivity is mostly retained with analogues substituted at C-4 or C-5. © 2007 American Chemical Society.

Citation:
Flematti, G. R., E. D. Goddard-Borger, D. J. Merritt, E. L. Ghisalberti, K. W. Dixon, and R. D. Trengove. 2007. Preparation of 2H-furo[2,3-c]pyran-2-one derivatives and evaluation of their germination-promoting activity. Journal of Agricultural and Food Chemistry, v. 55, no. 6, p. 2189-2194. 10.1021/jf0633241.