Isolation and structure elucidation of a potent growth inhibitor, helian, from blue light-illuminated sunflower (Helianthus annuus) hypocotyls

Tsuyoshi Hasegawa, Shigenori Togo, Yosuke Hisamatsu, Kosumi Yamada, Kiyotake Suenaga, Mitsuhiro Sekiguchi, Hideyuki Shigemori, Koji Hasegawa

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Abstract

A potent growth inhibitor was isolated from blue light-illuminated sunflower (Helianthus annuus) hypocotyls and identified as 8-(β-D-glucopyranosyloxy)-3-hydroxy-1,9,14-pentadecatriene-4,6-diyne (1, designated "helian") from analysis of its 1H and 13C NMR spectra, and HRFABMS. Helian 1 showed plant growth-inhibitory activity at concentrations higher than 2.6 × 10-6 mol/L for the cress root growth test. The amount of helian was higher in the illuminated halves than in the shaded ones in phototropically stimulated sunflower hypocotyls. These results suggest that this new potent growth inhibitor, helian, may play an important role on phototropism of sunflower hypocotyls.

Original languageEnglish
Pages (from-to)609-617
Number of pages9
JournalHeterocycles
Volume71
Issue number3
Publication statusPublished - 2007 Mar 1

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Hasegawa, T., Togo, S., Hisamatsu, Y., Yamada, K., Suenaga, K., Sekiguchi, M., Shigemori, H., & Hasegawa, K. (2007). Isolation and structure elucidation of a potent growth inhibitor, helian, from blue light-illuminated sunflower (Helianthus annuus) hypocotyls. Heterocycles, 71(3), 609-617.