Growth inhibitory polyacetylenes from galls of Hedera rhombea Bean

Sayumi Yamazoe, Koji Hasegawa, Kiyotake Suenaga, Hideyuki Shigemori

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Plant growth inhibitory polyacetylenes have been isolated from the insect galls on flower buds of Hedera rhombea Bean (Araliaceae) formed by the ivy flower bud gall midge, Asphondylia sp. (Cecidomyiidae), and their structures elucidated by spectroscopic and chemical means. The EC50 values for roots/hypocotyls growth of cress (Lepidium sativum L.) seedlings were 7.0×10-5/8.0×10-5 M for (Z)-8-acetoxy-1,2- epoxy-3-oxoheptadeca-9-ene-4,6-diyne, 9.5×10-5/9.0×10-5 M for (Z)-8-acetoxy-3-oxoheptadeca-1,9-diene-4,6-diyne, 2.5×10-5/5. 5×10-6 M for (Z)-8-acetoxy-1-methoxy-3-oxoheptadeca-9-ene-4,6-diyne, and 7.5×10-5/2.0×10-6 M for falcarindiol, respectively. On the other hand, 8-acetoxyfalcarinol exhibited lower inhibition on roots and hypocotyls growth. Among these compounds, (Z)-8-acetoxy-1-methoxy- 3-oxoheptadeca-9-ene-4,6-diyne exhibited the strongest inhibitiory effect on root growth of cress seedlings, whereas against hypocotyl growth of cress seedlings, falcarindiol showed the strongest inhibition.

Original languageEnglish
Pages (from-to)87-94
Number of pages8
JournalNatural Product Communications
Volume1
Issue number2
Publication statusPublished - 2006
Externally publishedYes

Fingerprint

Hedera
Polyacetylenes
polyacetylenes
galls
hypocotyls
beans
Brassicaceae
Cecidomyiidae
Hypocotyl
Seedlings
seedlings
Asphondylia
Growth
buds
Araliaceae
Lepidium sativum
epoxides
root growth
plant growth
insects

Keywords

  • (Z)-8-acetoxy-1 2-epoxy-3-oxoheptadeca -9-ene-4 6-diyne
  • (Z)-8-acetoxy-1-methoxy-3-oxoheptadeca-9-ene-4 6-diyne
  • (Z)-8-acetoxy-3- oxoheptadeca-1 9-diene-4 6-diyne
  • Araliaceae
  • Gall
  • Hedera rhombea
  • Plant growth inhibitor
  • Polyacetylene

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology
  • Complementary and alternative medicine
  • Plant Science

Cite this

Growth inhibitory polyacetylenes from galls of Hedera rhombea Bean. / Yamazoe, Sayumi; Hasegawa, Koji; Suenaga, Kiyotake; Shigemori, Hideyuki.

In: Natural Product Communications, Vol. 1, No. 2, 2006, p. 87-94.

Research output: Contribution to journalArticle

Yamazoe, S, Hasegawa, K, Suenaga, K & Shigemori, H 2006, 'Growth inhibitory polyacetylenes from galls of Hedera rhombea Bean', Natural Product Communications, vol. 1, no. 2, pp. 87-94.
Yamazoe, Sayumi ; Hasegawa, Koji ; Suenaga, Kiyotake ; Shigemori, Hideyuki. / Growth inhibitory polyacetylenes from galls of Hedera rhombea Bean. In: Natural Product Communications. 2006 ; Vol. 1, No. 2. pp. 87-94.
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AU - Yamazoe, Sayumi

AU - Hasegawa, Koji

AU - Suenaga, Kiyotake

AU - Shigemori, Hideyuki

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N2 - Plant growth inhibitory polyacetylenes have been isolated from the insect galls on flower buds of Hedera rhombea Bean (Araliaceae) formed by the ivy flower bud gall midge, Asphondylia sp. (Cecidomyiidae), and their structures elucidated by spectroscopic and chemical means. The EC50 values for roots/hypocotyls growth of cress (Lepidium sativum L.) seedlings were 7.0×10-5/8.0×10-5 M for (Z)-8-acetoxy-1,2- epoxy-3-oxoheptadeca-9-ene-4,6-diyne, 9.5×10-5/9.0×10-5 M for (Z)-8-acetoxy-3-oxoheptadeca-1,9-diene-4,6-diyne, 2.5×10-5/5. 5×10-6 M for (Z)-8-acetoxy-1-methoxy-3-oxoheptadeca-9-ene-4,6-diyne, and 7.5×10-5/2.0×10-6 M for falcarindiol, respectively. On the other hand, 8-acetoxyfalcarinol exhibited lower inhibition on roots and hypocotyls growth. Among these compounds, (Z)-8-acetoxy-1-methoxy- 3-oxoheptadeca-9-ene-4,6-diyne exhibited the strongest inhibitiory effect on root growth of cress seedlings, whereas against hypocotyl growth of cress seedlings, falcarindiol showed the strongest inhibition.

AB - Plant growth inhibitory polyacetylenes have been isolated from the insect galls on flower buds of Hedera rhombea Bean (Araliaceae) formed by the ivy flower bud gall midge, Asphondylia sp. (Cecidomyiidae), and their structures elucidated by spectroscopic and chemical means. The EC50 values for roots/hypocotyls growth of cress (Lepidium sativum L.) seedlings were 7.0×10-5/8.0×10-5 M for (Z)-8-acetoxy-1,2- epoxy-3-oxoheptadeca-9-ene-4,6-diyne, 9.5×10-5/9.0×10-5 M for (Z)-8-acetoxy-3-oxoheptadeca-1,9-diene-4,6-diyne, 2.5×10-5/5. 5×10-6 M for (Z)-8-acetoxy-1-methoxy-3-oxoheptadeca-9-ene-4,6-diyne, and 7.5×10-5/2.0×10-6 M for falcarindiol, respectively. On the other hand, 8-acetoxyfalcarinol exhibited lower inhibition on roots and hypocotyls growth. Among these compounds, (Z)-8-acetoxy-1-methoxy- 3-oxoheptadeca-9-ene-4,6-diyne exhibited the strongest inhibitiory effect on root growth of cress seedlings, whereas against hypocotyl growth of cress seedlings, falcarindiol showed the strongest inhibition.

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KW - Plant growth inhibitor

KW - Polyacetylene

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