More butenolides from plant-derived smoke with germination inhibitory activity against karrikinolide

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F18%3A00489994" target="_blank" >RIV/61388963:_____/18:00489994 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.sajb.2018.01.023" target="_blank" >http://dx.doi.org/10.1016/j.sajb.2018.01.023</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.sajb.2018.01.023" target="_blank" >10.1016/j.sajb.2018.01.023</a>

Jazyk výsledku

angličtina

Název v původním jazyce

More butenolides from plant-derived smoke with germination inhibitory activity against karrikinolide

Popis výsledku v původním jazyce

Plant-derived smoke is known to play an important role in promoting germination in the post-fire environment, thereby stimulating regeneration of vegetation from the soil seed bank following a fire. Several compounds with germination promotory activity have been identified in recent years, with one such compound, 3-methyl-2H-furo[2,3-c] pyran-2-one (karrikinolide, KAR1) known to be highly active in promoting germination of many plant species at low concentrations. In contrast, a related compound, (5RS)-3,4,5-trimethylfuran-2(5H)-one, also found in plant-derived smoke, was shown to have an antagonistic effect against KAR1, resulting in lowered germination levels when tested on light-sensitive 'Grand Rapids' lettuce seeds which usually have high germination levels when treated with KAR1. Considering the combination of such types of compounds in smoke, there is the possibility of smoke having a dual regulatory mechanism to control post-fire seedling emergence. Here we report the identification of two structurally related but enolides from plant-derived smoke with germination inhibitory activity, namely 5,5-dimethylfuran-2(5H)-one and (5RS)-5-ethylfuran-2(5H)-one. In the germination test system using light-sensitive 'Grand Rapids' lettuce seeds, the 5,5-dimethylfuran-2(5H)-one showed similar levels of activity against KAR1 as previously observed with the (5RS)-3,4,5-trimethylfuran-2(5H)-one, whereas the (5RS)-5-ethylfuran-2(5H)-one was approximately 100 times less active.

Název v anglickém jazyce

More butenolides from plant-derived smoke with germination inhibitory activity against karrikinolide

Popis výsledku anglicky

Plant-derived smoke is known to play an important role in promoting germination in the post-fire environment, thereby stimulating regeneration of vegetation from the soil seed bank following a fire. Several compounds with germination promotory activity have been identified in recent years, with one such compound, 3-methyl-2H-furo[2,3-c] pyran-2-one (karrikinolide, KAR1) known to be highly active in promoting germination of many plant species at low concentrations. In contrast, a related compound, (5RS)-3,4,5-trimethylfuran-2(5H)-one, also found in plant-derived smoke, was shown to have an antagonistic effect against KAR1, resulting in lowered germination levels when tested on light-sensitive 'Grand Rapids' lettuce seeds which usually have high germination levels when treated with KAR1. Considering the combination of such types of compounds in smoke, there is the possibility of smoke having a dual regulatory mechanism to control post-fire seedling emergence. Here we report the identification of two structurally related but enolides from plant-derived smoke with germination inhibitory activity, namely 5,5-dimethylfuran-2(5H)-one and (5RS)-5-ethylfuran-2(5H)-one. In the germination test system using light-sensitive 'Grand Rapids' lettuce seeds, the 5,5-dimethylfuran-2(5H)-one showed similar levels of activity against KAR1 as previously observed with the (5RS)-3,4,5-trimethylfuran-2(5H)-one, whereas the (5RS)-5-ethylfuran-2(5H)-one was approximately 100 times less active.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

South African Journal of Botany

ISSN

0254-6299

e-ISSN

—

Svazek periodika

115

Číslo periodika v rámci svazku

Mar

Stát vydavatele periodika

ZA - Jihoafrická republika

Počet stran výsledku

8

Strana od-do

256-263

Kód UT WoS článku

000429451700038

EID výsledku v databázi Scopus

2-s2.0-85042586856