Structure–activity relationships of strigolactones via a novel, quantitative in planta bioassay

Abstract

The biological activity of natural and novel strigolactone D-lactam analogues is assessed using a novel bioassay based on Arabidopsis transgenic lines expressing AtD14 fused to firefly luciferase.

Strigolactones: Plant Hormones with Promising Features

“…StrigoQuant is a biological sensor that monitors strigolactone activity by measuring D14‐induced degradation of AtSMXL6 coupled to a luciferase in Arabidopsis protoplasts . Along a similar line, Arabidopsis expressing D14 fused to a luciferase can provide information about D14 degradation upon the application of (synthetic) strigolactones and hence provide quantitative activity information . Finally, structure–activity relationship (SAR) studies can be done in planta—by monitoring strigolactone‐induced phenotypes such as leaf senescence and inhibition of branching—to analyse strigolactone analog potency (Figure ) …”

From synthetic control to natural products: a focus on N‐heterocycles

“…Assuming that the mode of action of SLs relies on a nucleophilic reaction occurring inside the receptor on the butenolide D ring, the reason for the inactivity of SL‐D‐lactams can be ascribed to the change of the lactone functional group to a lactam, and to the lower reactivity of the latter toward nucleophiles. Alternatively, or in combination, this structural variation may affect uptake and transport of SL‐D‐lactams in living tissues . Because of their multifaceted roles, application of SLs can be expected to contribute to agriculture.…”

“…Alternatively, or in combination, this structural variation may affect uptake and transport of SL-D-lactams in living tissues. 88 Because of their multifaceted roles, application of SLs can be expected to contribute to agriculture. SL-induced germination of parasitic plants such as Striga and Orobanche in the absence of hosts can lead to their death due to the absence of a nutrient provider.…”

Strigolactone: Pflanzenhormone mit vielversprechenden Eigenschaften

“…Strukturinformationen über die Ligandenbindungsstelle sind entscheidend bei der Entwicklung neuer synthetischer Analoga durch Docking-Studien und bei der Analyse der Interaktion zwischen Ligand und aktivem Zentrum. [57] Untersuchungen der Struktur-Aktivitäts-Beziehungen kçnnen auch in planta durchgeführt werden (indem Strigolacton-induzierte Phänotypen wie Blattseneszenz und Hemmung der Verzweigung verfolgt werden), um die Potenz von Strigolacton-Analoga zu analysieren (Abbildung 1). [51] Genau wie füra ndere Pflanzenhormone kçnnen Affinitätsmessungen mit unterschiedlichen Te chniken durchgeführt werden, wie der isothermen Titrationskalorimetrie (ITC) [52] oder der Messung der thermischen Destabilisierung des Rezeptors nach Strigolacton-Zugabe.…”