New rubrolide analogues as inhibitors of photosynthesis light reactions

Journal of Photochemistry and Photobiology. B, Biology
Jodieh O S VarejãoBlas Lotina-Hennsen

Abstract

Natural products called rubrolides have been investigated as a model for the development of new herbicides that act on the photosynthesis apparatus. This study comprises a comprehensive analysis of the photosynthesis inhibitory ability of 27 new structurally diverse rubrolide analogues. In general, the results revealed that the compounds exhibited efficient inhibition of the photosynthetic process, but in some cases low water solubility may be a limiting factor. To elucidate their mode of action, the effects of the compounds on PSII and PSI, as well as their partial reaction on chloroplasts and the chlorophyll a fluorescence transients were measured. Our results showed that some of the most active rubrolide analogues act as a Hill reaction inhibitors at the QB level by interacting with the D1 protein at the reducing side of PSII. All of the active analogues follow Tice's rule of 5, which indicates that these compounds present physicochemical properties suitable for herbicides.

References

Feb 14, 2006·Pest Management Science·Luiz Ca BarbosaBlas Lotina-Hennsen
Feb 15, 2008·Pest Management Science·Stephen B Powles
Mar 15, 2008·Journal of Agricultural and Food Chemistry·Róbson R TeixeiraJosé Walkimar de Mesquita Carneiro
Feb 14, 2009·Bioorganic & Medicinal Chemistry·Franck E DayanStephen O Duke
Sep 29, 2009·The New Phytologist·Paul NeveFabrice Roux
May 7, 2011·Pest Management Science·Hugh J Beckie
May 24, 2012·Journal of Natural Products·Charles L CantrellStephen O Duke

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Citations

Mar 28, 2016·European Journal of Medicinal Chemistry·Diego Rodríguez-HernándezRené Csuk
May 11, 2016·Organic & Biomolecular Chemistry·Milandip KarakJohn Boukouvalas
Aug 30, 2016·European Journal of Medicinal Chemistry·Diego Rodríguez-HernándezSebastião R Ferreira
May 19, 2020·Current Pharmaceutical Design·Joe Bracegirdle, Robert A Keyzers

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