RT journal article
T1 Host–guest complexation of phthalimide-derived strigolactone mimics with cyclodextrins. Application in agriculture against parasitic weeds
A1 Cala Peralta, Antonio
A1 Rodríguez Mejías, Francisco Javier
A1 Ayuso Vilacides, Jesús
A1 Rial Cumbrera, Carlos
A1 González Molinillo, José María
A1 Álvarez Saura, José Ángel
A1 Schwaiger, Stefan
A1 Macías Domínguez, Francisco Antonio
A2 Química Física
A2 Química Orgánica
K1 phthalimide
K1 parasitic weed
K1 Orobanche
K1 Phelipanche
K1 cyclodextrin
AB Parasitic weeds are noxious plants that damage crops of economic relevance, especially in Mediterranean and African countries. The strategy of suicidal germination was proposed to deal with this plague by using seed germination inducers that work as a pre-emergence herbicide and reduce the parasitic seed load before sowing. N-Substituted phthalimides with a furanone ring were found to be efficient in inducing the germination of Phelipanche ramosa and Orobanche cumana, two of the most problematic parasitic weeds of crops. However, the solubility of these compounds in water is low. A strategy for enhancing their aqueous solubility is the synthesis of host–guest complexes with cyclodextrins. Three bioactive phthalimide-lactones (PL01, PL04, and PL07) were selected and studied to form complexes of increased water solubility with α-, β-, HP-β-, and γ-cyclodextrin. The complexes obtained by the coprecipitation method, with increased aqueous solubility (up to 3.8 times), were studied for their bioactivity and they showed similar or slightly higher bioactivity than free phthalimide-lactones, even without the addition of organic solvents. A theoretical study using semiempirical calculations of molecular models including a solvation system confirmed the physicochemical empirical results. These results demonstrated that cyclodextrins can be used to improve the physicochemical and biological properties of parasitic seed germination inducers.
PB Royal Society of Chemistry
SN 1477-0539
YR 2023
FD 2023-03-22
LK http://hdl.handle.net/10498/35221
UL http://hdl.handle.net/10498/35221
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 08-nov-2026