TY - JOUR
T1 - Sonochemical synthesis of 2’‐hydroxy‐chalcone derivatives with potential anti‐oomycete activity
AU - López, Génesis
AU - MELLADO GARCÍA, MARCO ANDRÉS
AU - Werner, Enrique
AU - Said, Bastián
AU - Godoy, Patricio
AU - Caro, Nelson
AU - BESOAIN CANALES, XIMENA ALEJANDRA
AU - Montenegro, Iván
AU - Madrid, Alejandro
N1 - Publisher Copyright:
© 2020 by the authors. Licensee MDPI, Basel, Switzerland.
Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020/9
Y1 - 2020/9
N2 - This work reports on the synthesis of eight new 2′‐hydroxy‐chalcones with potential anti-phytopathogenic applications in agroindustry, AMONG others, via Claisen–Schmidt condensation and ultrasound assisted reaction. Assays showed three chalcones with allyl moieties strongly inhibited growth of phytopathogenic oomycete Phytophthora infestans; moreover, compound 8a had a half maximal effective concentration (EC50) value (32.5 μg/mL) similar to that of metalaxyl (28.6 μg/mL). A software‐aided quantitative structure–activity relationship (QSAR) analysis of the whole series suggests that the structural features of these new chalcones—namely, the fluoride, hydroxyl, and amine groups over the carbon 3′ of the chalcone skeleton—increase anti‐oomycete activity.
AB - This work reports on the synthesis of eight new 2′‐hydroxy‐chalcones with potential anti-phytopathogenic applications in agroindustry, AMONG others, via Claisen–Schmidt condensation and ultrasound assisted reaction. Assays showed three chalcones with allyl moieties strongly inhibited growth of phytopathogenic oomycete Phytophthora infestans; moreover, compound 8a had a half maximal effective concentration (EC50) value (32.5 μg/mL) similar to that of metalaxyl (28.6 μg/mL). A software‐aided quantitative structure–activity relationship (QSAR) analysis of the whole series suggests that the structural features of these new chalcones—namely, the fluoride, hydroxyl, and amine groups over the carbon 3′ of the chalcone skeleton—increase anti‐oomycete activity.
KW - Chalcone
KW - Phytophthora infestans
KW - Ultrasound
UR - http://www.scopus.com/inward/record.url?scp=85090625159&partnerID=8YFLogxK
U2 - 10.3390/antibiotics9090576
DO - 10.3390/antibiotics9090576
M3 - Article
AN - SCOPUS:85090625159
VL - 9
SP - 1
EP - 12
JO - Antibiotics
JF - Antibiotics
SN - 2079-6382
IS - 9
M1 - 576
ER -