TY - JOUR
T1 - Structure-activity relationship of dialkoxychalcones to combat fish pathogen saprolegnia Australis
AU - Montenegro, Iván
AU - Mu oz, Ociel
AU - Villena, Joan
AU - Werner, Enrique
AU - Mellado, Marco
AU - Ramírez, Ingrid
AU - Caro, Nelson
AU - Flores, Susana
AU - Madrid, Alejandro
N1 - Funding Information:
The authors thank to FONDECYT (grant No. 11140193) and the Dirección General de Investigación of Universidad de Playa Ancha.
Publisher Copyright:
© 2018 by the authors.
PY - 2018
Y1 - 2018
N2 - To investigate the anti-Saprolegnia activities of chalconic compounds, nine dialkoxychalcones 2–10, along with their key building block 2,4-dihydroxychalcone 1, were evaluated for their potential oomycide activities against Saprolegnia australis strains. The synthesis afforded a series of O-alkylated derivatives with typical chalcone skeletons. Compounds 4–10 were reported for the first time. Interestingly, analogue 8 with the new scaffold demonstrated remarkable in vitro growth-inhibitory activities against Saprolegnia strains, displaying greater anti-oomycete potency than the standard drugs used in the assay, namely fluconazole and bronopol. In contrast, a dramatic loss of activity was observed for O-alkylated derivatives 2, 3, 6, and 7. These findings have highlighted the therapeutic potential of the natural compound 1 scaffold to be exploitable as a drug lead with specific activity against various Saprolegnia strains.
AB - To investigate the anti-Saprolegnia activities of chalconic compounds, nine dialkoxychalcones 2–10, along with their key building block 2,4-dihydroxychalcone 1, were evaluated for their potential oomycide activities against Saprolegnia australis strains. The synthesis afforded a series of O-alkylated derivatives with typical chalcone skeletons. Compounds 4–10 were reported for the first time. Interestingly, analogue 8 with the new scaffold demonstrated remarkable in vitro growth-inhibitory activities against Saprolegnia strains, displaying greater anti-oomycete potency than the standard drugs used in the assay, namely fluconazole and bronopol. In contrast, a dramatic loss of activity was observed for O-alkylated derivatives 2, 3, 6, and 7. These findings have highlighted the therapeutic potential of the natural compound 1 scaffold to be exploitable as a drug lead with specific activity against various Saprolegnia strains.
KW - 2'4'-dihydroxychalcone
KW - Chalcones
KW - Oomycetes
KW - Saprolegnia
UR - http://www.scopus.com/inward/record.url?scp=85048308846&partnerID=8YFLogxK
U2 - 10.3390/molecules23061377
DO - 10.3390/molecules23061377
M3 - Article
C2 - 29875340
AN - SCOPUS:85048308846
VL - 23
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 6
M1 - 1377
ER -