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. 2023 Sep 26;9(10):e20428. doi: 10.1016/j.heliyon.2023.e20428

Table 11.

The antifungal activity of chalcones.

Compound(s) “Chemical name(s)” Fungal species Study model(s) Results Inhibition mechanism Refs.
Dihydrochromane–chalcone derivatives
“(2E)-1,3-diphenylprop-2-en-1-one”
Botrytis cinerea and Monilinia fructicola In vitro IC50 against B. cinerea: 43.9 and against M. fructicola: 48.5 μg/mL Mycelial growth inhibition (for B. cinerea) modulated by the atomic charge on C5 and the hydrogen bonding acceptor and donor. Modification of the inhibitory properties (for M. fructicola) via dipole moment and the carbonyl carbon and the atomic charge on C1′. [143]
Chalcones synthesized from natural acetophenone “(E)-3-(furan-2-yl)-1-(2-hydroxy3,4,6-trimethoxyphenyl)prop-2-en-1-one”
“(E)-1-(2-hydroxy-3,4,6- trimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one”
Candida albicans LABMIC 0105 and C. albicans LABMIC 0107 In vitro MIC: 0.62 and 0.31 mg/mL, respectively Similar to the mode of action of amphotericin B. [144]
2-Hydroxychalcone “(E)-3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one” Paracoccidioides brasiliensis and Paracoccidioides lutzii In vitro MIC: 0.06 and 0.12 μg/mL, respectively Reaction between the internal stage of the formulation and lipid membrane molecules such as ergosterol, destabilizing fungi integrity, and the disruption of the fungal membrane leading to its death. [145]
Azulene-containing chalcone “(E)-1,3-Di(azulen-1-yl)prop-2-en-1-one” Candida parapsilosis In vitro MIC: 0.156 mg/mL N/A [146]
Polyoxygenated chalcones “1-Phenyl-3-(4-hydroxy-3-methoxyphenyl)-prop-2-en-1-one”
“1-(2,5-Dimethoxyphenyl)-3-phenyl-prop-2-en-1-one”
C. albicans, Cryptococcus neoformans In vitro IC50: 50 and 125 μg/mL against C. albicans; 15.6 and 7.8 μg/mL against C. neoformans, respectively Anticryptococcal activity mediated by the methylation of the 3-OH of the B ring and the substitution pattern of the A ring. [147]
“(E) 2,3-dyhydroxy-chalcone” C. albicans isolates 1-9 In vitro MIC: 16.24 for isolate 1 and MFC: 32.54 μM for isolate 1 N/A [148]
“(2E)-1-(4′-aminophenyl)-3-(phenyl)-prop-2- en-1-one” Trichophyton rubrum (LAMBIC 0208) In vitro MIC: 0.07 and MFC: 0.015–1.25 μg/mL Inhibition activity mediated by the phenyl group and electron-withdrawing groups such as fluorine and chlorine, the existence of a heterocyclic ring, hydroxy and methoxy groups on ring A, and the nitro group on ring B. [149]
Ferrocenyl chalcone-based dimethyl-substituted derivative “1-Ferrocenyl-3-(3,4dimethylphenyl)-3- (phenylsulfonyl)propan-1-one” Aspergillus niger, C. albicans, Aspergillus fumigatus, Candida tropicalis, Cryptococcus neoformans, and C. parapsilosis In vitro MIC: 3.9, 7.8, 10.5, 3.9, 7.81, and 15.5 μg/mL, respectively N/A [152]
“(E)-3-(4′-diethylaminophenyl)” “(E)-3-(2′-ethoxyphenyl)”
“(E)-3-(3′,4′-diethoxyphenyl)” “(E)-3-(2′,3′-dihydrobenzofuran-5-yl)”
“(E)-3-(3′,5′-bis[trifluoromethyl]phenyl)-1-(2-hydroxyphenyl) prop-2-en-1-one”
C. albicans, C. tropicalis, Candida stellatoidea, Candida pseudotropicalis and Candida krusei In vitro MIC:25–50 μg/mL Improvement of inhibitory activity by the 4′-(diethylamino) substituents, which is a potent electron-donating group. [138]

MIC: Minimum Inhibitory, MFC: Fungicidal Concentrations, IC50: Half maximal inhibitory concentration.