Synthesis of chalcone derivatives by Claisen-Schmidt condensation and in vitro analyses of their antiprotozoal activities
Chalcone is a molecule with known biological activities. Based on this, a series of chalcone derivatives bearing methyl, phenyl or furanyl substituents at different positions of A and B rings were synthesised, characterised, and evaluated regarding antiprotozoal activity. Molecules were synthesised via base catalyzed Claisen-Schmidt condensation and characterised by IR and NMR spectral data. Antiprotozoal activity against Phytomonas serpens, Leishmania amazonensis and Acanthamoeba polyphaga was performed. All compounds inhibited more than 50% of the growth of P. serpens while five had this effect on L. amazonensis and all of them no more than 35% of inhibition on A. polyphaga. Remarkably interesting antiprotozoal effects were recorded with compound 5, with IC50 of 1.59 µM for P. serpens and 11.49 µM for L. amazonensis. The addition of a naphthyl group to the B ring can be postulated to be the cause of the 10 times increase observed in its trypanocidal activity.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:38 |
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| Enthalten in: |
Natural product research - 38(2024), 8 vom: 01. März, Seite 1326-1333 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Souza, Gabriella B [VerfasserIn] |
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| Links: |
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| Themen: |
5S5A2Q39HX |
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| Anmerkungen: |
Date Completed 25.03.2024 Date Revised 25.03.2024 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1080/14786419.2022.2140337 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM348453302 |
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| 520 | |a Chalcone is a molecule with known biological activities. Based on this, a series of chalcone derivatives bearing methyl, phenyl or furanyl substituents at different positions of A and B rings were synthesised, characterised, and evaluated regarding antiprotozoal activity. Molecules were synthesised via base catalyzed Claisen-Schmidt condensation and characterised by IR and NMR spectral data. Antiprotozoal activity against Phytomonas serpens, Leishmania amazonensis and Acanthamoeba polyphaga was performed. All compounds inhibited more than 50% of the growth of P. serpens while five had this effect on L. amazonensis and all of them no more than 35% of inhibition on A. polyphaga. Remarkably interesting antiprotozoal effects were recorded with compound 5, with IC50 of 1.59 µM for P. serpens and 11.49 µM for L. amazonensis. The addition of a naphthyl group to the B ring can be postulated to be the cause of the 10 times increase observed in its trypanocidal activity | ||
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| 700 | 1 | |a Santos, Tamiris A C |e verfasserin |4 aut | |
| 700 | 1 | |a Silva, Amanda P S |e verfasserin |4 aut | |
| 700 | 1 | |a Barreiros, André L B S |e verfasserin |4 aut | |
| 700 | 1 | |a Nardelli, Victória Brandão |e verfasserin |4 aut | |
| 700 | 1 | |a Siqueira, Ingrid B |e verfasserin |4 aut | |
| 700 | 1 | |a Dolabella, Silvio S |e verfasserin |4 aut | |
| 700 | 1 | |a Costa, Emmanoel V |e verfasserin |4 aut | |
| 700 | 1 | |a Alves, Péricles B |e verfasserin |4 aut | |
| 700 | 1 | |a Scher, Ricardo |e verfasserin |4 aut | |
| 700 | 1 | |a Fernandes, Roberta P M |e verfasserin |4 aut | |
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