Design and synthesis of novel carbohydrate-amino acid hybrids and their antioxidant and anti-β-amyloid aggregation activity

Tvrdoňová, Monika; Borovská, Barbora; Salayová, Aneta; Rončák, Róbert; Michalčin, Peter; Bednaříková, Zuzana; Gažová, Zuzana

doi:10.1016/j.bioorg.2023.106636

Cited by 3 publications

(2 citation statements)

References 45 publications

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“…All antioxidant activity measurements were performed using a UV–vis spectrophotometer (Shimadzu UV-1280, Japan). The DPPH-scavenging activities of the compounds, based on the decolorization of the stable purple DPPH free radical measured at 517 nm [ 48 ], were estimated with slight modification [ 49 ]. A total of 50 µL of sample stock solution (1 mmol·L −1 ) or standard gallic acid (0.05–1.5 mmol·L −1 ) was mixed with 2.0 mL of DPPH solution (0.1 mmol·L −1 ).…”

Section: Methodsmentioning

confidence: 99%

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Antiproliferative and Antioxidant Activity

Kudličková,

Michalková,

Salayová

et al. 2023

Molecules

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The synthesis, anticancer, and antioxidant activities of a series of indole-derived hybrid chalcones are reported here. First, using the well-known Claisen–Schmidt condensation method, a set of 29 chalcones has been designed, synthesized, and consequently characterized. Subsequently, screening for the antiproliferative activity of the synthesized hybrid chalcones was performed on five cancer cell lines (HCT116, HeLa, Jurkat, MDA-MB-231, and MCF7) and two non-cancer cell lines (MCF-10A and Bj-5ta). Chalcone 18c, bearing 1-methoxyindole and catechol structural features, exhibited selective activity against cancer cell lines with IC50 values of 8.0 ± 1.4 µM (Jurkat) and 18.2 ± 2.9 µM (HCT116) and showed no toxicity to non-cancer cells. Furthermore, antioxidant activity was evaluated using three different methods. The in vitro studies of radical scavenging activity utilizing DPPH radicals as well as the FRAP method demonstrated the strong activity of catechol derivatives 18a–c. According to the ABTS radical scavenging assay, the 3-methoxy-4-hydroxy-substituted chalcones 19a–c were slightly more favorable. In general, a series of 3,4-dihydroxychalcone derivatives showed properties as a lead compound for both antioxidant and antiproliferative activity.

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Section: Methodsmentioning

confidence: 99%

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Antiproliferative and Antioxidant Activity

Kudličková,

Michalková,

Salayová

et al. 2023

Molecules

Self Cite

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show abstract

“…The DPPH-scavenging activities of the compounds, based on the decolorization of the stable purple DPPH free radical measured at 517 nm [51], were estimated with slight modification [52]. 50 µL of sample stock solution (1 mmol.L -1 ) or standard gallic acid (0.05-1.5 mmol.L -1 ) was mixed with 2.0 mL of DPPH solution (0.1 mmol.L -1 ).…”

Section: Dpph Radical Scavenging Activitymentioning

confidence: 99%

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Anticancer and Antioxidant Activity

Kudličková,

Michalková,

Salayová

et al. 2023

Preprint

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The synthesis, anticancer and antioxidant activity of a series of indole-derived hybrid chalcones are reported here. First, using well known Claisen-Schmidt condensation method a set of 29 chalcones has been designed, synthesized, and consequently characterized. Subsequently, screening for the antiproliferative activity of the synthesized hybrid chalcones was performed on the on five cancer (HCT116, HeLa, Jurkat, MDA-MB-231 and MCF7) and two non-cancer (MCF-10A and Bj-5ta) cell lines. Chalcone 18c bearing 1-methoxyindole and catechol structural features, exhibited selective activity against cancer cell lines with IC50 values of 8.0 ± 1.4 µM (Jurkat) and 18.2 ± 2.9 µM (HCT116) and showed no toxicity to non-cancer cells. Furthermore, antioxidant activity was evaluated using tree different methods. The in vitro studies of radical scavenging activity utilizing DPPH radicals, as well as FRAP method, demonstrated the strong activity of catechol derivatives 18a-c. According to the ABTS radical scavenging assay, the 3-methoxy-4-hydroxy substituted chalcones 19a–c were slightly more favorable. In general, a series of 3,4-dihydroxychalcone derivatives showed properties as a lead compound for both antioxidant and anticancer activity.

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Multifunctional porphyrin-substituted phenylalanine–phenylalanine nanoparticles for diagnostic and therapeutic applications in Alzheimer’s disease

Xia,

Huang,

et al. 2025

Bioorganic Chemistry

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Design and synthesis of novel carbohydrate-amino acid hybrids and their antioxidant and anti-β-amyloid aggregation activity

Cited by 3 publications

References 45 publications

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Antiproliferative and Antioxidant Activity

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Antiproliferative and Antioxidant Activity

Design, Synthesis, and Evaluation of Novel Indole Hybrid Chalcones and Their Anticancer and Antioxidant Activity

Multifunctional porphyrin-substituted phenylalanine–phenylalanine nanoparticles for diagnostic and therapeutic applications in Alzheimer’s disease

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