One-Pot Synthesis and Evaluation of Antioxidative Stress and Anticancer Properties of an Active Chromone Derivative
Issued Date
2023-04-01
Resource Type
eISSN
14203049
Scopus ID
2-s2.0-85152350904
Pubmed ID
37049900
Journal Title
Molecules
Volume
28
Issue
7
Rights Holder(s)
SCOPUS
Bibliographic Citation
Molecules Vol.28 No.7 (2023)
Suggested Citation
Maicheen C., Churnthammakarn C., Pongsroypech N., Khamkhenshorngphanuch T., Ungwitayatorn J., Rangsangthong K., Asasutjarit R., Theeramunkong S. One-Pot Synthesis and Evaluation of Antioxidative Stress and Anticancer Properties of an Active Chromone Derivative. Molecules Vol.28 No.7 (2023). doi:10.3390/molecules28073129 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/81608
Title
One-Pot Synthesis and Evaluation of Antioxidative Stress and Anticancer Properties of an Active Chromone Derivative
Author's Affiliation
Other Contributor(s)
Abstract
Chromones are the structural building blocks of several natural flavonoids. The synthesis of chromones, which contain a hydroxy group on the ring, presents some challenges. We used the one-pot method to synthesize ten chromone derivatives and two related compounds using modified Baker-Venkataraman reactions. The structures were confirmed using FT-IR, 1H NMR, 13C NMR, and HRMS. The in vitro antioxidant assay revealed that compounds 2e, 2f, 2j, and 3i had potent antioxidant activity and that all these synthesized compounds, except those containing nitro groups, were harmless to normal cells. In addition, compounds 2b, 2d, 2e, 2f, 2g, 2i, and 2j had anticancer activity. Compounds 2f and 2j were used to investigate the mechanism of anticancer activity. Both 2f and 2j induced a slightly early apoptotic effect but significantly impacted the S phase in the cell cycle. The effect on cell invasion indicates that both compounds significantly inhibited the growth of cervical cancer cells. A chromone scaffold possesses effective chemoprotective and antioxidant properties, making it a promising candidate for antioxidant and future cancer treatments.