Antioxidant and Antitumor Activities of Newly Synthesized Hesperetin Derivatives

Abstract

Hesperetin is a class of natural products with a wide range of sources and remarkable biological activities. In this study, we described the synthesis of a series of novel hesperetin derivatives and evaluated the in vitro antioxidant and antitumor activity of these compounds. Eleven novel compounds were synthesized in moderate yields. The compounds synthesized in this work exhibited antioxidant activities against DPPH and ABTS free radicals in a dose-dependent manner. Among them, compound 3f had the best antioxidant activity, with IC50 of 1.2 μM and 24 μM for DPPH and ABTS, respectively. The antitumor activity of the compounds against human cancer cell lines, such as breast MCF-7, liver HepG2, and cervical Hela, was determined by a standard 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide (MTT) assay. Three compounds had moderate IC50 values. Interestingly, compound 3f had better biological activity than hesperetin, which matches the prediction by Maestro from Schrödinger. Therefore, the new hesperidin derivative is a promising drug for the treatment of cancer due to its effective antitumor activity. The results also suggested that the antitumor activities of hesperetin derivatives may be related to their antioxidant activities.

Exploring the Potential Biological Activities of Pyrazole-Based Schiff Bases as Anti-Diabetic, Anti-Alzheimer’s, Anti-Inflammatory, and Cytotoxic Agents: In Vitro Studies with Computational Predictions

“…The compounds with a higher antioxidant activity were found to have lower IC 50 values of DPPH and a higher inhibition percentage against ABTS radicals [40]. It was found that the ABTS assay is more sensitive than the DPPH assay, because the DPPH radical is only involved in hydrogen (H + ) transfer (DPPH to DPPH-H), while the ABTS radical is involved in the electron transfer pathway (ABTS to ABTS + ) [41].…”

Phenolic Compound Profiles, Cytotoxic, Antioxidant, Antimicrobial Potentials and Molecular Docking Studies of Astragalus gymnolobus Methanolic Extracts

“…Hesperidin suppresses the growth of HeLa cells via blocking endoplasmic reticulum stress pathways and cell cycle arrest-mediated death [ 50 ]. Hesperidin and its derivatives were found to have anticancer effects in HepG2 hepatocarcinoma and HeLa cells [ 51 ]. From this vantage point, it is possible to correlate the biological activity of methanolic extracts from A. gymnolobus with the existence and amount of these chemicals.…”

Natural flavonols: actions, mechanisms, and potential therapeutic utility for various diseases

“…Research showed they could inhibit the growth of Plasmodium falciparum (malaria parasite) both in vivo and in vitro [ 45 , 115 ]. In addition, fisetin with quercetin and kaempferol are individually capable of inhibiting the formation of hemozoin [ 45 , 115 , 119 , 182 , 183 ] resulting in the parasite’s death. Moreover, quercetin, fisetin, and kaempferol’s antioxidant and anti-inflammatory roles were proved beneficial for malaria treatments.…”