Abstract

Hesperidin is one of the most important natural flavonoids, known for its antioxidant, anti-inflammatory, anti-mutagenic, and anti-hypertensive properties. Despite its various biological activities, hesperidin is rarely used in the dermo-cosmetic field because of its poor solubility in both water and oil phases that makes difficult formulation, distribution and bioavailability through the skin layers. Moreover, hesperidin is still underestimated in skin care products, and literature data on its stability into a topical formulation are not yet available. In this paper we report the synthesis of five different derivatives of hesperidin and their evaluation in terms of antioxidant, antifungal, antiproliferative, and apoptotic effects on human leukemic K562 cells. Preliminary antiproliferative effects were considered since hyper-proliferation is involved in several cutaneous problems particularly in the case of photo-exposition and environmental pollution. Esp4 and Esp5 were found to be more active in inhibiting K562 cell growth than parent hesperidin. Esp3 exhibited different biological properties, i.e., antioxidant activity in the absence of antiproliferative effects.

Highlights

  • IntroductionFlavonoids represent one of the most important classes [1]

  • Among phenolic compounds, flavonoids represent one of the most important classes [1]

  • The results (Table 5) showed that the IC50 values of hesperidin and Esp2 are very similar (IC50 values: 389.96 ± 66.33 μM and 376.13 ± 45.53 μM, respectively), on the contrary we found that Esp4 and Esp5 are more active in inhibiting K562 cell growth

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Summary

Introduction

Flavonoids represent one of the most important classes [1]. These molecules are commonly found in different plant materials such as fruit, herbs, vegetables, and cereals [2]. Antioxidant, photo-protective, photo-aging, anti-inflammatory, metal-chelating, anti-allergic, and anti-bacterial are the most important flavonoid-mediated activities on the skin [3,4,5,6]. Hesperidin is a flavanone glycoside abundant in citrus fruit peel [7], it is formed by the aglycone called “hesperetin” to which a. Since its discovery in 1872 by Lebreton, hesperidin became the object of continuous research focusing on both extraction methods and biological/biomedical activities [8]

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