Analyses of Antioxidative Properties of Selected Cyclitols and Their Mixtures with Flavanones and Glutathione

Joanna Płonka,Bogusław Buszewski,Joanna Szablińska-Piernik,Lesław B Lahuta,Irena Baranowska

doi:10.3390/molecules27010158

Abstract

The conditions for determining the antioxidant properties of cyclitols (d-pinitol, l-quebrachitol, myo-, l-chiro-, and d-chiro-inositol), selected flavanones (hesperetin, naringenin, eriodictyol, and liquiritigenin) and glutathione by spectrophotometric methods—CUPRAC and with DPPH radical, and by a chromatographic method DPPH-UHPLC-UV, have been identified. Interactions of the tested compounds and their impact on the ox-red properties were investigated. The RSA (%) of the compounds tested was determined. Very low antioxidative properties of cyclitols, compared with flavanones and glutathione alone, were revealed. However, a significant increase in the determined antioxidative properties of glutathione by methyl-ether derivatives of cyclitols (d-pinitol and l-quebrachitol) was demonstrated for the first time. Thus, cyclitols seem to be a good candidate for creating drugs for the treatment of many diseases associated with reactive oxygen species (ROS) generation.

Highlights

IntroductionThere has been a growing interest in inositols (cyclic six-carbon polyalcohols), including myo-inositol, present in all living organisms [1], and in their isomers (D-chiro-inositol, scyllo-inositol) and methyl derivatives (D-pinitol, L-quebrachitol), found in various wild and medicinal plants and crops [2,3,4].Myo-Inositol, synthesized from glucose in three enzymatic steps, serves as a substrate for the synthesis of phosphatidylinositol, a major compound of cellular membranes, inositol high-energy pyrophosphates (implicated in phosphate and energy-sensing) and inositol phosphates (signaling molecules), including phytic acid (inositol hexakisphosphate) playing an important role in the storage/release of metal ions, as well as phosphate residues [5,6]
In recent years, there has been a growing interest in inositols, including myo-inositol, present in all living organisms [1], and in their isomers (D-chiro-inositol, scyllo-inositol) and methyl derivatives (D-pinitol, L-quebrachitol), found in various wild and medicinal plants and crops [2,3,4].Myo-Inositol, synthesized from glucose in three enzymatic steps, serves as a substrate for the synthesis of phosphatidylinositol, a major compound of cellular membranes, inositol high-energy pyrophosphates and inositol phosphates, including phytic acid playing an important role in the storage/release of metal ions, as well as phosphate residues [5,6]
We show the results of our analyses of the antioxidant properties of selected cyclitols and their influence on the antioxidant properties of flavanones and glutathione

Summary

Introduction

There has been a growing interest in inositols (cyclic six-carbon polyalcohols), including myo-inositol, present in all living organisms [1], and in their isomers (D-chiro-inositol, scyllo-inositol) and methyl derivatives (D-pinitol, L-quebrachitol), found in various wild and medicinal plants and crops [2,3,4].Myo-Inositol, synthesized from glucose in three enzymatic steps, serves as a substrate for the synthesis of phosphatidylinositol, a major compound of cellular membranes, inositol high-energy pyrophosphates (implicated in phosphate and energy-sensing) and inositol phosphates (signaling molecules), including phytic acid (inositol hexakisphosphate) playing an important role in the storage/release of metal ions, as well as phosphate residues [5,6]. Supplementation of the two inositol stereoisomers, D-chiro-inositol and myo-inositol is important to prevent these conditions [15]. Both are studied as metabolites with pro-health [12] and therapeutic properties, due to their insulin-sensitizing, anti-atherogenic, anti-inflammatory, anti-oxidative, and anti-cancer properties [12,14]. They are successfully applied in the treatment of PCOS and non-insulin-dependent diabetes mellitus [16,17].

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Conclusion