Abstract

The antioxidant properties of the synthetic compound (C1)–(C8), which comprised 7 curcuminoids and a chalcone, were evaluated by two complementary assays, DPPH and β-carotene/linoleic acid. It was found that, in general, the free radical scavenging ability of (C1)–(C8) was concentration-dependent. Compounds (C1) and (C4), which contained (4-OH) phenolic groups, were found to be highly potent antioxidants with higher antioxidant values than BHT suggesting that synthetic curcuminoids are more potent antioxidants than standard antioxidants like BHT. Using β-carotene-linoleic acid assay, only the water-soluble 2, 4,6-trihydroxyphenolic chalcone (C5) showed 85.2 % inhibition of the formation of conjugated dienes reflecting on its potent antioxidant activity.

Highlights

  • The phenolic compound curcumin (C1) ( known as diferuloylmethane; [1,7-bis-(4hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione]) is the predominant biologically active component of turmeric, rhizomes of Curcuma longa that belongs to the ginger family, Zingaberaceae

  • Here we report the antioxidant activities of seven curcuminoids (C1)-(C4), (C6)–(C8) with considerable structural diversity and the polyphenolic chalcone (C5) [12, 13]

  • In all of the synthetic curcuminoids (C2)-(C4) and (C6)-(C8), the heptadiene part has been kept unmodified with the the bis-aryl part of curcumin (C1) being modified

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Summary

Introduction

The phenolic compound curcumin (C1) ( known as diferuloylmethane; [1,7-bis-(4hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione]) is the predominant biologically active component of turmeric, rhizomes of Curcuma longa that belongs to the ginger family, Zingaberaceae. Curcumin is an extremely potent lipid soluble antioxidant and has been suggested to act through its pro-oxidant/ antioxidant effects because formation of ROS by curcumin and curcuminoids correlates with their apoptotic activity on tumor cells [9]. In an on-going work on curcumin, in our laboratories, we have synthesized a number of curcuminoids and have developed assays to assess their anti-inflammatory and antioxidant activities.

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