Abstract

In this paper, we present novel bioactivity for barettin isolated from the marine sponge Geodia barretti. We found that barettin showed strong antioxidant activity in biochemical assays as well as in a lipid peroxidation cell assay. A de-brominated synthetic analogue of barettin did not show the same activity in the antioxidant cell assay, indicating that bromine is important for cellular activity. Barettin was also able to inhibit the secretion of the inflammatory cytokines IL-1β and TNFα from LPS-stimulated THP-1 cells. This combination of anti-inflammatory and antioxidant activities could indicate that barettin has an atheroprotective effect and may therefore be an interesting product to prevent development of atherosclerosis.

Highlights

  • IntroductionBarettin (cyclo-[6-bromo-8-en-tryptophan]-arginine]) was first isolated and described in 1986 [1] from the marine sponge Geodia barretti and in 2002, Sölter et al published data suggesting a slight structure modification of the originally proposed molecule [2]

  • It is a well-known fact that sponges are rich sources of bioactive compounds

  • Compounds with combined antioxidant and anti-inflammatory properties are of interest for treatment of for instance cardiovascular diseases such as atherosclerosis

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Summary

Introduction

Barettin (cyclo-[6-bromo-8-en-tryptophan]-arginine]) was first isolated and described in 1986 [1] from the marine sponge Geodia barretti and in 2002, Sölter et al published data suggesting a slight structure modification of the originally proposed molecule [2]. This revised structure (Figure 1(1)) was later confirmed by Johnson et al, when they successfully synthesized barettin [3]. The compound showed strong antioxidant activities in biochemical assays, and we decided to further investigate the possibility of new biological activities of this molecule These studies included cellular antioxidant assays and anti-inflammatory assays. Fucoxanthin exerts many effects, including radical scavenging and inhibition of several inflammatory cytokines and mediators [13] whereas resveratrol induces antioxidant enzymes as well as reduce atherosclerotic lesions [14]

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