Abstract

The one-pot synthesis of three dragmacidin derivatives is reported. Sarcosine anhydride (4) is brominated and immediately reacted with the corresponding indole to produce the products, namely 3,6-bis(5′-methoxy-3′-indolyl)-1,4-dimethylpiperazine-2,5-dione (1), 3,6-bis(7′-methyl-3′-indolyl)-1,4-dimethylpiperazine-2,5-dione (2) and 3,6-bis-(6′-chloro-3′-indolyl)-1,4-dimethylpiperazine-2,5-dione (3), which are characterized by 1H-NMR.

Highlights

  • During the past twenty years, a number of natural products containing the indole moiety that display a significant amount of biological activity have been isolated from marine organisms [1,2,3,4]

  • We describe the synthesis of three novel bisindolylpiperazine-2,5-diones using a previously developed method [18]

  • Bromine is directly added to sarcisine anhydride (4) with heat and the illumination of a sun lamp

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Summary

Introduction

During the past twenty years, a number of natural products containing the indole moiety that display a significant amount of biological activity have been isolated from marine organisms [1,2,3,4]. Evidence supporting the need for further investigation into the activity of the dragmacidin compounds has arisen from multiple arenas. The broad range of abilities displayed by the dragmacidin compounds could prove useful in the development of cancer therapeutics and anti-inflammatory drugs, as well as prospective treatments for Alzheimer’s, Parkinson’s, and Huntington’s diseases [23] and depression and anxiety [24].

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Conclusion

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