Abstract

Two new polyunsaturated 3,4-epoxy-heneicosane derivatives named as epoxy-lobophorene A and epoxy-lobophorene B were isolated from the brown alga Lobophora variegata, in addition to nine known compounds. The structures of the new compounds were elucidated using a combination of 1D/2D nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry (HRMS). The isolated compounds were submitted to antiproliferative assays against the human colon cancer cell line HCT-116, human metastatic prostate cancer PC-3M, murine metastatic melanoma B16-F10 and murine fibroblast cell line L929 and also tested as antibacterial. Both 3,4-epoxy lobophorene A and 3,4-epoxy lobophorene B depicted moderate antiproliferative effect against cell lines. None of them showed antibacterial activity.

Highlights

  • The marine macroalgae or seaweeds are a prolific source of highly bioactive natural compounds of unusual structures

  • A substantial number of species belonging to Lobophora genus has been already identified, there are only a few reports concerning to their chemical investigations

  • Chromatographic fractionation performed over silica gel, Sephadex LH-20, and High-pressure liquid chromatography (HPLC) of the hexane extract from L. variegata, lead to the isolation of the two new compounds

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Summary

Introduction

The marine macroalgae or seaweeds are a prolific source of highly bioactive natural compounds of unusual structures. It is reported the isolation and characterization of two new polyunsaturated epoxy-heneicosane, in addition to several known compounds (Figure 1), including their antiproliferative and antibacterial evaluation.

Results
Conclusion
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