Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide

Bioorganic & Medicinal Chemistry Letters
Hirofumi SakoguchiMasashi Sato

Abstract

Biological activities of unusual monosaccharides (rare sugars) have largely remained unstudied until recently. We compared the growth inhibitory effects of aldohexose stereoisomers against the animal model Caenorhabditis elegans cultured in monoxenic conditions with Escherichia coli as food. Among these stereoisomers, the rare sugar D-arabinose (D-Ara) showed particularly strong growth inhibition. The IC50 value for D-Ara was estimated to be 7.5 mM, which surpassed that of the potent glycolytic inhibitor 2-deoxy-D-glucose (19.5 mM) used as a positive control. The inhibitory effect of D-Ara was also observed in animals cultured in axenic conditions using a chemically defined medium; this excluded the possible influence of E. coli. To our knowledge, this is the first report of biological activity of D-Ara. The D-Ara-induced inhibition was recovered by adding either D-ribose or D-fructose, but not D-glucose. These findings suggest that the inhibition could be induced by multiple mechanisms, for example, disturbance of D-ribose and D-fructose metabolism.

Citations

Nov 13, 2019·Molecular Diversity·Vaida MilišiūnaitėAlgirdas Šačkus
Jun 10, 2020·Future Medicinal Chemistry·Itamar Luís GonçalvesVera Lucia Eifler-Lima
Apr 4, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nikola MijailovicAziz Aziz
Jul 24, 2018·Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan·Shunsuke Higaki, Tatsuhiro Matsuo

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