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

Sakoguchi, Hirofumi; Yoshihara, Akihide; Shintani, Tomoya; Okuma, Kazuhiro; Izumori, Ken; Sato, Masashi

doi:10.1016/j.bmcl.2016.01.007

Cited by 18 publications

(14 citation statements)

References 18 publications

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“…This result suggests that, unlike D-All, D-Ido inhibited uptake of D-Glc via TXNIP-independent mechanism. Although the specific mechanism of action of D-Ido remains unknown, it is found that other rare sugars such as 2DG 24) and D-arabinose 25) act as glycolytic inhibitors. Thus, D-Ido might act as a glycolytic inhibitor and thereby slow uptake of D-Glc.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of the Anti-Proliferative Activity of Rare Aldohexoses against MOLT-4F and DU-145 Human Cancer Cell Line and Structure-Activity Relationship of D-Idose

et al. 2020

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D-Allose (D-All), a C-3 epimer of D-glucose (D-Glc), is a naturally rare monosaccharide, which shows anti-proliferative activity against several human cancer cell lines. Unlike conventional anticancer drugs, D-All targets glucose metabolism and is non-toxic to normal cells. Therefore, it has attracted attention as a unique “seed” compound for anticancer agents. However, the anti-proliferative activities of the other rare aldohexoses have not been examined yet. In this study, we evaluated the anti-proliferative activity of rare aldohexoses against human leukemia MOLT-4F and human prostate cancer DU-145 cell lines. We found that D-All and D-idose (D-Ido) at 5 mM inhibited cell proliferation of MOLT-4F cells by 46 % and 60 %, respectively. On the other hand, the rare aldohexoses at 5 mM did not show specific anti-proliferative activity against DU-145 cells. To explore the structure–activity relationship of D-Ido, we evaluated the anti-proliferative activity of D-sorbose (D-Sor), 6-deoxy-D-Ido, and L-xylose (L-Xyl) against MOLT-4F cells and found that D-Sor, 6-deoxy-D-Ido, and L-Xyl showed no inhibitory activity at 5 mM, suggesting that the aldose structure and the C-6 hydroxy group of D-Ido are important for its activity. Cellular glucose uptake assay and western blotting analysis of thioredoxin-interacting protein (TXNIP) expression suggested that the anti-proliferative activity of D-Ido is induced by inhibition of glucose uptake via TXNIP-independent pathway.

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Section: Resultsmentioning

confidence: 99%

Evaluation of the Anti-Proliferative Activity of Rare Aldohexoses against MOLT-4F and DU-145 Human Cancer Cell Line and Structure-Activity Relationship of D-Idose

et al. 2020

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“…D-allulose was shown to be able to inhibit the motility, growth and egg bearing rate of Caenorhabditis elegans, probably by interfering with nematode nutrition [66]. It has also been shown that Darabinose, D-allose, D-talose and L-idose inhibited C. elegans growth under the monoxenic and axenic conditions [1,2]. Likewise, 1-Deoxy-D-allulose can drastically reduce the growth of C. elegans [220].…”

Section: Rare Sugars As Sustainable Nematicidesmentioning

confidence: 99%

“…Although the applications of rare sugars in human nutrition [101,109,[117][118][119][120] and medicine [36,41,78,110] have been widely studied, there are an increasing number of reports highlighting their potential use for sustainable food production [1,[121][122][123][124][125][126][127][128], suggesting a promising future for a potential application of rare sugars in agriculture.…”

Section: Rare Sugars In Food Systems and Medicinementioning

confidence: 99%

“…Such studies open new doors to the use of rare sugars as sustainable nematicides. The authors also showed that the D-arabinose-induced growth inhibition was reversed when D-ribose or D-fructose, but not D-glucose, were added to the medium [1,220], suggesting that cross interactions between rare sugars and the common sugar metabolism could be responsible for the nematode growth inhibition.…”

Section: Rare Sugars As Sustainable Nematicidesmentioning

confidence: 99%

“…Isomers such as D-glucose and D-fructose, the classical examples of natural sugars, are exceptions as they exist in great abundance. However, the vast majority of their stereoisomers are hard to isolate from natural sources or to synthesize chemically owning to their complex structures [1,2]. According to the definition of the International Society of Rare Sugars (ISRS), such carbohydrates represent a group of different monosaccharides and their derivatives that are found in low abundance in nature and they are called rare sugars [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Rare Sugars: Recent Advances and Their Potential Role in Sustainable Crop Protection

Mijailovic

Nesler²,

Perazzolli

et al. 2021

Molecules

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Rare sugars are monosaccharides with a limited availability in the nature and almost unknown biological functions. The use of industrial enzymatic and microbial processes greatly reduced their production costs, making research on these molecules more accessible. Since then, the number of studies on their medical/clinical applications grew and rare sugars emerged as potential candidates to replace conventional sugars in human nutrition thanks to their beneficial health effects. More recently, the potential use of rare sugars in agriculture was also highlighted. However, overviews and critical evaluations on this topic are missing. This review aims to provide the current knowledge about the effects of rare sugars on the organisms of the farming ecosystem, with an emphasis on their mode of action and practical use as an innovative tool for sustainable agriculture. Some rare sugars can impact the plant growth and immune responses by affecting metabolic homeostasis and the hormonal signaling pathways. These properties could be used for the development of new herbicides, plant growth regulators and resistance inducers. Other rare sugars also showed antinutritional properties on some phytopathogens and biocidal activity against some plant pests, highlighting their promising potential for the development of new sustainable pesticides. Their low risk for human health also makes them safe and ecofriendly alternatives to agrochemicals.

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Medicinal uses, phytochemistry, pharmacology, and taxonomy of Poygonum aviculare L.: a comprehensive review

et al. 2023

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

Cited by 18 publications

References 18 publications

Evaluation of the Anti-Proliferative Activity of Rare Aldohexoses against MOLT-4F and DU-145 Human Cancer Cell Line and Structure-Activity Relationship of D-Idose

Evaluation of the Anti-Proliferative Activity of Rare Aldohexoses against MOLT-4F and DU-145 Human Cancer Cell Line and Structure-Activity Relationship of D-Idose

Rare Sugars: Recent Advances and Their Potential Role in Sustainable Crop Protection

Medicinal uses, phytochemistry, pharmacology, and taxonomy of Poygonum aviculare L.: a comprehensive review

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