Development of a d-allose-6-phosphate derivative with anti-proliferative activity against a human leukemia MOLT-4F cell line

Ishiyama, H.; Yanagita, Ryo C.; Takemoto, Kazune; Kobashi, Katsuya; Sugiyama, Yasunori; Kawanami, Yasuhiro

doi:10.1016/j.carres.2019.107859

Cited by 6 publications

(2 citation statements)

References 17 publications

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“…Previous reports have shown that rare sugars exhibit beneficial activities including anti-obesity, anti-diabetic, antipathogenic microorganism, and antitumor effects [17][18][19][20] . For example, D-allose exhibits antitumor activity, although its mechanism remains elusive [21][22][23][24] . Here, we report that another rare sugar, L-sorbose, uniquely induces apoptotic death in cancer cells.…”

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confidence: 99%

Rare sugar l-sorbose exerts antitumor activity by impairing glucose metabolism

Zhou

Chen

et al. 2023

Commun Biol

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Rare sugars are monosaccharides with low natural abundance. They are structural isomers of dietary sugars, but hardly be metabolized. Here, we report that rare sugar l-sorbose induces apoptosis in various cancer cells. As a C-3 epimer of d-fructose, l-sorbose is internalized via the transporter GLUT5 and phosphorylated by ketohexokinase (KHK) to produce l-sorbose-1-phosphate (S-1-P). Cellular S-1-P inactivates the glycolytic enzyme hexokinase resulting in attenuated glycolysis. Consequently, mitochondrial function is impaired and reactive oxygen species are produced. Moreover, l-sorbose downregulates the transcription of KHK-A, a splicing variant of KHK. Since KHK-A is a positive inducer of antioxidation genes, the antioxidant defense mechanism in cancer cells can be attenuated by l-sorbose-treatment. Thus, l-sorbose performs multiple anticancer activities to induce cell apoptosis. In mouse xenograft models, l-sorbose enhances the effect of tumor chemotherapy in combination with other anticancer drugs. These results demonstrate l-sorbose as an attractive therapeutic reagent for cancer treatment.

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confidence: 99%

Rare sugar l-sorbose exerts antitumor activity by impairing glucose metabolism

Zhou

Chen

et al. 2023

Commun Biol

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“…The enhancement of anti-proliferative activity against a human leukemia cell line of allose 6-phosphate with different substituents at the phosphate group has been recently shown. 11 However, d -All chemistry, regarding the regioselectivity in protective reactions and glycosidations, has been scarcely explored.…”

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confidence: 99%