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Molecular design, synthesis and bioactivity of glycosyl hydrazine and hydrazone derivatives: notable effects of the sugar moiety.

Bioorganic & medicinal chemistry letters (2011-10-19)
Zining Cui, Xinling Yang, Yanxia Shi, Hirotaka Uzawa, Jingrong Cui, Hirofumi Dohi, Yoshihiro Nishida
RÉSUMÉ

Assuming that the water solubility of our previous hydrazone derivatives would improve after modification with sugars while keeping or modulating their notable biological activities, we designed and synthesized some glycosyl hydrazine and hydrazone derivatives. Bioassay results indicated that the antitumor activity of our previously prepared hydrazones reduced or disappeared after modification with sugars. On the contrary, some glycosyl derivatives displayed much better antifungal activity against selected fungi. Obviously, a small sugar can change the biological activity of hydrazones significantly.

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