Synthesis of 3-octadecanoxypropyl 6-deoxy-6-sulfo-alpha-D-glucopyranoside (ODSG) as a lipase-resistant SQAP derivative

Masahiko Oshige,Koki Kano, Shunsuke Shinada,Akifumi Kawaguchi, Takato Uchida,Nozomi Ishii,Hiroaki Horiuchi,Fumio Sugawara,Kengo Sakaguchi,Ichiro Matsuo,Shinji Katsura

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS（2021）

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摘要

Sulfoquynovosylacyl propanediol (SQAP; 1) has been developed as a radiosensitizer (anti-cancer agent) for solid tumors, but it was easily cleaved in vivo and had a problem of short residence time. We synthesized a novel compound of a SQAP derivative (3-octadecanoxypropyl 6-deoxy-6-sulfo-alpha-D-glucopyranoside: ODSG; 2) to solve these problems not easily cleaved by lipase. ODSG (2) cytotoxicity was investigated in vitro, resulting in low toxicity like SQAP (1).

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关键词

Sulfur including glycolipid, Structural modification, Lipase, Cytotoxicity

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