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Synthesis of 3-octadecanoxypropyl 6-deoxy-6-sulfo-α-d-glucopyranoside (ODSG) as a lipase-resistant SQAP derivative.

Authors :
Oshige M
Kano K
Shinada S
Kawaguchi A
Uchida T
Ishii N
Horiuchi H
Sugawara F
Sakaguchi K
Matsuo I
Katsura S
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2021 Nov 15; Vol. 52, pp. 128391. Date of Electronic Publication: 2021 Sep 30.
Publication Year :
2021

Abstract

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-α-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).<br /> (Copyright © 2021 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
52
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
34601028
Full Text :
https://doi.org/10.1016/j.bmcl.2021.128391