Method for synthesizing heptasaccharide of lentinan core fragment beta-(1-> 6) branched chain beta-(1-> 3) main chain

Abstract

The invention relates to a synthesis method of heptasaccharide of a lentinan core fragment beta-(1-> 6) branched chain beta-(1-> 3) main chain, which has biological activity and can be particularly used as an antitumor drug. The preparation method comprises the following steps: firstly, preparing a 1-3 connected disaccharide receptor, taking 2, 3, 4, 6-tetra-O-acetyl glucose trichloroacetimidate and 2, 4, 6-tri-O-acetyl-tetra-O-benzyl glucose trichloroacetimidate as glycosyl donors, coupling to obtain tetrasaccharide under the action of lewis acid, removing benzyl, taking the tetrasaccharide as a tetrasaccharide receptor, taking 2, 3, 4, 6-tetra-O-acetyl glucose trichloroacetimidate as a glycosyl receptor, taking 2, 3, 4, 6-tetra-O-acetyl glucose trichloroacetimidate as a glycosyl receptor, and taking 2, 3, 4, 6-tetra-O-acetyl glucose trichloroacetimidate as a glycosyl receptor. The preparation method comprises the following steps: by taking 1, 2, 3, 4, 6-tetra-O-acetylglucose trichloroacetimidate as a glycosyl donor and phenylthioglucose as a glycosyl receptor, coupling under the action of lewis acid to obtain a trisaccharide donor, coupling the trisaccharide donor and the tetrasaccharide receptor under the action of lewis acid to obtain heptasaccharide, and removing all protecting groups to obtain the beta-(1-> 6) branched chain beta-(1-> 3) main chain shiitake heptasaccharide.

Description

technical field [0001] The invention relates to a synthesis method of the heptasaccharide of the lentinan core fragment β-(1→6) branched chain β-(1→3) main chain which has biological activity and can be especially used as an antineoplastic drug. Background technique [0002] Modern studies have shown that many fungal polysaccharides have anti-tumor effects, such as Ganoderma lucidum polysaccharides, Lentinan polysaccharides, and Grifola frondosa polysaccharides. Further studies have found that the anti-tumor activity of polysaccharides is mainly through the body's immune system rather than directly inhibiting the growth of tumor cells, so polysaccharide anti-tumor drugs have much less toxic side effects on the human body than other anti-tumor drugs. The common structural feature of these biologically active polysaccharides is oligodextran with β-(1→6) branched β-(1→3) backbone. Most of these polysaccharides are derived from the lentinan lentinan of Lentinus edodes (lentinus...

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Cyclophosphamide at 70 mg / kg inhibited 59% of U14 tumors, but a large number of normal cells were killed

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