Polyasaccharide polyol, process for preparation thereof and anti-tumor agent

Claim 2

A polysaccharide polyol derived from Volvariella volvacea, which consists essentially of first recurring units represented by the following formula: wherein D-Glu represents a D-glucopyranosyl group, β represents the linkage mode and each number represents the linkage position, second recurring units represented by the following formula: wherein D-Glu, β and each number are defined above, and X represents a group represented by the following formula: or a D-glucopyranosyl group represented by the following formula: and third recurring units represented by the following formula: wherein D-Glu, and each number are defined above, and Y represents a group represented by the following formula: or a D-glucopyranosyl residue represented by the following formula: in each formula, X being linked to the carbon atom to which (P) is attached and the group being linked to the glucopyranosyl residue through the oxygen atom to which (Q) is attached, wherein at least a part of X in the second recurring units and/or the third recurring units is a group represented by the following formula: the average number of the third recurring units is about 4 to about 12 per 100 of the sum of the first, second and third recurring units, and the average number of the sum of the second and third recurring units is about 16 and about 33 per 100 of the sum of the first, second and third recurring units.

Claim 3

A polysaccharide pclyol as set forth in claim 1 which gives a molecular weight of about 70,000 to about 2,800,000 in gel permeation high speed liquid chromatography using as the mobile phases a tris-hydrochloride buffer solution having a concentration of 0.1 mole/l and a p H value of 8.6.

Claim 4

A polysaccharide polyol as set forth in claim 2 which is obtained by extracting a fruit body or mycelium of Volvariella volvacea with an aqueous alkaline solution, oxidizing the obtained soluble fraction with periodic acid or a water-soluble salt thereof and reducing the oxidation product.

Claim 5

A process for the preparation of a polysaccharide polyol derived from Volvariella volvacea, which comprises extracting Volvariella volvacea with an aqueous alkaline solution and oxidizing and then reducing the obtained soluble fraction to cut parts of carbon-to-carbon bonds in the side chains, whereby is obtained a polysaccharide consisting essentially of first recurring units represented by the following formula: wherein D-Glu represents a D-glucopyranosyl residue, β represents the linkage mode and each number represents the linkage position, second recurring units represented by the following formula: wherein D-Glu, β and each number are defined above, and X represents a group represented by the following formula: or a D-glucopyranosyl group represented by the following formula: and third recurring units represented by the following formula: wherein D-Glu, B and each number are defined above, and Y represents a group represented by the following formula: or a D-glucopyranosyl residue represented by the following formula: in each formula, X being bonded to the carbon atom to which (P) is attached and the group being bonded to the glucopyranosyl residue through the oxygen atom to which (Q) is attached, wherein at least a part of X in the second recurring units and/or the third recurring units is a group represented by the following formula: the average number of the third recurring units is about 4 to about 12 per 100 of the sum of the first, second and third recurring units, and the average number of the sum of the second and third recurring units is about 16 and about 33 per 100 of the sum of the first, second and third recurring units.

Claim 6

A process for the preparation of a polysaccharide polyol derived from Volvariella volvacea, which comprises extracting Volvariella volvacea with an aqueous alkaline solution and oxidizing and then reducing the obtained soluble fraction to cut parts of carbon-to-carbon bonds in the side chains, whereby is obtained a polysaccharide consisting essentially of first recurring units represented by the following formula: wherein D-Glu represents a D-glucopyranosyl residue, β represents the linkage mode and each number represents the linkage position, second recurring units represented by the following formula: wherein D-Glu, β and each number are defined above, and X represents a group represented by the following formula: or a D-glucopyranosyl group represented by the following formula: and third recurring units represented by the following formula: wherein D-Glu, B and each number are defined above, and Y represents a group represented by the following formula: or a D-glucopyranosyl residue represented by the following formula: in each formula, X being bonded to the carbon atom to which (P) is attached and the group being bonded to the glucopyranosyl residue through the oxygen atom to which (Q) is attached, wherein at least a part of X in the second recurring units and/or the third recurring units is a group represented by the following formula: the average number of the third recurring units is about 4 to about 12 per 100 of the sum of the first, second and third recurring units, and the average number of the sum of the second and third recurring units is about 16 and about 33 per 100 of the sum of the first, second and third recurring units.

Claim 7

A process according to claim 4, wherein the oxidation is effected with periodic acid or a salt thereof.

Claim 8

A process according to claim 5, wherein the obtained polysaccharide gives a molecular weight of about 70,000 to about 2,800,000 in gel permeation high speed liquid chromatography using as the mobile phase a tris-hydrochloride buffer solution having a concentration of 0.1 mole/l and a pH value of 8.6.

Claim 9

An anti-tumor agent comprising as an active component a polysaccharide derived from Volvariella volvacea, which consists essentially of first recurring units represented by the folloiwng formula: wherein D-Glu represents a D-glucopyranosyl group, g represents the linkage mode and each number represents the linkage position, second recurring units represented by the following formula: wherein D-Glu, β and each number are defined above, and X represents a group represented by the following formula: or a D-glucopyranosyl group represented by the following formula: and third recurring units represented by the following formula: wherein D-Glu, and each number are defined above, and Y represents a group represented by the following formula: or a D-glucopyranosyl residue represented by the following formula: in each of both the formulae, X being bonded to the carbon atom to which (P) is attached and the group being bonded to the glucopyranosyl residue through the oxygen atom to which (Q) is attached, wherein at least a part of X in the second recurring units and/or the third recurring units is a group represented by the following formula: the average number of the third recurring units is about 4 to about 12 per 100 of the sum of the first, second and third recurring units, and the average number of the sum of the second and third recurring units is about 16 and about 33 per 100 of the sum of the first, second and third recurring units.

Claim 10

An anti-tumor agent comprising as an active component a polysaccharide derived from Volvariella volvacea, which consists essentially of first recurring units represented by the folloiwng formula: wherein D-Glu represents a D-glucopyranosyl group, g represents the linkage mode and each number represents the linkage position, second recurring units represented by the following formula: wherein D-Glu, β and each number are defined above, and X represents a group represented by the following formula: or a D-glucopyranosyl group represented by the following formula: and third recurring units represented by the following formula: wherein D-Glu, and each number are defined above, and Y represents a group represented by the following formula: or a D-glucopyranosyl residue represented by the following formula: in each of both the formulae, X being bonded to the carbon atom to which (P) is attached and the group being bonded to the glucopyranosyl residue through the oxygen atom to which (Q) is attached, wherein at least a part of X in the second recurring units and/or the third recurring units is a group represented by the following formula: the average number of the third recurring units is about 4 to about 12 per 100 of the sum of the first, second and third recurring units, and the average number of the sum of the second and third recurring units is about 16 and about 33 per 100 of the sum of the first, second and third recurring units.

Claim 11

An anti-tumor agent as set forth in claim 7, wherein the polysaccharide derived from Volvariella volvacea is a polysaccharide polyol which gives a molecular weight of about 70,000 to about 2,800,000 in gel permeation high speed liquid chromatography using as the mobile phase a tris-hydrochloride buffer solution having a concentration of 0.1 mole/l and a pH value of 8.6.