Structural analysis was made on the glucan moiety of purified antitumor active polysaccharide fraction H11 obtained from the mycelia of P. cocos. In the 13C-nuclear magnetic resonance spectrum of fraction H11, signals at 102.9 and 84.8 ppm were observed, and assigned to C-1 of the β-linkage and C-3 of the β-D-(1,3)-linked D-glucosyl redidues, respectively. On addition of NaOD solution, the C-1 signal was separated into two signals at 104.2 and 104.8 ppm which can be assigned to the C-1 signal of the β-D-(1,3)-linked and the β-D-(1,6)-linked D-glucosyl residues, respectively. The molecular weight of fraction H11 was calculated to be approx. 5*10^6 by the gel filtration method with CPG-1000 Å. Complete methylation and hydrolysis of fraction H11 gave 2,4,6-tri-, 2,3,4-tri-, 2,4-di-, and 2,3,4, 6-tetra-O-methyl glucose as alditol acetates in a molar ratio of 3.96 : 0.95 : 1.05 : 1.00. From these results, it has been revealed that fraction H11 is a highly branched (1,3)-(1,6)-β-D-glucan containing each component in 4 : 1 ratio.

13C-NMR, sarcoma 180, β-D-glucan, Polyporaceae, mycelium, Poria cocos, antitumor effect

← originally published structure   Show legend

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3	bDGlcp	102.9	73.5	84.8	68.5	76.5	61.1
6,6	bDGlcp
6	bDGlcp	102.9	?	?	69.7	?	?
	bDGlcp	?	?	?	?	?	69.9


1H NMR data:
missing...

The spectrum also has 9 signals at unknown positions (not plotted).

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

[*]O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](O[C@@H]4[C@@H](O)[C@H](O[C@@H]5[C@@H](O)[C@H]([*])O[C@H](CO[C@@H]6O[C@H](CO[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)O[C@H](CO)[C@H]4O)O[C@H](CO)[C@H]3O)O[C@H](CO)[C@H]2O)[C@@H]1O

1134.987 g/mol (C₄₂H₇₀R₂O₃₅, R = next and previous repeats, not counted in mol weight)