Citrus pectin (CP14) from Citrus sinensis, and a fucogalactan (E) and a glucan (G16) from Agaricus bisporus were isolated and structurally characterized. CP14 was constituted by (1→4)-linked α-D-GalpA units, E was composed by a (1→6)-linked α-D-Galp main-chain, partially substituted at O-2 by non-reducing end-units of α-L-Fucp or α-D-Galp, and partially methylated at O-3, whereas G16 was composed of (1→6)-linked β-D-Glcp units. The polysaccharides were sulfated giving rise to CP14S, ESL and G16S. The APTT and PT assays showed a decreasing order of anticoagulant activity for ESL, CP14S and G16S, respectively. ESL and CP14S showed greater anticoagulant activity. However, ESL reduced thrombus formation to 32.3% at a dose of 6.0 mg/kg, whereas CP14S inhibited totally the thrombus formation at 3.0mg/kg, in vivo. NMR and methylation analyses showed that α-D-GalAp units of CP14S were sulfated in 2,3-O-position, whereas ESL was mainly sulfated in 2-O-, 2,3-O- and 2,3,4-O-positions.

anticoagulant activity, fucogalactan, antithrombotic activity, chemical sulfation, citrus pectin

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
	bDGlcp	105.5	75.8	78.3	72.5	77.6	71.5


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
	bDGlcp	4.51	3.34	3.50	3.45	3.62	3.86-4.19


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
	bDGlcp	105.5/4.51	75.8/3.34	78.3/3.50	72.5/3.45	77.6/3.62	71.5/3.86-4.19

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

*OC[C@H]1O[C@@H](*)[C@H](O)[C@@H](O)[C@@H]1O

162.141 g/mol (C₆H₁₀R₂O₅, R = next and previous repeats, not counted in mol weight)