We presented the structure of the sulfated polysaccharide moiety and anticancer activity in vitro of the O-deacylated lipopolysaccharide (DPS) isolated from the marine bacterium Poseidonocella pacifica KMM 9010T. The structure of O-polysaccharide was investigated by chemical methods along with 1H and 13C NMR spectroscopy. The O-polysaccharide was built up of sulfated disaccharide repeating units consisted of d-rhamnose (d-Rhaр) and 3-deoxy-d-manno-oct-2-ulosonic acid (Kdop): →7)-β-Kdoр4Ac5S-(2→3)-β-d-Rhaр2S-(1→. We demonstrated that the DPS from P. pacifica KMM 9010T non-toxic for normal mouse epidermal cells (JB6 Cl41 cell line) and inhibited colony formation of human colorectal carcinoma HT-29, breast adenocarcinoma MCF-7 and melanoma SK-MEL-5 cells in a dose-dependent manner.

Lipopolysaccharide, O-polysaccharide, Marine bacterium, anticancer activity, Sulfated 3-deoxy-d-manno-oct-2-ulosonic acid, Poseidonocella pacifica

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

[*]O[C@H](CO)[C@H]1O[C@](O[C@@H]2[C@H](OS(=O)(=O)O)[C@H]([*])O[C@H](C)[C@H]2O)(C(=O)O)C[C@@H](OC(C)=O)[C@H]1OS(=O)(=O)O

568.484 g/mol (C₁₆H₂₄R₂O₁₈S₂, R = next and previous repeats, not counted in mol weight)

We presented the structure of the sulfated polysaccharide moiety and anticancer activity in vitro of the O-deacylated lipopolysaccharide (DPS) isolated from the marine bacterium Poseidonocella pacifica KMM 9010T. The structure of O-polysaccharide was investigated by chemical methods along with 1H and 13C NMR spectroscopy. The O-polysaccharide was built up of sulfated disaccharide repeating units consisted of d-rhamnose (d-Rhaр) and 3-deoxy-d-manno-oct-2-ulosonic acid (Kdop): →7)-β-Kdoр4Ac5S-(2→3)-β-d-Rhaр2S-(1→. We demonstrated that the DPS from P. pacifica KMM 9010T non-toxic for normal mouse epidermal cells (JB6 Cl41 cell line) and inhibited colony formation of human colorectal carcinoma HT-29, breast adenocarcinoma MCF-7 and melanoma SK-MEL-5 cells in a dose-dependent manner.

Lipopolysaccharide, O-polysaccharide, Marine bacterium, anticancer activity, Sulfated 3-deoxy-d-manno-oct-2-ulosonic acid, Poseidonocella pacifica

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6	C7	C8
3,5	S
3	bXKdop	173.6	102.5	36.3	68.4	76.6	75.1	80.9	63.0
2	S
	bDRhap	100.4	80.0	76.4	71.7	73.1	18.3


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6	H7	H8
3,5	S
3	bXKdop	-	-	1.90-2.62	3.88	4.94	3.69	4.21	3.84-3.84
2	S
	bDRhap	4.86	4.72	4.14	3.40	3.48	1.33


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6	C7/H7	C8/H8
3,5	S
3	bXKdop			36.3/1.90-2.62	68.4/3.88	76.6/4.94	75.1/3.69	80.9/4.21	63.0/3.84-3.84
2	S
	bDRhap	100.4/4.86	80.0/4.72	76.4/4.14	71.7/3.40	73.1/3.48	18.3/1.33

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

[*]O[C@H](CO)[C@H]1O[C@](O[C@@H]2[C@H](OS(=O)(=O)O)[C@H]([*])O[C@H](C)[C@H]2O)(C(=O)O)C[C@@H](O)[C@H]1OS(=O)(=O)O

526.447 g/mol (C₁₄H₂₂R₂O₁₇S₂, R = next and previous repeats, not counted in mol weight)