Sulfated O-polysaccharide with anticancer activity from the marine bacterium Poseidonocella sedimentorum KMM 9023T

被引:13
作者
Kokoulin, Maxim S. [1 ]
Kuzmich, Alexandra S. [1 ]
Romanenko, Lyudmila A. [1 ]
Menchinskaya, Ekaterina S. [1 ]
Mikhailov, Valery V. [1 ,2 ]
Chernikov, Oleg, V [1 ]
机构
[1] Russian Acad Sci, Far Eastern Branch, GB Elyakov Pacific Inst Bioorgan Chem, 159-2 Prospect 100 Let Vladivostoku, Vladivostok 690022, Russia
[2] Far Eastern Fed Univ, 8 Sukhanova Str, Vladivostok 690950, Russia
关键词
Marine bacterium; Poseidonocella sedimentorum; O-polysaccharide; Sulfate; 3-deoxy-D-glycero-D-galacto-non-2-ulosonic acid; Anticancer activity; CELL-WALL; ACID; GLYCOPOLYMERS; CARBOHYDRATE; CHEMISTRY; H-1-NMR; POLYMER; AGENT;
D O I
10.1016/j.carbpol.2018.08.107
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The sulfated polysaccharides are of study interest due to their high structural diversity and broad spectrum of biological activity including antitumor properties. In this paper, we report on the structural analysis of sulfated O-specific polysaccharide (OPS) and in vitro anticancer activity of O-deacylated lipopolysaccharide (DPS) of the marine-derived bacterium Poseidonocella sedimentorum KMM 9023(T) achieved by a multidisciplinary approach (chemical analysis, NMR, MS, and bioassay). The OPS is shown to include two rare monosaccharide derivatives: 3-deoxy-9-O-methyl-D-glycero-D-galacto-non-2-ulosonic acid (Kdn9Me) and 3-O-acetyl-2-O-sulfate-D-glucuronic acid (D-GlcA2S3Ac). The structure of polysaccharide moiety of a previously unknown carbohydrate-containing biopolymer is established: -> 4)-alpha-Kdnp9Me-(2 -> 4)-alpha-D-GlcpA2S3Ac-(1 ->. From a biological point of view, we demonstrate that DPS of the P. sedimentorum KMM 9023(T) has no cytotoxicity and inhibits colony formation of human HT-29, MCF-7 and SK-MEL-5 cells in a dose-dependent manner. The investigated polysaccharide is the second glycan isolated from the bacteria of the genus Poseidonocella: previously we studied the OPS of P. pacifica KMM 9010(T) (Kokoulin et al., 2017). Both polysaccharides are sulfated and contain rare residues of ulosonic acids. Thus, obtained findings provide a new knowledge about kinds and antitumor properties of sulfated polysaccharides and can be a starting point for further investigations of mechanisms of anticancer action of carbohydrate-containing biopolymers from marine Gram-negative bacteria.
引用
收藏
页码:157 / 163
页数:7
相关论文
共 31 条
[21]   Cell wall glycopolymers of Streptomyces albus, Streptomyces albidoflavus and Streptomyces pathocidini [J].
Shashkov, Alexander S. ;
Streshinskaya, Galina M. ;
Tul'skaya, Elena M. ;
Senchenkova, Sophia N. ;
Baryshnikova, Lidia M. ;
Dmitrenok, Andrey S. ;
Ostash, Bohdan E. ;
Fedorenko, Victor A. .
ANTONIE VAN LEEUWENHOEK INTERNATIONAL JOURNAL OF GENERAL AND MOLECULAR MICROBIOLOGY, 2016, 109 (07) :923-936
[22]   Novel teichulosonic acid from cell wall of Streptomyces coelicolor M145 [J].
Shashkov, Alexander S. ;
Ostash, Bohdan E. ;
Fedorenko, Victor A. ;
Streshinskaya, Galina M. ;
Tul'skaya, Elena M. ;
Senchenkova, Sof'ya N. ;
Baryshnikova, Lidiya M. ;
Evtushenko, Ludmila I. .
CARBOHYDRATE RESEARCH, 2012, 359 :70-75
[23]  
Shashkov AS, 2000, MENDELEEV COMMUN, P167
[24]   A polymer with a backbone of 3-deoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid, a teichuronic acid, and a β-glucosylated ribitol teichoic acid in the cell wall of plant pathogenic Streptomyces sp VKM Ac-2124 [J].
Shashkov, AS ;
Kosmachevskaya, LN ;
Streshinskaya, GM ;
Evtushenko, LI ;
Bueva, OV ;
Denisenko, VA ;
Naumova, IB ;
Stackebrandt, E .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 2002, 269 (24) :6020-6025
[25]   Cell wall anionic polymers of Streptomyces sp MB-8, the causative agent of potato scab [J].
Shashkov, AS ;
Tul'skaya, EM ;
Evtushenko, LI ;
Denisenko, VA ;
Ivanyuk, VG ;
Stomakhin, AA ;
Naumova, IB ;
Stackebrandt, E .
CARBOHYDRATE RESEARCH, 2002, 337 (21-23) :2255-2261
[26]   H-1-NMR AND C-13-NMR SPECTROSCOPY OF 2-OXO-3-DEOXY-D-GLYCERO-D-GALACTONONULOSONIC ACID-CONTAINING OLIGOSACCHARIDE-ALDITOLS BEARING LEWIS-X, LEWIS-Y AND A-LEWIS-Y DETERMINANTS ISOLATED FROM THE JELLY COAT OF PLEURODELES-WALTL EGGS [J].
STRECKER, G ;
WIERUSZESKI, JM ;
MICHALSKI, JC ;
MONTREUIL, J .
BIOCHEMICAL JOURNAL, 1992, 287 :905-909
[27]   Bacterial Carbohydrate Structure Database 3: Principles and Realization [J].
Toukach, Philip V. .
JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2011, 51 (01) :159-170
[28]   Anionic carbohydrate-containing cell wall polymers of Streptomyces melanosporofaciens and related species [J].
Tulskaya, E. M. ;
Shashkov, A. S. ;
Buyeva, O. V. ;
Evtushenko, L. I. .
MICROBIOLOGY, 2007, 76 (01) :39-44
[29]   Overview on Biological Activities and Molecular Characteristics of Sulfated Polysaccharides from Marine Green Algae in Recent Years [J].
Wang, Lingchong ;
Wang, Xiangyu ;
Wu, Hao ;
Liu, Rui .
MARINE DRUGS, 2014, 12 (09) :4984-5020
[30]  
WESTPHAL O., 1965, METHOD CARBOHYD CHEM, V5, P83