title: Further studies on structure of fucoidan from brown alga Saccharina gurjanovae.
abstract: A sulfated galactofucan SgF (MW 123kDa) was purified from the brown alga Saccharina gurjanovae. Polysaccharide was depolymerized by autohydrolysis at 25 and 60°C, and products were studied by mass spectrometry and (13)C NMR spectroscopy. According to results of investigation, the main chain of this polysaccharide is built of a repeating units →3)-α-L-Fucp-(2,4-OSO3(-))-(1→. Fucose chains could be sometimes terminated by (1→3)-linked galactose residues. Shorter (1→4)- and/or (1→6)-linked sulfated galactose chains are attached at positions C-2, C-3 of fucose residues. Sulfate groups can occupy positions C-2 and/or sometimes C-3 of Gal residues, but a sulfation at C-4 of the galactofucan could not be excluded. The SgF-AH25-H preparation (71kDa) was obtained by autohydrolysis of SgF at 25°C, which leaded to a selective desulfation at C-2 and, probably, to a cleavage of galactose chains, since structure of SgF-AH25-H represented a repeating unit →3)-α-l-Fucp-(4-OSO3(-))-(1→, which was definitely established by (13)C NMR spectroscopy. Galactofucan SgF and its derivative SgF-AH25-H exhibited no cytotoxic activity and leaded to about the same colony formation inhibition in colon cancer DLD-1 cells. Hence, structural simplification of SgF by lowering its molecular weight, desulfation at C-2 and removing of galactose residues by autohydrolysis at 25°C did not decrease its anticancer activity. This procedure allows obtaining standardized products which can be used as medical.
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Natalia M
authors: NM
authors: Shevchenko
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Stanislav D
authors: SD
authors: Anastyuk
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation. Electronic address: Menshova-R@yandex.ru.
authors: Roza V
authors: RV
authors: Menshova
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Olesya S
authors: OS
authors: Vishchuk
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Vladimir I
authors: VI
authors: Isakov
authors: Institute of Chemistry, Far Eastern Branch of the Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Pavel A
authors: PA
authors: Zadorozhny
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation; Far Eastern Federal University, Sukhanova Street 8, 690950 Vladivostok, Russian Federation.
authors: Tatiana V
authors: TV
authors: Sikorskaya
authors: G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 100 Let Vladivostoku prosp. 159, 690022 Vladivostok, Russian Federation.
authors: Tatiana N
authors: TN
authors: Zvyagintseva
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D045744:Cell Line, Tumor; D006801:Humans; D008969:Molecular Sequence Data; D000459:Phaeophyceae / Q000737:chemistry*; D011134:Polysaccharides / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D011134:Polysaccharides; C007789:fucoidan
keywords: Anticancer activity; Autohydrolysis; Fucoidan fragments; Selective desulfation