Modification of ulvans via periodate-chlorite oxidation: Chemical characterization and anticoagulant activity

被引：35

作者：

de Carvalho, Mariana M. ^{[1
]}

de Freitas, Rilton A. ^{[2
]}

Ducatti, Diogo R. B. ^{[1
]}

Ferreira, Luciana G. ^{[1
]}

Goncalves, Alan G. ^{[3
]}

Colodi, Franciely G. ^{[1
]}

Mazepa, Ester ^{[1
]}

Aranha, Estela M. ^{[1
]}

Noseda, Miguel D. ^{[1
]}

Duarte, Maria Eugenia R. ^{[1
]}

机构：

[1] Univ Fed Parana UFPR, Dept Bioquim & Biol Mol, Curitiba, Parana, Brazil

[2] UFPR, Dept Quim, Curitiba, Parana, Brazil

[3] UFPR, Dept Farm, Curitiba, Parana, Brazil

来源：

CARBOHYDRATE POLYMERS | 2018年 / 197卷

关键词：

Ulvan; Ulva fasciata; Sulfated polysaccharide; Periodate-chlorite oxidation; Chemical modification; Anticoagulant activity; CELL-WALL POLYSACCHARIDES; IDURONIC ACID RESIDUES; SULFATED POLYSACCHARIDES; EXCHANGE CHROMATOGRAPHY; CARBOXYL GROUPS; NMR ANALYSIS; OLIGOSACCHARIDES; CHLOROPHYTA; ULVALES; HEPARIN;

D O I：

10.1016/j.carbpol.2018.06.041

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Native (F2) and carboxyl-reduced (R) ulvans from Ulva fasciata were sequentially oxidized with periodatechlorite affording the polycarboxyl ulvans C1, C2 and C3 (1.20, 1.41 and 1.81 mmol g(-1) of COOH, respectively; 19.7, 21.3 and 21.0% of NaSO3, respectively) and R-C3 (1.86 mmol g(-1) of COOH; NaSO3=22.7%), respectively. APTT assay (polysaccharide fractions at 150 mu g mL(-1)) showed clotting time of 45.6 s for F2 fraction. For polycarboxyl ulvans C1, C2, C3 and R-C3 the clotting times were 101.0, 122.2, 222.0 and 227.0 s, respectively. Comparison of the APTT assay results using ulvans chemically modified by carboxyl-reduction, desulfation, periodate oxidation and/or chlorite oxidation showed the anticoagulant activity of polycarboxyl ulvans is dependent of the sulfate groups present in the native polymer. In addition, the increase of the anticoagulant activity was accompanied by the increasing of the carboxyl groups and the content of this acidic substituent seems to be more important than its positioning.

引用

页码：631 / 640

页数：10

共 45 条

[1] REQUIREMENT OF FREE CARBOXYL GROUPS FOR THE ANTICOAGULANT ACTIVITY OF HEPARIN
AGARWAL, A
DANISHEFSKY, I
[J]. THROMBOSIS RESEARCH, 1986, 42 (05) : 673 - 680
[2] Structural features of glycol-split low-molecular-weight heparins and their heparin lyase generated fragments
Alekseeva, Anna
Casu, Benito
Cassinelli, Giuseppe
Guerrini, Marco
Torri, Giangiacomo
Naggi, Annamaria
[J]. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2014, 406 (01) : 249 - 265
[3] A RADIOCHEMICAL APPROACH TO THE DETERMINATION OF CARBOXYLIC-ACID GROUPS IN POLYSACCHARIDES
ANDERSON, MA
STONE, BA
[J]. CARBOHYDRATE POLYMERS, 1985, 5 (02) : 115 - 129
[4] Stimulation of turbot phagocytes by Ulva rigida C. Agardh polysaccharides
Castro, R.
Piazzon, M. C.
Zarra, I.
Leiro, J.
Noya, M.
Lamas, J.
[J]. AQUACULTURE, 2006, 254 (1-4) : 9 - 20
[5] Overview of Anticoagulant Activity of Sulfated Polysaccharides from Seaweeds in Relation to their Structures, Focusing on those of Green Seaweeds
Ciancia, M.
Quintana, I.
Cerezo, A. S.
[J]. CURRENT MEDICINAL CHEMISTRY, 2010, 17 (23) : 2503 - 2529
[6] Cohen M, 2000, THROMB RES, V100, pV131
[7] Collins P., 1995, REACTIONS PRODUCTS R, P60
[8] Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character
Cosenza, Vanina A.
Navarro, Diego A.
Pujol, Carlos A.
Damonte, Elsa B.
Stortz, Carlos A.
[J]. CARBOHYDRATE POLYMERS, 2015, 128 : 199 - 206
[9] SELECTIVE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH SODIUM-CHLORITE HYDROGEN-PEROXIDE
DALCANALE, E
MONTANARI, F
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) : 567 - 569
[10] Danishefsky I., 1977, BIOCHIM BIOPHYS ACTA, V49, P8215

← 1 2 3 4 5 →