Chemical structure and antiviral activity of the sulfated heterorhamnan isolated from the green seaweed Gayralia oxysperma

被引:110
作者
Cassolato, Juliana E. F. [1 ]
Noseda, Miguel D. [1 ]
Pujolb, Carlos A. [2 ]
Pellizzaric, Franciane M. [3 ]
Damonte, Elsa B. [2 ]
Duarte, Maria E. R. [1 ]
机构
[1] Univ Fed Parana, Dept Bioquim & Biol Mol, BR-81531990 Curitiba, Parana, Brazil
[2] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Biol, Buenos Aires, DF, Argentina
[3] Fac Estadual Paranagua, Dept Ciencias Biol, Paranagua, Parana, Brazil
关键词
Sulfated heterorhamnan; Chemical structure; Antiviral activity; Green seaweed; Gayralia oxysperma; Ulvales;
D O I
10.1016/j.carres.2008.09.014
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
A homogeneous sulfated heterorhamnan was obtained by aqueous extraction, then by ultrafiltration from the green seaweed Gayralia oxysperma. Besides a-L-rhamnose it contains glucuronic and galacturonic acids, xylose and glucose. The structure was established by methylation analyses of the carboxyl-reduced, carboxyl-reduced/desulfated, carboxyl-reduced/Smith-degraded, and carboxyl-reduced/Smith-degraded/desulfated products and 1D, 2D NMR spectroscopy analyses. The heterorhamnan backbone is constituted by 3- and 2-linked rhamnosyl units (1.00:0.80), the latter being similar to 50% substituted at C-3 by side chains containing 2-sulfated glucuronic and galacturonic acids and xylosyl units. The 3- and 2-linked rhamnosyl units are unsulfated (20%), disulfated (16%), and mostly monosulfated at C-2 (27%) and C-4 (37%). The branched and sulfated heterorhamnan had high and specific activity against herpes simplex virus. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3085 / 3095
页数:11
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