Sulfated seaweed polysaccharides as antiviral agents

被引:298
作者
Damonte, EB
Matulewicz, MC
Cerezo, AS
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET,CIHIDECAR, RA-1428 Buenos Aires, DF, Argentina
[2] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Biol, CONICET,CIHIDECAR, RA-1428 Buenos Aires, DF, Argentina
关键词
seaweed; sulfated polysaccharides; antiviral activity; structure-activity relationship; antiviral agent;
D O I
10.2174/0929867043364504
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Several sulfated seaweed polysaccharides show high antiviral activity against enveloped Viruses, including important human patogens such as human immunodeficiency virus, herpes simplex virus, human citomegalovirus, dengue virus and respiratory syncytial virus. They can be obtained in major amounts and at low costs, have low toxicity and in some cases, lack anticoagulant effects. Even if the systemic applications have many drawbacks, their structure and mode of action indicate potential for topical uses to prevent virus infection. The herpes simplex viruses attach to cells by an interaction between the envelope glycoprotein C and the cell Surface heparan sulfate (HS). The virus-cell complex is formed by ionic interactions between the anionic (mainly sulfate) groups in the polysaccharide and basic amino acids of the glycoprotein, and non-ionic ones depending on hydrophobic amino acids interspersed between the basic ones in the glycoprotein-binding zone. Hypothesis are advanced of the corresponding hydrophobic structures in the polysaccharides. The antiviral activity of the sulfated seaweed polysaccharides is based on the formation of formally similar complexes that block the interaction of the viruses with the cells. Correlations are established between different structural parameters and antiviral activity. The minimal, ionic and hydrophobic, structures in the seaweed polysaccharides were hypothesized by comparison of the polysaccharides with the known minimal binding structure in HS/heparin, together with a correlation between those structures of the polysaccharides and their antiviral activity.
引用
收藏
页码:2399 / 2419
页数:21
相关论文
共 154 条
[1]   ORAL DEXTRAN SULFATE (UA001) IN THE TREATMENT OF THE ACQUIRED IMMUNODEFICIENCY SYNDROME (AIDS) AND AIDS-RELATED COMPLEX [J].
ABRAMS, DI ;
KUNO, S ;
WONG, R ;
JEFFORDS, K ;
NASH, M ;
MOLAGHAN, JB ;
GORTER, R ;
UENO, R .
ANNALS OF INTERNAL MEDICINE, 1989, 110 (03) :183-188
[2]   Partial synthetic glucan sulfates as potential new antithrombotics: A review [J].
Alban, S ;
Franz, G .
BIOMACROMOLECULES, 2001, 2 (02) :354-361
[3]   Sulphated sugar alpha-cyclodextrin sulphate, a uniquely potent anti-HIV agent, also exhibits marked synergism with AZT, and Iymphoproliferative activity [J].
Anand, R. ;
Nayyar, S. ;
Pitha, J. ;
Merril, C. R. .
ANTIVIRAL CHEMISTRY & CHEMOTHERAPY, 1990, 1 (01) :41-46
[4]   MECHANISM OF INHIBITORY EFFECT OF DEXTRAN SULFATE AND HEPARIN ON REPLICATION OF HUMAN IMMUNODEFICIENCY VIRUS INVITRO [J].
BABA, M ;
PAUWELS, R ;
BALZARINI, J ;
ARNOUT, J ;
DESMYTER, J ;
DECLERCQ, E .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1988, 85 (16) :6132-6136
[5]   NOVEL SULFATED POLYSACCHARIDES - DISSOCIATION OF ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS ACTIVITY FROM ANTITHROMBIN ACTIVITY [J].
BABA, M ;
DECLERCQ, E ;
SCHOLS, D ;
PAUWELS, R ;
SNOECK, R ;
VANBOECKEL, C ;
VANDEDEM, G ;
KRAAIJEVELD, N ;
HOBBELEN, P ;
OTTENHEIJM, H ;
DENHOLLANDER, F .
JOURNAL OF INFECTIOUS DISEASES, 1990, 161 (02) :208-213
[6]  
BATINIC D, 1992, J BIOL CHEM, V267, P6664
[7]   A NEW PROCEDURE FOR THE ISOLATION OF ANTI-HIV COMPOUNDS (POLYSACCHARIDES AND POLYPHENOLS) FROM THE MARINE ALGA FUCUS-VESICULOSUS [J].
BERESS, A ;
WASSERMANN, O ;
BRUHN, T ;
BERESS, L ;
KRAISELBURD, EN ;
GONZALEZ, LV ;
DEMOTTA, GE ;
CHAVEZ, PI .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (04) :478-488
[8]   CARRAGEENANS FROM TETRASPOROPHYTIC AND GAMETOPHYTIC STAGES OF CYSTOCLONIUM-PURPUREUM [J].
BERT, M ;
BENSAID, R ;
DESLANDES, E ;
COSSON, J .
PHYTOCHEMISTRY, 1989, 28 (01) :71-72
[9]   Structure of a fucoidan from the brown seaweed Fucus evanescens C.Ag. [J].
Bilan, MI ;
Grachev, AA ;
Ustuzhanina, NE ;
Shashkov, AS ;
Nifantiev, NE ;
Usov, AI .
CARBOHYDRATE RESEARCH, 2002, 337 (08) :719-730
[10]   COMPOSITION AND ANTIVIRAL ACTIVITIES OF A SULFATED POLYSACCHARIDE FROM SCHIZYMENIA-DUBYI (RHODOPHYTA, GIGARTINALES) [J].
BOURGOUGNON, N ;
LAHAYE, M ;
CHERMANN, JC ;
KORNPROBST, JM .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (06) :1141-1146