Chemically sulfated natural galactomannans with specific antiviral and anticoagulant activities

Muschin, Tegshi; Budragchaa, Davaanyam; Kanamoto, Taisei; Nakashima, Hideki; Ichiyama, Koji; Yamamoto, Naoki; Han, Shuqin; Yoshida, Takashi

doi:10.1016/j.ijbiomac.2016.05.005

Cited by 35 publications

(20 citation statements)

References 19 publications

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“…[171][172][173] Chemically sulfated galactomannan (22, Figure 13) with various degrees of sulfation (0.7-1.4 per saccharide) displayed moderate to higher anticoagulant activity than dextran sulfate and curdlan sulfate (a sulfated (1 → 3)-linked glucan). 174 A study has shown that sulfated galactomannan could inhibit both FIIa and FXa, via a mechanism that is thought to be different to that of UFH. 175 4) linkage, could provide a heparin-like structure (containing both sulfates and carboxylates).…”

Section: Chemical Modification Of Naturally Occurring Polysaccharidesmentioning

confidence: 99%

Heparin mimetics with anticoagulant activity

Al-Nahain

Ignjatović

Monagle

et al. 2018

Medicinal Research Reviews

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Heparin, a sulfated polysaccharide belonging to the glycosaminoglycan family, has been widely used as an anticoagulant drug for decades and remains the most commonly used parenteral anticoagulant in adults and children. However, heparin has important clinical limitations and is derived from animal sources which pose significant safety and supply problems. The ever growing shortage of the raw material for heparin manufacturing may become a very significant issue in the future. These global limitations have prompted much research, especially following the recent well-publicized contamination scandal, into the development of alternative anticoagulants derived from non-animal and/or totally synthetic sources that mimic the structural features and properties of heparin. Such compounds, termed heparin mimetics, are also needed as anticoagulant materials for use in biomedical applications (e.g., stents, grafts, implants etc.). This review encompasses the development of heparin mimetics of various structural classes, including synthetic polymers and non-carbohydrate small molecules as well as sulfated oligo- and polysaccharides, and fondaparinux derivatives and conjugates, with a focus on developments in the past 10 years.

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Section: Chemical Modification Of Naturally Occurring Polysaccharidesmentioning

confidence: 99%

Heparin mimetics with anticoagulant activity

Al-Nahain

Ignjatović

Monagle

et al. 2018

Medicinal Research Reviews

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“…* means the data differed between the groups significantly at the p < 0.05 level according to t-test and ** means the data differed between the groups significantly at the p < 0.01 level according to t-test proteins. 51 The in vitro antiviral test showed that LJ04 can effectively inhibit EV71 in both MA104 and HM1900 cells with low CC 50 values (Table 1), the other polysaccharides eluted with different concentrations of NaCl showed lower anti-EV71 activities compared with LJ04, and the polysaccharide eluted with water showed no anti-EV71 activity (data not shown). These results indicated that the amount of negative charge was important for the antiviral activity.…”

Section: Discussionmentioning

confidence: 94%

“…This study found that LJ04 is mainly composed of fucose, galactose, and mannose and can be considered a typical acidic polysaccharide, specifically a unique water‐soluble polysaccharide with negative charge. As reported previously, the sulfuric acid group is critical for polysaccharide virucidal activity and can either provide or enhance the virucidal activity of a polysaccharide through interaction with viral proteins, which might be due to attraction between the negatively charged sulfate group and the positively charged amino groups on the surface of viral proteins . The in vitro antiviral test showed that LJ04 can effectively inhibit EV71 in both MA104 and HM1900 cells with low CC 50 values (Table ), the other polysaccharides eluted with different concentrations of NaCl showed lower anti‐EV71 activities compared with LJ04, and the polysaccharide eluted with water showed no anti‐EV71 activity (data not shown).…”

Section: Discussionmentioning

confidence: 99%

Virucidal activity and the antiviral mechanism of acidic polysaccharides against Enterovirus 71 infectionin vitro

Cui

Liu

et al. 2020

Microbiology and Immunology

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Enterovirus 71 (EV71) is the predominant pathogen for severe hand, foot, and mouth disease (HFMD) in children younger than 5 years, and currently no effective drugs are available for EV71. Thus, there is an urgent need to develop new drugs for the control of EV71 infection. In this study, LJ04 was extracted from Laminaria japonica using diethylaminoethyl cellulose‐52 with 0.4 mol/l NaCl as the eluent, and its virucidal activity was evaluated based on its cytopathic effects on a microplate. LJ04 is composed of fucose, galactose, and mannose and mainly showed good virucidal activity against EV71. The antiviral mechanisms of LJ04 were the direct inactivation of the virus, the blockage of virus binding, disruptions to viral entry, and weak inhibitory activity against the nonstructural protein 3C. The two most important findings from this study were that LJ04 inhibited EV71 proliferation in HM1900 cells, which are a human microglia cell line, and that LJ04 can directly inactivate EV71 within 2 hr at 37°C. This study demonstrates for the first time the ability of a polysaccharide from L. japonica to inhibit viral and 3C activity; importantly, the inhibition of 3C might have a minor effect on the antiviral effect of LJ04. Consequently, our results identify LJ04 as a potential drug candidate for the control of severe EV71 infection in clinical settings.

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“…Comparing with heparin, the anticoagulant effect of Mn-S1 was lower, but it was found that using Mn-S1 at higher concentrations a similar effect can be achieved. Other studies that worked on chemical sulfation following the O'Neil method also demonstrated an increase in the biological activity of the sulfated molecule [4,5].…”

Section: Introductionmentioning

confidence: 89%

A Review of Plant Sulfated Polysaccharides and their Relations with Anticoagulant Activities

Rcr¹,

Almeida²,

Ta³

2016

J Dev Drugs

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Heparin is an important therapeutic agent for the prophylaxis and treatment of thrombosis. Although effective, heparin can cause, among other adverse effects, bleeding and thrombocytopenia, being obtained from bovine lungs and porcine intestines, causing concern about contamination with pathogenic animal agents. This study aimed at reviewing the literature on the relationship between the sulfated polysaccharides isolated from plants and anticoagulant activity. Based on articles published between 2009 and 2016 was found that sulfation of polysaccharides can potentiate its biological activity, which is, in turn, influenced by the degree of substitution obtained, in the reaction, of the position of the sulfate group in the molecule or the final molecular weight. Thus, it is evident that the interest in the use of plant sulfated polysaccharides in the therapeutic field has increased, demonstrating the relevance of research in the field of drugs and materials.

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Chemically sulfated natural galactomannans with specific antiviral and anticoagulant activities

Cited by 35 publications

References 19 publications

Heparin mimetics with anticoagulant activity

Heparin mimetics with anticoagulant activity

Virucidal activity and the antiviral mechanism of acidic polysaccharides against Enterovirus 71 infectionin vitro

A Review of Plant Sulfated Polysaccharides and their Relations with Anticoagulant Activities

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