Sulfated colominic acid: an antiviral agent that inhibits the human immunodeficiency virus type 1 in vitro

Yang, Dawei; Ohta, Yasuhiro; Yamaguchi, Shinya; Tsukada, Yoji; Haraguchi, Yuji; Hoshino, Hiroo; Amagai, H; Kobayashi, Ikuko

doi:10.1016/0166-3542(96)00957-6

Cited by 24 publications

(34 citation statements)

References 34 publications

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“…Sulfated colominic acid was found to display a strong cytoprotective effect on cells (human T lymphoblastoid CEM) exposed to HIV-1 in vitro in Suppression of neuronal cell death by sulfated colominic acid H Ushijima et al the concentration range of 0.3 ± 10 mg/ml, con®rm-ing previous results (Yang et al, 1996); a 50% protection occurred after preincubation of the cells with 0.43 mg/ml of compound. In the concentration range tested, the compound had no effect on cell growth.…”

Section: Both Prpsupporting

confidence: 71%

“…Consistently, the anti-HIV-1 activity of sulfated colominic acid was found to be much stronger than that of the non-sulfated polymer (Yang et al, 1996). Therefore, sulfated colominic acid and not the sulfur-free polymer was used in our experiments.…”

Section: Both Prpmentioning

confidence: 69%

“…This assumption is also supported by the results obtained in the syncytium assay. It has been shown that sulfated colominic acid does not affect the expression of CD4 antigen in Tcells (Yang et al, 1996); therefore this polymer has been proposed to bind to some other glycoproteins or glycolipids on the cell surface (Yang et al, 1996), e.g. CD26, a putative co-factor for the virus penetration into CD4 + cells (Callebaut et al, 1993).…”

Section: Both Prpmentioning

confidence: 99%

“…Recently it has been reported that sulfated colominic acid exhibits anti-HIV-1 activity (Yang et al, 1996). Colominic acid is a homopolymer of Nacetylneuraminic acid, containing a-2,8 ketosidic linkages between the sugar moieties (McGuire and Binkley, 1964).…”

Section: Introductionmentioning

confidence: 99%

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Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

Ushijima¹,

Perovic²,

Leuck³

et al. 1999

J Neurovirol

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The scrapie prion protein (PrP Sc ) has been shown to induce apoptosis of rat cortical neurons in vitro. Here we demonstrate that the toxic effect displayed by PrP Sc can be blocked by sulfated colominic acid (polymer of N-acetylneuraminic acid). This compound acts neuroprotectively at a concentration of 50.3 mg/ml when preincubated with the neurons or PrP Sc . Rat cortical cells also undergo apoptosis after incubation with the HIV-1 coat protein gp120 in vitro. This effect was abolished also by sulfated colominic acid when preincubated with the cells or gp120. Addition of 0.3 mg/ml of compound resulted in an increase in cell viability by about 1.6 ± 1.9-fold compared to cultures incubated for 18 h with 30 ng/ml of PrP Sc or 20 ng/ml of gp120 alone (containing about 40% viable cells). Sulfated colominic acid does not act as antagonist of NMDA receptor channels at concentrations of up to 3 mg/ml when co-administered with 100 mg/ml of NMDA. It displayed a strong cytoprotective effect on human T lymphoblastoid CEM cells exposed to HIV-1; a 50% protection occurred after preincubation of the cells with 0.43 mg/ml of compound. At the same concentration, the compound caused an inhibition of HIV-1-induced syncytium formation. Sulfated colominic acid may be a promising compound for treatment of dementia caused by PrP Sc and HIV-1 infections.

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Section: Both Prpsupporting

confidence: 71%

Section: Both Prpmentioning

confidence: 69%

Section: Both Prpmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

Ushijima¹,

Perovic²,

Leuck³

et al. 1999

J Neurovirol

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“…1B), originally isolated from Escherichia coli K1. 21) Although little is known about the biological activity of CA, O-sulfated CA (SCA), prepared by chemical sulfation of the CA chain, 22) exhibits several biological activities, including antiviral activities, [23][24][25] inhibition of the cytotoxic action of bee and snake venom, 26) inhibition of Pselectin-dependent macrophage infiltration in the glomeruli in experimental rats with crescentic glomerulonephritis, 27) and inhibition of the fertilization of mouse gametes. 28) However, the effects of CA and SCA on the vascular cell functions as well as the blood coagulation-fibrinolytic system have not been investigated.…”

Section: Introductionmentioning

confidence: 99%

The Biological Effects of Depolymerized Sodium Spirulan and Sulfated Colominic Acid on Vascular Cells are Beneficial in Preventing Atherosclerosis

Yamamoto

Fujiwara

Kaji

2006

JOURNAL OF HEALTH SCIENCE

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Atherosclerosis is a vascular lesion that is a common health problem in advanced countries. Functional damage of the vascular endothelial cells, vascular smooth muscle cell hyperplasia, and procoagulant/antifibrinolytic state of blood are generally observed in the lesion. Since polysaccharides such as heparin modulate vascular cell behavior through interaction with cytokines/growth factors, we hypothesized that polysaccharides from natural sources may possess beneficial biological activities that prevent atherosclerosis. Changes in cultured aortic endothelial and smooth muscle cells were investigated after treatment with the polysaccharides sodium spirulan (Na-SP) -a sulfated polysaccharide obtained from a hot water extract of the blue-green alga Spirulina platensis -and colominic acid (CA)-prepared as a homopolymer of N-acetylneuraminic acid produced by Escherichia coli K1. The experiments suggest that depolymerized Na-SP and sulfated CA can function as precursors of the agents that prevent atherosclerosis. In particular, both the chemically modified polysaccharides significantly inhibit the proliferation of the arterial smooth muscle cells without exhibiting any toxic effects on the integrity of the vascular endothelial cell layers. The results also indicate that chemical modifications, for example, depolymerization of Na-SP and sulfation of CA, can control the biological effects of these polysaccharides on vascular cells.

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Heparin Mimetics

Coombe

Kett²

2011

Heparin - A Century of Progress

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Explorations of the therapeutic potential of heparin mimetics, anionic compounds that are analogues of glycosaminoglycans (GAGs), have gone hand-in-hand with the emergence of understanding as to the role of GAGs in many essential biological processes. A myriad of structurally different heparin mimetics have been prepared and examined in many diverse applications. They range in complexity from heterogeneous polysaccharides that have been chemically sulphated to well-defined compounds, designed in part to mimic the natural ligand, but with binding specificity and potency increased by conjugation to non-carbohydrate pharmacophores. The maturity of the field is illustrated by the seven heparin mimetics that have achieved marketing approval and there are several more in late-stage clinical development. An overview of the structural determinants of heparin mimetics is presented together with an indication of their activities. The challenges in developing heparin mimetics as drugs, specificity and potential toxicity issues, are highlighted. Finally, the development path of three structurally very different mimetics, PI-88(®), GMI-1070 and RGTAs, each of which is in clinical trials, is described.

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Sulfated colominic acid: an antiviral agent that inhibits the human immunodeficiency virus type 1 in vitro

Cited by 24 publications

References 34 publications

Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

The Biological Effects of Depolymerized Sodium Spirulan and Sulfated Colominic Acid on Vascular Cells are Beneficial in Preventing Atherosclerosis

Heparin Mimetics

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Sulfated colominic acid: an antiviral agent that inhibits the human immunodeficiency virus type 1 in vitro

Cited by 24 publications

References 34 publications

Suppression of PrPSc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

Suppression of PrPSc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

The Biological Effects of Depolymerized Sodium Spirulan and Sulfated Colominic Acid on Vascular Cells are Beneficial in Preventing Atherosclerosis

Heparin Mimetics

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Product

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Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid

Suppression of PrP^Sc- and HIV-1 gp120 induced neuronal cell death by sulfated colominic acid