New 4-deoxy-(1→3)-β-d-glucan-based oligosaccharides and their immunostimulating potential

Větvička, Václav; Saraswat-Ohri, Sujata; Vashishta, Aruna; Descroix, Karine; Jamois, Frank; Yvin, Jean-Claude; Ferrières, Vincent

doi:10.1016/j.carres.2011.06.020

Cited by 18 publications

(21 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Chemical immunomodulators like levamizole have been used in order to stimulate immune response against cancer and AIDS [4]. Natural immunomodulators like glucan or other oligosaccharide components which are mostly derived from microbial source are being applied to stimulate the immune response against cancers [5]. …”

Section: Introductionmentioning

confidence: 99%

Selenium nanoparticle-enriched Lactobacillus brevis causes more efficient immune responses in vivo and reduces the liver metastasis in metastatic form of mouse breast cancer

et al. 2013

View full text Add to dashboard Cite

Background and the purpose of the studySelenium enriched Lactobacillus has been reported as an immunostimulatory agent which can be used to increase the life span of cancer bearing animals. Lactic acid bacteria can reduce selenium ions to elemental selenium nanoparticles (SeNPs) and deposit them in intracellular spaces. In this strategy two known immunostimulators, lactic acid bacteria (LAB) and SeNPs, are concomitantly administered for enhancing of immune responses in cancer bearing mice.MethodsForty five female inbred BALB/c mice were divided into three groups of tests and control, each containing 15 mice. Test mice were orally administered with SeNP-enriched Lactobacillus brevis or Lactobacillus brevis alone for 3 weeks before tumor induction. After that the administration was followed in three cycles of seven days on/three days off. Control group received phosphate buffer saline (PBS) at same condition. During the study the tumor growth was monitored using caliper method. At the end of study the spleen cell culture was carried out for both NK cytotoxicity assay and cytokines measurement. Delayed type hypersensitivity (DTH) responses were also assayed after 72h of tumor antigen recall. Serum lactate dehydrogenase (LDH) and alkaline phosphatase (ALP) levels were measured, the livers of mice were removed and prepared for histopathological analysis.ResultsHigh level of IFN-γ and IL-17 besides the significant raised in NK cytotoxicity and DTH responses were observed in SeNP-enriched L. brevis administered mice and the extended life span and decrease in the tumor metastasis to liver were also recorded in this group compared to the control mice or L.brevis alone administered mice.ConclusionOur results suggested that the better prognosis could be achieved by oral administration of SeNP-enriched L. brevis in highly metastatic breast cancer mice model.

show abstract

Section: Introductionmentioning

confidence: 99%

Selenium nanoparticle-enriched Lactobacillus brevis causes more efficient immune responses in vivo and reduces the liver metastasis in metastatic form of mouse breast cancer

et al. 2013

View full text Add to dashboard Cite

show abstract

“…These affinities are borne out by the ability of 24, 31, and 38 to stimulate both phagocytosis and pinocytosis (Table 2), again at levels comparable and even superior to the simple β-(1→3)glucans of the same length. Considered as a whole with the earlier analogues prepared in the Ferrières laboratory (Figure 1), [31][32][33] these results strongly suggest that there is considerable scope for the development of potent small molecule analogs of the β-(1→3)-glucans.…”

Section: Stimulation Of Phagocytosis and Pinocytosismentioning

confidence: 76%

“…20 Chemical synthesis also revealed that penta-and hexameric glucans could be modified by replacement of the terminal reducing end glucopyranose residue by a gluco and/or manno-configured glycitol unit, by a mannopyranose ring, or by a 4deoxyglucopyranose ring (2) (Fig 1) without loss of the ability to promote phagocytosis. 31,32 Likewise, it was demonstrated that the glycosidic oxygen could be replaced by a thioglycoside moiety (3)(4)(5) without loss of activity. 33 The lectin domain of Dectin-1 was revealed by X-ray crystallographic studies to consist of a shallow carbohydrate-binding groove in which the side chains of Trp 221 and His 223 line the walls of a hydrophobic pocket.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of Oligomeric Thioether-Linked Carbacyclic β-(1→3)-Glucan Mimetics

2019

View full text Add to dashboard Cite

Extrapolating from lessons learnt with previous low molecular weight β-(1→3)-glucan mimetics we designed a series of minimal 2,4-dideoxy-thioether-linked carbacyclic β-(1→3)-glucan mimetics and synthesized the di-, tri-and tetramers in enantiomerically pure form by an iterative sequence based on a simple building block readily available from commercial (S)-(−)-3cyclohexenecarboxylic acid. These substances were screened for their ability to inhibit anti-CR3-FITC staining of human neutrophils and anti-Dectin-1-FITC staining of mouse macrophages, as well as for their ability to stimulate phagocytosis and pinocytosis. In each assay the synthetic compounds displayed comparable activity to the corresponding native β-(1→3)-glucans, laminaritriose and tetraose suggesting that the exploitation of hydrophobic patches in the lectinbinding domains of CR3 and Dectin-1 is a promising strategy for the development of small molecule analogues of the β-(1→3)-glucans.

show abstract

“…29 Short synthetic β-(1→3)-glucans (penta- and hexamers) modified at the reducing end by the replacement of the terminal glucopyranose residue by its manno-stereoisomer, by a 4-deoxyglucopyranose moiety, and by gluco- and manno-configured glycitols (eg, 2 ) retain the ability to promote phagocytosis. 30,47…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of 1,5-Dithia-d-laminaribiose, Triose, and Tetraose as Truncated β-(1→3)-Glucan Mimetics

2018

View full text Add to dashboard Cite

The preparation and characterization of a series of di-, tri- and tetrasaccharide analogs of β-(1→3)-glucans is described in which each pyranoside ring is replaced by a 5-thiopyranosyl ring and each glycosidic oxygen by a thioether. These oligomeric 1,5-dithio-D-glucopyranose derivatives were shown to inhibit the staining of human neutrophils and of mouse macrophages by fluorescent anti-CR3 and anti-dectin-1 antibodies, respectively. The compounds were also demonstrated to stimulate phagocytosis and pinocytosis indicative of binding to the carbohydrate binding domains of complement receptor 3 (CR3) and dectin-1. Activity in all three assays was optimum at the level of the trisaccharide mimic suggesting that while the replacement of ethereal oxygens by thioethers results in greater affinity for the aromatic-lined hydrophobic binding pockets, the presence of multiple longer C-S bonds eventually results in a mismatch and a loss of affinity.

show abstract

New 4-deoxy-(1→3)-β-d-glucan-based oligosaccharides and their immunostimulating potential

Cited by 18 publications

References 24 publications

Selenium nanoparticle-enriched Lactobacillus brevis causes more efficient immune responses in vivo and reduces the liver metastasis in metastatic form of mouse breast cancer

Selenium nanoparticle-enriched Lactobacillus brevis causes more efficient immune responses in vivo and reduces the liver metastasis in metastatic form of mouse breast cancer

Synthesis and Evaluation of Oligomeric Thioether-Linked Carbacyclic β-(1→3)-Glucan Mimetics

Synthesis and Evaluation of 1,5-Dithia-d-laminaribiose, Triose, and Tetraose as Truncated β-(1→3)-Glucan Mimetics

Contact Info

Product

Resources

About