Sulfated modification of arabinogalactans from Larix principis-rupprechtii and their antitumor activities

Tang, Shuo; Wang, Ting; Huang, Caoxing; Lai, Chenhuan; Fan, Yimin; Yong, Qiang

doi:10.1016/j.carbpol.2019.03.069

Cited by 30 publications

(14 citation statements)

References 39 publications

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“…A promising and available substance alternative to heparin is sulfated arabinogalactan [ 13 , 14 , 15 , 22 , 23 , 24 , 25 , 26 ], a product of chemical modification of the plant polysaccharide arabinogalactan [ 27 , 28 , 29 , 30 ]. A significant advantage of arabinogalactan [ 27 , 28 , 29 , 30 ] over other biologically active polysaccharides is availability, since a reliable source of its industrial production is larch wood, which is one of the most widespread conifers [ 28 ].…”

Section: Introductionmentioning

confidence: 99%

“…Current methods of AG sulfates producing are based on the use of aggressive and environmentally hazardous sulfating agents such as sulfuric anhydride and chlorosulfonic acid [ 13 , 14 , 15 , 22 , 23 , 24 , 26 ]. We also developed a new, simple and environmentally friendly than known, method for the synthesis of sulfated arabinogalact by sulfation of arabinogalactan with sulfamic acid in dioxane in the presence of the main catalyst—urea [ 25 ]—and studied the physicochemical properties of the sulfated arabinogalactan obtained by this method [ 34 ].…”

Section: Introductionmentioning

confidence: 99%

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Modification of Arabinogalactan Isolated from Larix sibirica Ledeb. into Sulfated Derivatives with the Controlled Molecular Weights

et al. 2021

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The process of sulfation of arabinogalactan—a natural polysaccharide from Larix sibirica Ledeb.—with sulfamic acid in 1,4-dioxane using different activators has been studied for the first time. The dynamics of the molecular weight of sulfated arabinogalactan upon variation in the temperature and time of sulfation of arabinogalactan with sulfamic acid in 1,4-dioxane has been investigated. It has been found that, as the sulfation time increases from 10 to 90 min, the molecular weights of the reaction products grow due to the introduction of sulfate groups without significant destruction of the initial polymer and sulfation products. Sulfation at 95 °C for 20 min yields the products with a higher molecular weight than in the case of sulfation at 85 °C, which is related to an increase in the sulfation rate; however, during the further process occurring under these conditions, sulfation is accompanied by the destruction and the molecular weight of the sulfated polymer decreases. The numerical optimization of arabinogalactan sulfation process has been performed. It has been shown that the optimal parameters for obtaining a product with a high sulfur content are a sulfamic acid amount of 20 mmol per 1 g of arabinogalactan, a process temperature of 85 °C, and a process time of 2.5 h.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Modification of Arabinogalactan Isolated from Larix sibirica Ledeb. into Sulfated Derivatives with the Controlled Molecular Weights

et al. 2021

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“…The curves of the molecular weight distribution (MWD) of both, the initial AG and its sulfated derivative, obtained using the gel permeation chromatography method with PEG/PEO as standard (Fig. 10 ) have a monomodal distribution, with a clear symmetric peak, which indicates a high homogeneity of the samples, as described by Tang et al ( 2019 ). At the same time, the main peak of the MWD of sulfated AG shifts to the region of high-molecular weights, and the appearance of a low-intensity region with a molecular mass of 2–7 kDa is observed.…”

Section: Resultsmentioning

confidence: 52%

“…FTIR and FT Raman spectra of sulfated AG samples, synthesized in the medium of DMSO with the use of sulfamic acid—urea mixture were similar to spectra of samples, prepared by AG sulfation in dioxane medium (Kuznetsov et al 2017 ; Vasilyeva et al 2015 ), AG sulfation by chlorosulfonic acid (Tang et al 2019 ; Vasilyeva et al 2013 , 2014 ) and potassium persulfate (Kostyro and Stankevich 2015). This indicates a similar structure of sulfated AG samples prepared by all these methods.…”

Section: Resultsmentioning

confidence: 65%

“…Current methods of AG sulfates production are based on the use of aggressive and environmentally hazardous sulfating agents, such as sulfuric anhydride and chlorosulfonic acid (Fang and Ma 2007 ; Kostyro et al 2008 ; Tang et al 2019 ; Vasilyeva et al 2013 ). To overcome these disadvantages, Kostyro and Stankevich ( 2015 ) proposed a method of AG sulfation based on the interaction of AG with dry potassium persulfate in dimethyl sulfoxide (DMSO) medium.…”

Section: Introductionmentioning

confidence: 99%

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Sulfation of arabinogalactan with sulfamic acid under homogeneous conditions in dimethylsulfoxide medium

et al. 2021

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Modification, Structural Characterizations, and Biological Activities of Sulfated Polysaccharides: A Review

Hao,

Dai,

Tan

et al. 2023

Starch Stärke

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Polysaccharides are another important class of bioactive macromolecules in organisms, in addition to proteins and nucleic acids. Numerous studies have confirmed that polysaccharides have various biological activities, including anti‐inflammatory, antiviral, antioxidant, immunomodulatory, anticancer, and other activities, which have attracted the attention of researchers in the biomedical field. In the past decade, increasing researches have found that sulfation modification can improve many physicochemical properties of polysaccharides, significantly enhance their original biological activities, and even generate new activity. Hence, sulfated polysaccharides have attracted more and more attention. A systematic review of the latest research progress and future development prospects of sulfated polysaccharides is very essential to better understand them. Hence, the study has systematically summarized current knowledge about synthesis, structural characteristics, biological activities, and potential molecular mechanisms of sulfated polysaccharides. This review provides some valuable insights and important guidance for the further study of sulfated polysaccharides.

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Sulfated modification of arabinogalactans from Larix principis-rupprechtii and their antitumor activities

Cited by 30 publications

References 39 publications

Modification of Arabinogalactan Isolated from Larix sibirica Ledeb. into Sulfated Derivatives with the Controlled Molecular Weights

Modification of Arabinogalactan Isolated from Larix sibirica Ledeb. into Sulfated Derivatives with the Controlled Molecular Weights

Sulfation of arabinogalactan with sulfamic acid under homogeneous conditions in dimethylsulfoxide medium

Modification, Structural Characterizations, and Biological Activities of Sulfated Polysaccharides: A Review

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