Sulfonation and anticoagulant activity of botryosphaeran from Botryosphaeria rhodina MAMB-05 grown on fructose

Mendes, Simone Ferreira; Santos, Osvaldo Dos; Barbosa, Aneli M.; Vasconcelos, Ana Flora Dalberto; Aranda-Selverio, Gabriel; Monteiro, Nilson K.; Dekker, Robert F. H.; Pereira, M. S.; Tovar, Ana; Mourão, Paulo Antônio de Souza; Silva, Maria de Lourdes Corradi da

doi:10.1016/j.ijbiomac.2009.06.004

Cited by 44 publications

(20 citation statements)

References 28 publications

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“…This will allow better study of the structure–activity relationships, and also enrich the types of polysaccharide compounds, as well as provide more options for screening biological activity or specific polysaccharide agents. At present, a number of researchers have gained desirable modified polysaccharides, most of which have ideal properties to function with pharmacological effects better (Liu and others ; Mendes and others ; Ma and others ). However, there seems to be a lack of summary of the current molecular modification methods of polysaccharides.…”

Section: Introductionmentioning

confidence: 99%

Molecular Modification of Polysaccharides and Resulting Bioactivities

Xiong

Lai

et al. 2015

Comp Rev Food Sci Food Safe

415

172

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Polysaccharides are ideal natural resources for supplements and pharmaceuticals that have received more and more attention over the years. Natural polysaccharides have been shown to have fewer side effects, but because of their inherently physicochemical properties, their bioactivities were difficult to compare with those of synthetic drugs. Thus, researchers have modified the structures and properties of natural polysaccharides based on structure-activity relationships and have obtained better functionally improved polysaccharides. This review focuses on the major modification methods of polysaccharides, and discusses the effect of molecular modification on their physicochemical properties and bioactivities. Molecular modification methods mainly include chemical, physical, and biological changes. Chemical modification is the most widely used method; it can significantly increase the water solubility and bioactivities of polysaccharides by grafting onto other groups. Physical and biological modifications only change the molecular weight of a polysaccharide, and thereby change its physicochemical properties and bioactivities. Most of the molecular modifications bring about an increase in the antioxidant activity of polysaccharides, and among these, sulfated and acetylated modifications are very common. Furthermore, phosphorylation modification is the most common application to increase antitumor activity, and modified polysaccharides have been shown to have anti-HIV activity as the result of sulfated modification.

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Section: Introductionmentioning

confidence: 99%

Molecular Modification of Polysaccharides and Resulting Bioactivities

Xiong

Lai

et al. 2015

Comp Rev Food Sci Food Safe

415

172

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“…Bands in the 810 cm -1 region correspond to the C-O-S symmetrical vibration, associated with the C-O-SO 3 group, indicating that the native polysaccharide was sulfonylated [20,22,28,34,35]. The 13 C NMR spectra from LAS-N and LAS-S are presented in Fig.…”

Section: Chemical Characterizationmentioning

confidence: 99%

“…The DS was determined according to the protocol described by Mendes et al [28] with minor modifications. Initially, samples of LAS-S (1 mg) were hydrolyzed with concentrated hydrochloric acid (12.23 mol⋅L -1 ) in a thermostatic bath at 100 ºC for 10 minutes.…”

Section: Sulfonationmentioning

confidence: 99%

“…The sulfonation reaction conditions employed led to the production of a sulfonated derivative with a degree FT-IR spectra of LAS-S show a band of medium intensity in the 1,240 cm -1 region, which corresponds to asymmetric vibrational stretching (strong) S = O associated with the distribution of sulfonate groups on the molecule [22,28,31,33,34]. Bands in the 810 cm -1 region correspond to the C-O-S symmetrical vibration, associated with the C-O-SO 3 group, indicating that the native polysaccharide was sulfonylated [20,22,28,34,35].…”

Section: Chemical Characterizationmentioning

confidence: 99%

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Sulfonation of (1→6)-β-D-Glucan (Lasiodiplodan) and Its Antioxidant and Antimicrobial Potential

Calegari¹,

Santos²,

Teixeira³

et al. 2017

JPP

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Abstract:The objective of this study was to investigate the sulfonation of (1→6)-β-D-glucan (lasiodiplodan) as a potentiating mechanism for biological functionalities. Lasiodiplodan was sulfonated by the chlorosulfonic acid-pyridine method. The modified exopolysaccharide was characterized by FT-IR and 13 C NMR spectroscopy, X-ray diffraction and SEM. Antioxidant activity was assessed by the methods of H 2 O 2 and OH radical removal and reducing power. Antimicrobial potential was evaluated by the broth-microdilution method. Sulfonation resulted in a derivative with DS of 0.24. FT-IR analysis indicated the introduction of sulfonyl groups in the macromolecule structure through specific bands in the regions of 1,240 cm -1 and 810 cm -1 . 13 C NMR analysis suggested that sulfonation occurred at carbon 2 of the glucose residue. Sulfonation led to morphological changes in the structure of the biopolymer resulting in a heterogeneous structure with the presence of fibrils. Derivatization promoted an increase in the antioxidant ability of the macromolecule, with a high OH removal potential (74.32%). Bacteriostatic activity against E. coli (Escherichia coli) and S. enterica (Salmonella enterica) typhimurium and fungicidal activity against C. albicans (Candida albicans) and C. tropicalis (Candida tropicalis) were found in the sulfonated sample. Sulfonation potentiated the antioxidant and antimicrobial activities of the biomacromolecule, suggesting that it is a potentiating mechanism of biological functions.

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“…In particular, sulfation, in which hydroxyl groups in polymer structure are replaced with sulfate groups, is interesting due to its significant effects on the physiological functions of polysaccharides such as anticoagulant, antioxidant, antitumor, and antiviral infection activities [1][2][3][4][5]. Alban and Franz demonstrated that the anticoagulant activities of three sulfated curdlans were improved with increasing degree of substitution (DS) and decreasing molecular weight (MW) [6].…”

Section: Introductionmentioning

confidence: 99%

Sulfation modification and anticoagulant activity of the polysaccharides obtained from persimmon (Diospyros kaki L.) fruits

Guo

et al. 2012

International Journal of Biological Macromolecules

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Sulfonation and anticoagulant activity of botryosphaeran from Botryosphaeria rhodina MAMB-05 grown on fructose

Cited by 44 publications

References 28 publications

Molecular Modification of Polysaccharides and Resulting Bioactivities

Molecular Modification of Polysaccharides and Resulting Bioactivities

Sulfonation of (1→6)-β-D-Glucan (Lasiodiplodan) and Its Antioxidant and Antimicrobial Potential

Sulfation modification and anticoagulant activity of the polysaccharides obtained from persimmon (Diospyros kaki L.) fruits

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