An α-D-galactan and a β-D-glucan from the mushroom Amanita muscaria: Structural characterization and antitumor activity against melanoma

Polysaccharides α-D-galactan (GAL-Am) and β-D-glucan (GLC-Am) were obtained from Amanita muscaria fruiting bodies. They were purified using different methodologies, such as Fehling precipitation (for both fractions), freeze-thawing process and ultrafiltration (for GLC-Am). Results showed that the GA...

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Veröffentlicht in:Carbohydrate polymers 2021-11, Vol.274, p.118647-118647, Article 118647
Hauptverfasser: Zavadinack, Matheus, de Lima Bellan, Daniel, da Rocha Bertage, Jessica Loren, da Silva Milhorini, Shayane, da Silva Trindade, Edvaldo, Simas, Fernanda Fogagnoli, Sassaki, Guilherme Lanzi, Cordeiro, Lucimara M.C., Iacomini, Marcello
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container_title Carbohydrate polymers
container_volume 274
creator Zavadinack, Matheus
de Lima Bellan, Daniel
da Rocha Bertage, Jessica Loren
da Silva Milhorini, Shayane
da Silva Trindade, Edvaldo
Simas, Fernanda Fogagnoli
Sassaki, Guilherme Lanzi
Cordeiro, Lucimara M.C.
Iacomini, Marcello
description Polysaccharides α-D-galactan (GAL-Am) and β-D-glucan (GLC-Am) were obtained from Amanita muscaria fruiting bodies. They were purified using different methodologies, such as Fehling precipitation (for both fractions), freeze-thawing process and ultrafiltration (for GLC-Am). Results showed that the GAL-Am has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported. Besides, GLC-Am has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units. Both are water-soluble, with 9.0 × 103 g/moL and 1.3 × 105 g/moL, respectively. GAL-Am and GLC-Am presented a selective proliferation reduction against B16-F10 melanoma cell line, not affecting non tumoral BALB/3T3 fibroblast cell line. Furthermore, both fractions reduced clonogenic capacity of melanoma cell line over an extended period of time. These results were obtained without modulations in B16-F10 cell adhesion, reinforcing the biological activities towards cell proliferation impairment and eliciting these polysaccharides as promising compounds to further exploration of their antimelanoma properties. •An α-D-galactan and a β-D-glucan were purified from Amanita muscaria mushroom and chemically characterized.•The galactan has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported.•The glucan has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units.•Both presented a selective cell viability and proliferation reduction against B16-F10, not affecting BALB/3T3 cell line.•Both fractions reduced B16-F10 colony area and formation capacity over an extended period of time.
doi_str_mv 10.1016/j.carbpol.2021.118647
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They were purified using different methodologies, such as Fehling precipitation (for both fractions), freeze-thawing process and ultrafiltration (for GLC-Am). Results showed that the GAL-Am has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported. Besides, GLC-Am has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units. Both are water-soluble, with 9.0 × 103 g/moL and 1.3 × 105 g/moL, respectively. GAL-Am and GLC-Am presented a selective proliferation reduction against B16-F10 melanoma cell line, not affecting non tumoral BALB/3T3 fibroblast cell line. Furthermore, both fractions reduced clonogenic capacity of melanoma cell line over an extended period of time. These results were obtained without modulations in B16-F10 cell adhesion, reinforcing the biological activities towards cell proliferation impairment and eliciting these polysaccharides as promising compounds to further exploration of their antimelanoma properties. •An α-D-galactan and a β-D-glucan were purified from Amanita muscaria mushroom and chemically characterized.•The galactan has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported.•The glucan has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units.•Both presented a selective cell viability and proliferation reduction against B16-F10, not affecting BALB/3T3 cell line.•Both fractions reduced B16-F10 colony area and formation capacity over an extended period of time.</description><identifier>ISSN: 0144-8617</identifier><identifier>EISSN: 1879-1344</identifier><identifier>DOI: 10.1016/j.carbpol.2021.118647</identifier><identifier>PMID: 34702466</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>A. muscaria ; Amanita - metabolism ; Animals ; Antimelanoma properties ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; BALB 3T3 Cells ; Cell Proliferation - drug effects ; Chemical structure ; Galactans - chemistry ; Galactans - pharmacology ; Glucans - chemistry ; Glucans - pharmacology ; Melanoma, Experimental - drug therapy ; Mice ; Polysaccharides ; α-Galactan ; β-Glucan</subject><ispartof>Carbohydrate polymers, 2021-11, Vol.274, p.118647-118647, Article 118647</ispartof><rights>2021 Elsevier Ltd</rights><rights>Copyright © 2021 Elsevier Ltd. 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They were purified using different methodologies, such as Fehling precipitation (for both fractions), freeze-thawing process and ultrafiltration (for GLC-Am). Results showed that the GAL-Am has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported. Besides, GLC-Am has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units. Both are water-soluble, with 9.0 × 103 g/moL and 1.3 × 105 g/moL, respectively. GAL-Am and GLC-Am presented a selective proliferation reduction against B16-F10 melanoma cell line, not affecting non tumoral BALB/3T3 fibroblast cell line. Furthermore, both fractions reduced clonogenic capacity of melanoma cell line over an extended period of time. These results were obtained without modulations in B16-F10 cell adhesion, reinforcing the biological activities towards cell proliferation impairment and eliciting these polysaccharides as promising compounds to further exploration of their antimelanoma properties. •An α-D-galactan and a β-D-glucan were purified from Amanita muscaria mushroom and chemically characterized.•The galactan has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported.•The glucan has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units.•Both presented a selective cell viability and proliferation reduction against B16-F10, not affecting BALB/3T3 cell line.•Both fractions reduced B16-F10 colony area and formation capacity over an extended period of time.</description><subject>A. muscaria</subject><subject>Amanita - metabolism</subject><subject>Animals</subject><subject>Antimelanoma properties</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>BALB 3T3 Cells</subject><subject>Cell Proliferation - drug effects</subject><subject>Chemical structure</subject><subject>Galactans - chemistry</subject><subject>Galactans - pharmacology</subject><subject>Glucans - chemistry</subject><subject>Glucans - pharmacology</subject><subject>Melanoma, Experimental - drug therapy</subject><subject>Mice</subject><subject>Polysaccharides</subject><subject>α-Galactan</subject><subject>β-Glucan</subject><issn>0144-8617</issn><issn>1879-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFUUuOEzEQtRCICQNHAHnJpoPtdrvdbFA0fKWRWABrq2KXJ46628F2jzQcgdvAQeZMOEpgizclv3r16vMIec7ZmjOuXu3XFtL2EMe1YIKvOddK9g_Iiut-aHgr5UOyYlzKRiveX5AnOe9ZfYqzx-SilT0TUqkV-bmZ6f2v5m1zAyPYAjOF2VGg97-P2LjYivgUJ1p2SKcl71Ksn80EcyhwBOoUAV7TLyUttiwJRmp3kKoUpvADSohnxbmEskwx0ZoKt6HcUbiBMOdCJxxhjhM8JY88jBmfneMl-fb-3derj8315w-frjbXjZVclKbHQQs2cNnqzoMHsUUG3A_eOeGcYrJeosNBem9VxRAVdsxp5zQyboVtL8nLk-4hxe8L5mKmkC2OdQqMSzai02oY2la3ldqdqDbFnBN6c0hhgnRnODNHG8zenG0wRxvMyYZa9-LcYtlO6P5V_b17Jbw5EbAuehswmWwDzhZdSGiLcTH8p8Uf93OgHA</recordid><startdate>20211115</startdate><enddate>20211115</enddate><creator>Zavadinack, Matheus</creator><creator>de Lima Bellan, Daniel</creator><creator>da Rocha Bertage, Jessica Loren</creator><creator>da Silva Milhorini, Shayane</creator><creator>da Silva Trindade, Edvaldo</creator><creator>Simas, Fernanda Fogagnoli</creator><creator>Sassaki, Guilherme Lanzi</creator><creator>Cordeiro, Lucimara M.C.</creator><creator>Iacomini, Marcello</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20211115</creationdate><title>An α-D-galactan and a β-D-glucan from the mushroom Amanita muscaria: Structural characterization and antitumor activity against melanoma</title><author>Zavadinack, Matheus ; de Lima Bellan, Daniel ; da Rocha Bertage, Jessica Loren ; da Silva Milhorini, Shayane ; da Silva Trindade, Edvaldo ; Simas, Fernanda Fogagnoli ; Sassaki, Guilherme Lanzi ; Cordeiro, Lucimara M.C. ; Iacomini, Marcello</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c412t-7e9820914385fafa2be0a1f9fdd2dd6041865e94ffc6fddee6e50d8dd8e01c2c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>A. muscaria</topic><topic>Amanita - metabolism</topic><topic>Animals</topic><topic>Antimelanoma properties</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>BALB 3T3 Cells</topic><topic>Cell Proliferation - drug effects</topic><topic>Chemical structure</topic><topic>Galactans - chemistry</topic><topic>Galactans - pharmacology</topic><topic>Glucans - chemistry</topic><topic>Glucans - pharmacology</topic><topic>Melanoma, Experimental - drug therapy</topic><topic>Mice</topic><topic>Polysaccharides</topic><topic>α-Galactan</topic><topic>β-Glucan</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zavadinack, Matheus</creatorcontrib><creatorcontrib>de Lima Bellan, Daniel</creatorcontrib><creatorcontrib>da Rocha Bertage, Jessica Loren</creatorcontrib><creatorcontrib>da Silva Milhorini, Shayane</creatorcontrib><creatorcontrib>da Silva Trindade, Edvaldo</creatorcontrib><creatorcontrib>Simas, Fernanda Fogagnoli</creatorcontrib><creatorcontrib>Sassaki, Guilherme Lanzi</creatorcontrib><creatorcontrib>Cordeiro, Lucimara M.C.</creatorcontrib><creatorcontrib>Iacomini, Marcello</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Carbohydrate polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zavadinack, Matheus</au><au>de Lima Bellan, Daniel</au><au>da Rocha Bertage, Jessica Loren</au><au>da Silva Milhorini, Shayane</au><au>da Silva Trindade, Edvaldo</au><au>Simas, Fernanda Fogagnoli</au><au>Sassaki, Guilherme Lanzi</au><au>Cordeiro, Lucimara M.C.</au><au>Iacomini, Marcello</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An α-D-galactan and a β-D-glucan from the mushroom Amanita muscaria: Structural characterization and antitumor activity against melanoma</atitle><jtitle>Carbohydrate polymers</jtitle><addtitle>Carbohydr Polym</addtitle><date>2021-11-15</date><risdate>2021</risdate><volume>274</volume><spage>118647</spage><epage>118647</epage><pages>118647-118647</pages><artnum>118647</artnum><issn>0144-8617</issn><eissn>1879-1344</eissn><abstract>Polysaccharides α-D-galactan (GAL-Am) and β-D-glucan (GLC-Am) were obtained from Amanita muscaria fruiting bodies. They were purified using different methodologies, such as Fehling precipitation (for both fractions), freeze-thawing process and ultrafiltration (for GLC-Am). Results showed that the GAL-Am has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported. Besides, GLC-Am has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units. Both are water-soluble, with 9.0 × 103 g/moL and 1.3 × 105 g/moL, respectively. GAL-Am and GLC-Am presented a selective proliferation reduction against B16-F10 melanoma cell line, not affecting non tumoral BALB/3T3 fibroblast cell line. Furthermore, both fractions reduced clonogenic capacity of melanoma cell line over an extended period of time. These results were obtained without modulations in B16-F10 cell adhesion, reinforcing the biological activities towards cell proliferation impairment and eliciting these polysaccharides as promising compounds to further exploration of their antimelanoma properties. •An α-D-galactan and a β-D-glucan were purified from Amanita muscaria mushroom and chemically characterized.•The galactan has (1 → 6)-linked Galp main chain branched at O-2 by terminal Galp units and has not been previously reported.•The glucan has (1 → 3)-linked Glcp in the main chain, substituted at O-6 by (1 → 6)-linked β-Glcp units.•Both presented a selective cell viability and proliferation reduction against B16-F10, not affecting BALB/3T3 cell line.•Both fractions reduced B16-F10 colony area and formation capacity over an extended period of time.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>34702466</pmid><doi>10.1016/j.carbpol.2021.118647</doi><tpages>1</tpages><oa>free_for_read</oa></addata></record>
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ispartof Carbohydrate polymers, 2021-11, Vol.274, p.118647-118647, Article 118647
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subjects A. muscaria
Amanita - metabolism
Animals
Antimelanoma properties
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
BALB 3T3 Cells
Cell Proliferation - drug effects
Chemical structure
Galactans - chemistry
Galactans - pharmacology
Glucans - chemistry
Glucans - pharmacology
Melanoma, Experimental - drug therapy
Mice
Polysaccharides
α-Galactan
β-Glucan
title An α-D-galactan and a β-D-glucan from the mushroom Amanita muscaria: Structural characterization and antitumor activity against melanoma
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