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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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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•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. All rights reserved.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c412t-7e9820914385fafa2be0a1f9fdd2dd6041865e94ffc6fddee6e50d8dd8e01c2c3</citedby><cites>FETCH-LOGICAL-c412t-7e9820914385fafa2be0a1f9fdd2dd6041865e94ffc6fddee6e50d8dd8e01c2c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.carbpol.2021.118647$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34702466$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><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><title>An α-D-galactan and a β-D-glucan from the mushroom Amanita muscaria: Structural characterization and antitumor activity against melanoma</title><title>Carbohydrate polymers</title><addtitle>Carbohydr Polym</addtitle><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.</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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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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