Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis
•Structure of HMW laminaran EbL from Eisenia bicyclis was established.•EbL was investigated by chemical methods, NMR spectroscopy and mass spectrometry.•Laminaran was depolymerised by endo- and exo-glucanases from marine sources.•EbL and its oligomers inhibited colony formation of melanoma and colon...
Gespeichert in:
Veröffentlicht in: | Carbohydrate polymers 2014, Vol.99, p.101-109 |
---|---|
Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 109 |
---|---|
container_issue | |
container_start_page | 101 |
container_title | Carbohydrate polymers |
container_volume | 99 |
creator | Menshova, Roza V. Ermakova, Svetlana P. Anastyuk, Stanislav D. Isakov, Vladimir V. Dubrovskaya, Yuliya V. Kusaykin, Mikhail I. Um, Byung-Hun Zvyagintseva, Tatiana N. |
description | •Structure of HMW laminaran EbL from Eisenia bicyclis was established.•EbL was investigated by chemical methods, NMR spectroscopy and mass spectrometry.•Laminaran was depolymerised by endo- and exo-glucanases from marine sources.•EbL and its oligomers inhibited colony formation of melanoma and colon cancer cells.
The structure of high molecular weight laminaran from brown alga Eisenia bicyclis was investigated by chemical and enzymatic methods, NMR spectroscopy and mass spectrometry. The laminaran from E. bicyclis was characterized as 1,3;1,6-β-d-glucan with the high content of 1,6-linked glucose residues (ratio of bonds 1,3:1,6=1.5:1), which are both in the branches and in the main chain of the laminaran. The degree of polymerization of fragments, building from 1,3-linked glucose residues with single glucose branches at C-6 or without it, was no more than four glucose residues. The main part of 1,3-linked glucose blocks was builded from disaccharide fragments. 1,6-Linked glucose residues were localized basically on non-reduced ends of molecules. The degree of polymerization of 1,6-linked blocks was not greater than three glucose residues. Laminaran contained laminarioligosaccharides, gentiobiose, gentiotriose and single glucose residues in the branches at the C-6. Laminaran and its products of enzymatic hydrolysis inhibited a colony formation of human melanoma SK-MEL-28 and colon cancer DLD-1 cells. It was shown that decreasing the molecular weight of native laminaran to a determined limit (degree of polymerization 9–23) and increasing the content of 1,6-linked glucose residues increased the anticancer effect. Therefore, they may be perspective antitumor agents. |
doi_str_mv | 10.1016/j.carbpol.2013.08.037 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1505344113</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0144861713008217</els_id><sourcerecordid>1462184829</sourcerecordid><originalsourceid>FETCH-LOGICAL-c494t-d61cb2cc83be318733f8aeb976922332138cd1c49e30eae7640146eb9b8c2c5a3</originalsourceid><addsrcrecordid>eNqFkd-O1CAUhxujccfVR9BwY-KFrVBoS6-M2ax_kk28UK8JPT3dYULLCHQ34xP42J7JjHq5JISc8HGA31cULwWvBBftu10FNg774KuaC1lxXXHZPSo2Qnd9KaRSj4sNF0qVuhXdRfEspR2n0Qr-tLioVd0ppZtN8ftbjivkNeJbhsuvw2yzA5ajXdIU4rEKC7PLSJM27AIYmYXs7lw-sDCxgUjY4si27nbL5uARVm8ju0eqM_N2doslhk0xzESHe2rnby27dgkXZ9ng4ADepefFk8n6hC_O62Xx4-P196vP5c3XT1-uPtyUoHqVy7EVMNQAWg4o6a9STtri0HdtX9dS1kJqGAWxKDla7FpFIbQEDBpqaKy8LN6c-u5j-LliymZ2CdB7u2BYkxENbyg9IeTDqGproZWue0KbEwoxpBRxMvvoZhsPRnBz9GV25uzLHH0Zrg35onOvzlesw4zjv1N_BRHw-gzYBNZPx7hd-s9pTiloRdz7E4eU3Z3DaBI4JF2jiwjZjME98JQ_WXC4vQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1462184829</pqid></control><display><type>article</type><title>Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis</title><source>MEDLINE</source><source>Access via ScienceDirect (Elsevier)</source><creator>Menshova, Roza V. ; Ermakova, Svetlana P. ; Anastyuk, Stanislav D. ; Isakov, Vladimir V. ; Dubrovskaya, Yuliya V. ; Kusaykin, Mikhail I. ; Um, Byung-Hun ; Zvyagintseva, Tatiana N.</creator><creatorcontrib>Menshova, Roza V. ; Ermakova, Svetlana P. ; Anastyuk, Stanislav D. ; Isakov, Vladimir V. ; Dubrovskaya, Yuliya V. ; Kusaykin, Mikhail I. ; Um, Byung-Hun ; Zvyagintseva, Tatiana N.</creatorcontrib><description>•Structure of HMW laminaran EbL from Eisenia bicyclis was established.•EbL was investigated by chemical methods, NMR spectroscopy and mass spectrometry.•Laminaran was depolymerised by endo- and exo-glucanases from marine sources.•EbL and its oligomers inhibited colony formation of melanoma and colon cancer cells.
The structure of high molecular weight laminaran from brown alga Eisenia bicyclis was investigated by chemical and enzymatic methods, NMR spectroscopy and mass spectrometry. The laminaran from E. bicyclis was characterized as 1,3;1,6-β-d-glucan with the high content of 1,6-linked glucose residues (ratio of bonds 1,3:1,6=1.5:1), which are both in the branches and in the main chain of the laminaran. The degree of polymerization of fragments, building from 1,3-linked glucose residues with single glucose branches at C-6 or without it, was no more than four glucose residues. The main part of 1,3-linked glucose blocks was builded from disaccharide fragments. 1,6-Linked glucose residues were localized basically on non-reduced ends of molecules. The degree of polymerization of 1,6-linked blocks was not greater than three glucose residues. Laminaran contained laminarioligosaccharides, gentiobiose, gentiotriose and single glucose residues in the branches at the C-6. Laminaran and its products of enzymatic hydrolysis inhibited a colony formation of human melanoma SK-MEL-28 and colon cancer DLD-1 cells. It was shown that decreasing the molecular weight of native laminaran to a determined limit (degree of polymerization 9–23) and increasing the content of 1,6-linked glucose residues increased the anticancer effect. Therefore, they may be perspective antitumor agents.</description><identifier>ISSN: 0144-8617</identifier><identifier>EISSN: 1879-1344</identifier><identifier>DOI: 10.1016/j.carbpol.2013.08.037</identifier><identifier>PMID: 24274485</identifier><identifier>CODEN: CAPOD8</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Anticancer activity ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Cell Line, Tumor ; Cell Survival - drug effects ; Disaccharides - chemistry ; Eisenia ; Eisenia bicyclis ; Enzymatic hydrolysis ; Glucans ; Glucose - chemistry ; Humans ; Laminaran ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Molecular Weight ; Phaeophyceae - chemistry ; Polysaccharides - chemistry ; Polysaccharides - isolation & purification ; Polysaccharides - pharmacology ; Structure ; Structure-Activity Relationship</subject><ispartof>Carbohydrate polymers, 2014, Vol.99, p.101-109</ispartof><rights>2013 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2013 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c494t-d61cb2cc83be318733f8aeb976922332138cd1c49e30eae7640146eb9b8c2c5a3</citedby><cites>FETCH-LOGICAL-c494t-d61cb2cc83be318733f8aeb976922332138cd1c49e30eae7640146eb9b8c2c5a3</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.2013.08.037$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,4025,27928,27929,27930,46000</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28031884$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24274485$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Menshova, Roza V.</creatorcontrib><creatorcontrib>Ermakova, Svetlana P.</creatorcontrib><creatorcontrib>Anastyuk, Stanislav D.</creatorcontrib><creatorcontrib>Isakov, Vladimir V.</creatorcontrib><creatorcontrib>Dubrovskaya, Yuliya V.</creatorcontrib><creatorcontrib>Kusaykin, Mikhail I.</creatorcontrib><creatorcontrib>Um, Byung-Hun</creatorcontrib><creatorcontrib>Zvyagintseva, Tatiana N.</creatorcontrib><title>Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis</title><title>Carbohydrate polymers</title><addtitle>Carbohydr Polym</addtitle><description>•Structure of HMW laminaran EbL from Eisenia bicyclis was established.•EbL was investigated by chemical methods, NMR spectroscopy and mass spectrometry.•Laminaran was depolymerised by endo- and exo-glucanases from marine sources.•EbL and its oligomers inhibited colony formation of melanoma and colon cancer cells.
The structure of high molecular weight laminaran from brown alga Eisenia bicyclis was investigated by chemical and enzymatic methods, NMR spectroscopy and mass spectrometry. The laminaran from E. bicyclis was characterized as 1,3;1,6-β-d-glucan with the high content of 1,6-linked glucose residues (ratio of bonds 1,3:1,6=1.5:1), which are both in the branches and in the main chain of the laminaran. The degree of polymerization of fragments, building from 1,3-linked glucose residues with single glucose branches at C-6 or without it, was no more than four glucose residues. The main part of 1,3-linked glucose blocks was builded from disaccharide fragments. 1,6-Linked glucose residues were localized basically on non-reduced ends of molecules. The degree of polymerization of 1,6-linked blocks was not greater than three glucose residues. Laminaran contained laminarioligosaccharides, gentiobiose, gentiotriose and single glucose residues in the branches at the C-6. Laminaran and its products of enzymatic hydrolysis inhibited a colony formation of human melanoma SK-MEL-28 and colon cancer DLD-1 cells. It was shown that decreasing the molecular weight of native laminaran to a determined limit (degree of polymerization 9–23) and increasing the content of 1,6-linked glucose residues increased the anticancer effect. Therefore, they may be perspective antitumor agents.</description><subject>Anticancer activity</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Cell Line, Tumor</subject><subject>Cell Survival - drug effects</subject><subject>Disaccharides - chemistry</subject><subject>Eisenia</subject><subject>Eisenia bicyclis</subject><subject>Enzymatic hydrolysis</subject><subject>Glucans</subject><subject>Glucose - chemistry</subject><subject>Humans</subject><subject>Laminaran</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mass Spectrometry</subject><subject>Molecular Weight</subject><subject>Phaeophyceae - chemistry</subject><subject>Polysaccharides - chemistry</subject><subject>Polysaccharides - isolation & purification</subject><subject>Polysaccharides - pharmacology</subject><subject>Structure</subject><subject>Structure-Activity Relationship</subject><issn>0144-8617</issn><issn>1879-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkd-O1CAUhxujccfVR9BwY-KFrVBoS6-M2ax_kk28UK8JPT3dYULLCHQ34xP42J7JjHq5JISc8HGA31cULwWvBBftu10FNg774KuaC1lxXXHZPSo2Qnd9KaRSj4sNF0qVuhXdRfEspR2n0Qr-tLioVd0ppZtN8ftbjivkNeJbhsuvw2yzA5ajXdIU4rEKC7PLSJM27AIYmYXs7lw-sDCxgUjY4si27nbL5uARVm8ju0eqM_N2doslhk0xzESHe2rnby27dgkXZ9ng4ADepefFk8n6hC_O62Xx4-P196vP5c3XT1-uPtyUoHqVy7EVMNQAWg4o6a9STtri0HdtX9dS1kJqGAWxKDla7FpFIbQEDBpqaKy8LN6c-u5j-LliymZ2CdB7u2BYkxENbyg9IeTDqGproZWue0KbEwoxpBRxMvvoZhsPRnBz9GV25uzLHH0Zrg35onOvzlesw4zjv1N_BRHw-gzYBNZPx7hd-s9pTiloRdz7E4eU3Z3DaBI4JF2jiwjZjME98JQ_WXC4vQ</recordid><startdate>2014</startdate><enddate>2014</enddate><creator>Menshova, Roza V.</creator><creator>Ermakova, Svetlana P.</creator><creator>Anastyuk, Stanislav D.</creator><creator>Isakov, Vladimir V.</creator><creator>Dubrovskaya, Yuliya V.</creator><creator>Kusaykin, Mikhail I.</creator><creator>Um, Byung-Hun</creator><creator>Zvyagintseva, Tatiana N.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>2014</creationdate><title>Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis</title><author>Menshova, Roza V. ; Ermakova, Svetlana P. ; Anastyuk, Stanislav D. ; Isakov, Vladimir V. ; Dubrovskaya, Yuliya V. ; Kusaykin, Mikhail I. ; Um, Byung-Hun ; Zvyagintseva, Tatiana N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c494t-d61cb2cc83be318733f8aeb976922332138cd1c49e30eae7640146eb9b8c2c5a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Anticancer activity</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Cell Line, Tumor</topic><topic>Cell Survival - drug effects</topic><topic>Disaccharides - chemistry</topic><topic>Eisenia</topic><topic>Eisenia bicyclis</topic><topic>Enzymatic hydrolysis</topic><topic>Glucans</topic><topic>Glucose - chemistry</topic><topic>Humans</topic><topic>Laminaran</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mass Spectrometry</topic><topic>Molecular Weight</topic><topic>Phaeophyceae - chemistry</topic><topic>Polysaccharides - chemistry</topic><topic>Polysaccharides - isolation & purification</topic><topic>Polysaccharides - pharmacology</topic><topic>Structure</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Menshova, Roza V.</creatorcontrib><creatorcontrib>Ermakova, Svetlana P.</creatorcontrib><creatorcontrib>Anastyuk, Stanislav D.</creatorcontrib><creatorcontrib>Isakov, Vladimir V.</creatorcontrib><creatorcontrib>Dubrovskaya, Yuliya V.</creatorcontrib><creatorcontrib>Kusaykin, Mikhail I.</creatorcontrib><creatorcontrib>Um, Byung-Hun</creatorcontrib><creatorcontrib>Zvyagintseva, Tatiana N.</creatorcontrib><collection>Pascal-Francis</collection><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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Carbohydrate polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Menshova, Roza V.</au><au>Ermakova, Svetlana P.</au><au>Anastyuk, Stanislav D.</au><au>Isakov, Vladimir V.</au><au>Dubrovskaya, Yuliya V.</au><au>Kusaykin, Mikhail I.</au><au>Um, Byung-Hun</au><au>Zvyagintseva, Tatiana N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis</atitle><jtitle>Carbohydrate polymers</jtitle><addtitle>Carbohydr Polym</addtitle><date>2014</date><risdate>2014</risdate><volume>99</volume><spage>101</spage><epage>109</epage><pages>101-109</pages><issn>0144-8617</issn><eissn>1879-1344</eissn><coden>CAPOD8</coden><abstract>•Structure of HMW laminaran EbL from Eisenia bicyclis was established.•EbL was investigated by chemical methods, NMR spectroscopy and mass spectrometry.•Laminaran was depolymerised by endo- and exo-glucanases from marine sources.•EbL and its oligomers inhibited colony formation of melanoma and colon cancer cells.
The structure of high molecular weight laminaran from brown alga Eisenia bicyclis was investigated by chemical and enzymatic methods, NMR spectroscopy and mass spectrometry. The laminaran from E. bicyclis was characterized as 1,3;1,6-β-d-glucan with the high content of 1,6-linked glucose residues (ratio of bonds 1,3:1,6=1.5:1), which are both in the branches and in the main chain of the laminaran. The degree of polymerization of fragments, building from 1,3-linked glucose residues with single glucose branches at C-6 or without it, was no more than four glucose residues. The main part of 1,3-linked glucose blocks was builded from disaccharide fragments. 1,6-Linked glucose residues were localized basically on non-reduced ends of molecules. The degree of polymerization of 1,6-linked blocks was not greater than three glucose residues. Laminaran contained laminarioligosaccharides, gentiobiose, gentiotriose and single glucose residues in the branches at the C-6. Laminaran and its products of enzymatic hydrolysis inhibited a colony formation of human melanoma SK-MEL-28 and colon cancer DLD-1 cells. It was shown that decreasing the molecular weight of native laminaran to a determined limit (degree of polymerization 9–23) and increasing the content of 1,6-linked glucose residues increased the anticancer effect. Therefore, they may be perspective antitumor agents.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><pmid>24274485</pmid><doi>10.1016/j.carbpol.2013.08.037</doi><tpages>9</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0144-8617 |
ispartof | Carbohydrate polymers, 2014, Vol.99, p.101-109 |
issn | 0144-8617 1879-1344 |
language | eng |
recordid | cdi_proquest_miscellaneous_1505344113 |
source | MEDLINE; Access via ScienceDirect (Elsevier) |
subjects | Anticancer activity Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Cell Line, Tumor Cell Survival - drug effects Disaccharides - chemistry Eisenia Eisenia bicyclis Enzymatic hydrolysis Glucans Glucose - chemistry Humans Laminaran Magnetic Resonance Spectroscopy Mass Spectrometry Molecular Weight Phaeophyceae - chemistry Polysaccharides - chemistry Polysaccharides - isolation & purification Polysaccharides - pharmacology Structure Structure-Activity Relationship |
title | Structure, enzymatic transformation and anticancer activity of branched high molecular weight laminaran from brown alga Eisenia bicyclis |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-13T16%3A21%3A48IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Structure,%20enzymatic%20transformation%20and%20anticancer%20activity%20of%20branched%20high%20molecular%20weight%20laminaran%20from%20brown%20alga%20Eisenia%20bicyclis&rft.jtitle=Carbohydrate%20polymers&rft.au=Menshova,%20Roza%20V.&rft.date=2014&rft.volume=99&rft.spage=101&rft.epage=109&rft.pages=101-109&rft.issn=0144-8617&rft.eissn=1879-1344&rft.coden=CAPOD8&rft_id=info:doi/10.1016/j.carbpol.2013.08.037&rft_dat=%3Cproquest_cross%3E1462184829%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1462184829&rft_id=info:pmid/24274485&rft_els_id=S0144861713008217&rfr_iscdi=true |