Antioxidant, antibacterial and antitumoural activities of kraft lignin from hardwood fractionated by acid precipitation
Kraft lignin, so far useful for energy generation, has been gathering considerable attention as an alternative material to replace fossil-based resources mainly due to its high phenolic content. However, the wide molecular weight distribution and chemical composition heterogeneity led to the develop...
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creator | Lourençon, Tainise V. de Lima, Gabriel G. Ribeiro, Carolina S.P. Hansel, Fabricio A. Maciel, Giselle M. da Silva, Krisle Winnischofer, Sheila M.B. de Muniz, Graciela I.B. Magalhães, Washington L.E. |
description | Kraft lignin, so far useful for energy generation, has been gathering considerable attention as an alternative material to replace fossil-based resources mainly due to its high phenolic content. However, the wide molecular weight distribution and chemical composition heterogeneity led to the development of fractionation methods. Herein, to narrow such characteristics we used eucalypt kraft lignin fractionated at pH's 9, 7, 5 and 3 by sequential acid precipitation. These lignin fractions were first characterised by simultaneous pyrolysis and trimethylsilylation (SPyT) with N-Methyl-N-(trimethylsilyl) trifluoroacetamide with posterior tests of antioxidant, antibacterial, and antitumour activities. We observed higher ratio of syringyl/guaiacyl groups and increase in antioxidant activity in those fractions with lower molecular weight (precipitated at lower pH's). Fractions precipitated at pH's 9 and 7 have shown an outstanding antibacterial activity against five bacteria. Moreover, fractions 7 and 5 presented at cytotoxicity tests higher ability to inhibit the growth of U87MG and T98G glioma cells, while only a slight inhibition of adult human fibroblasts (non-tumour cells) was detected.
•The properties of lignin were correlated with its structure/composition.•Antitumoural activity of lignin was tested with human cell models.•Fractions with higher lignin purity showed higher antioxidant capacity.•All lignin fractions presented bioactivity against bacteria and tumour-cells.•Nearly no growth inhibition on non-tumour cells is caused by lignin. |
doi_str_mv | 10.1016/j.ijbiomac.2020.11.033 |
format | Article |
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•The properties of lignin were correlated with its structure/composition.•Antitumoural activity of lignin was tested with human cell models.•Fractions with higher lignin purity showed higher antioxidant capacity.•All lignin fractions presented bioactivity against bacteria and tumour-cells.•Nearly no growth inhibition on non-tumour cells is caused by lignin.</description><identifier>ISSN: 0141-8130</identifier><identifier>EISSN: 1879-0003</identifier><identifier>DOI: 10.1016/j.ijbiomac.2020.11.033</identifier><identifier>PMID: 33186650</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject>Acids - chemistry ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antibacterial ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Antioxidants - chemistry ; Antioxidants - pharmacology ; Antitumoural ; Cell Line, Tumor ; Cell Proliferation - drug effects ; Chemical Fractionation - methods ; Fibroblasts - drug effects ; Hardwood lignin ; Humans ; IC50 ; Lignin - chemistry ; Lignin - pharmacology ; Radical scavenging ; Technical lignin ; Wood - chemistry</subject><ispartof>International journal of biological macromolecules, 2021-01, Vol.166, p.1535-1542</ispartof><rights>2020 Elsevier B.V.</rights><rights>Copyright © 2020 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c416t-4f6f513881623f74c9834dd26293781515ca671883ee8793f1c3702b9cdd54763</citedby><cites>FETCH-LOGICAL-c416t-4f6f513881623f74c9834dd26293781515ca671883ee8793f1c3702b9cdd54763</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ijbiomac.2020.11.033$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33186650$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lourençon, Tainise V.</creatorcontrib><creatorcontrib>de Lima, Gabriel G.</creatorcontrib><creatorcontrib>Ribeiro, Carolina S.P.</creatorcontrib><creatorcontrib>Hansel, Fabricio A.</creatorcontrib><creatorcontrib>Maciel, Giselle M.</creatorcontrib><creatorcontrib>da Silva, Krisle</creatorcontrib><creatorcontrib>Winnischofer, Sheila M.B.</creatorcontrib><creatorcontrib>de Muniz, Graciela I.B.</creatorcontrib><creatorcontrib>Magalhães, Washington L.E.</creatorcontrib><title>Antioxidant, antibacterial and antitumoural activities of kraft lignin from hardwood fractionated by acid precipitation</title><title>International journal of biological macromolecules</title><addtitle>Int J Biol Macromol</addtitle><description>Kraft lignin, so far useful for energy generation, has been gathering considerable attention as an alternative material to replace fossil-based resources mainly due to its high phenolic content. However, the wide molecular weight distribution and chemical composition heterogeneity led to the development of fractionation methods. Herein, to narrow such characteristics we used eucalypt kraft lignin fractionated at pH's 9, 7, 5 and 3 by sequential acid precipitation. These lignin fractions were first characterised by simultaneous pyrolysis and trimethylsilylation (SPyT) with N-Methyl-N-(trimethylsilyl) trifluoroacetamide with posterior tests of antioxidant, antibacterial, and antitumour activities. We observed higher ratio of syringyl/guaiacyl groups and increase in antioxidant activity in those fractions with lower molecular weight (precipitated at lower pH's). Fractions precipitated at pH's 9 and 7 have shown an outstanding antibacterial activity against five bacteria. Moreover, fractions 7 and 5 presented at cytotoxicity tests higher ability to inhibit the growth of U87MG and T98G glioma cells, while only a slight inhibition of adult human fibroblasts (non-tumour cells) was detected.
•The properties of lignin were correlated with its structure/composition.•Antitumoural activity of lignin was tested with human cell models.•Fractions with higher lignin purity showed higher antioxidant capacity.•All lignin fractions presented bioactivity against bacteria and tumour-cells.•Nearly no growth inhibition on non-tumour cells is caused by lignin.</description><subject>Acids - chemistry</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antibacterial</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - pharmacology</subject><subject>Antitumoural</subject><subject>Cell Line, Tumor</subject><subject>Cell Proliferation - drug effects</subject><subject>Chemical Fractionation - methods</subject><subject>Fibroblasts - drug effects</subject><subject>Hardwood lignin</subject><subject>Humans</subject><subject>IC50</subject><subject>Lignin - chemistry</subject><subject>Lignin - pharmacology</subject><subject>Radical scavenging</subject><subject>Technical lignin</subject><subject>Wood - chemistry</subject><issn>0141-8130</issn><issn>1879-0003</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1P3DAQhi1UxG6Bv4By7KFZPHHieG9doQKVVuICZ8vxB51tEm9tB8q_r8MuvfZia14_49E8hFwBXQEFfr1b4a5DPyi9qmiVQ1hRxk7IEkS7Liml7BNZUqihFMDognyOcZdT3oA4IwvGQHDe0CV53YwJ_R80akxfi3xgp3SyAVWfK_OepGnwU5gDnfAFE9pYeFf8CsqlosfnEcfCBT8UP1Uwr96bXM2oH1WypujeciOaYh-sxj0mNb9ckFOn-mgvj_c5ebr9_nhzX24f7n7cbLalroGnsnbcNcCEAF4x19Z6LVhtTMWrNWsFNNBoxVsQglmbF2cONGtp1a21MU3dcnZOvhz-3Qf_e7IxyQGjtn2vRuunKKua04wJRjPKD6gOPsZgndwHHFR4k0DlLF3u5Id0OUuXADJLz41XxxlTN1jzr-3Dcga-HQCbN31BG2TUaEdtDWYnSRqP_5vxF2x_l58</recordid><startdate>20210101</startdate><enddate>20210101</enddate><creator>Lourençon, Tainise V.</creator><creator>de Lima, Gabriel G.</creator><creator>Ribeiro, Carolina S.P.</creator><creator>Hansel, Fabricio A.</creator><creator>Maciel, Giselle M.</creator><creator>da Silva, Krisle</creator><creator>Winnischofer, Sheila M.B.</creator><creator>de Muniz, Graciela I.B.</creator><creator>Magalhães, Washington L.E.</creator><general>Elsevier B.V</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>20210101</creationdate><title>Antioxidant, antibacterial and antitumoural activities of kraft lignin from hardwood fractionated by acid precipitation</title><author>Lourençon, Tainise V. ; de Lima, Gabriel G. ; Ribeiro, Carolina S.P. ; Hansel, Fabricio A. ; Maciel, Giselle M. ; da Silva, Krisle ; Winnischofer, Sheila M.B. ; de Muniz, Graciela I.B. ; Magalhães, Washington L.E.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c416t-4f6f513881623f74c9834dd26293781515ca671883ee8793f1c3702b9cdd54763</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Acids - chemistry</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Antibacterial</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - pharmacology</topic><topic>Antitumoural</topic><topic>Cell Line, Tumor</topic><topic>Cell Proliferation - drug effects</topic><topic>Chemical Fractionation - methods</topic><topic>Fibroblasts - drug effects</topic><topic>Hardwood lignin</topic><topic>Humans</topic><topic>IC50</topic><topic>Lignin - chemistry</topic><topic>Lignin - pharmacology</topic><topic>Radical scavenging</topic><topic>Technical lignin</topic><topic>Wood - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lourençon, Tainise V.</creatorcontrib><creatorcontrib>de Lima, Gabriel G.</creatorcontrib><creatorcontrib>Ribeiro, Carolina S.P.</creatorcontrib><creatorcontrib>Hansel, Fabricio A.</creatorcontrib><creatorcontrib>Maciel, Giselle M.</creatorcontrib><creatorcontrib>da Silva, Krisle</creatorcontrib><creatorcontrib>Winnischofer, Sheila M.B.</creatorcontrib><creatorcontrib>de Muniz, Graciela I.B.</creatorcontrib><creatorcontrib>Magalhães, Washington L.E.</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>International journal of biological macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lourençon, Tainise V.</au><au>de Lima, Gabriel G.</au><au>Ribeiro, Carolina S.P.</au><au>Hansel, Fabricio A.</au><au>Maciel, Giselle M.</au><au>da Silva, Krisle</au><au>Winnischofer, Sheila M.B.</au><au>de Muniz, Graciela I.B.</au><au>Magalhães, Washington L.E.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antioxidant, antibacterial and antitumoural activities of kraft lignin from hardwood fractionated by acid precipitation</atitle><jtitle>International journal of biological macromolecules</jtitle><addtitle>Int J Biol Macromol</addtitle><date>2021-01-01</date><risdate>2021</risdate><volume>166</volume><spage>1535</spage><epage>1542</epage><pages>1535-1542</pages><issn>0141-8130</issn><eissn>1879-0003</eissn><abstract>Kraft lignin, so far useful for energy generation, has been gathering considerable attention as an alternative material to replace fossil-based resources mainly due to its high phenolic content. However, the wide molecular weight distribution and chemical composition heterogeneity led to the development of fractionation methods. Herein, to narrow such characteristics we used eucalypt kraft lignin fractionated at pH's 9, 7, 5 and 3 by sequential acid precipitation. These lignin fractions were first characterised by simultaneous pyrolysis and trimethylsilylation (SPyT) with N-Methyl-N-(trimethylsilyl) trifluoroacetamide with posterior tests of antioxidant, antibacterial, and antitumour activities. We observed higher ratio of syringyl/guaiacyl groups and increase in antioxidant activity in those fractions with lower molecular weight (precipitated at lower pH's). Fractions precipitated at pH's 9 and 7 have shown an outstanding antibacterial activity against five bacteria. Moreover, fractions 7 and 5 presented at cytotoxicity tests higher ability to inhibit the growth of U87MG and T98G glioma cells, while only a slight inhibition of adult human fibroblasts (non-tumour cells) was detected.
•The properties of lignin were correlated with its structure/composition.•Antitumoural activity of lignin was tested with human cell models.•Fractions with higher lignin purity showed higher antioxidant capacity.•All lignin fractions presented bioactivity against bacteria and tumour-cells.•Nearly no growth inhibition on non-tumour cells is caused by lignin.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>33186650</pmid><doi>10.1016/j.ijbiomac.2020.11.033</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Acids - chemistry Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibacterial Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antioxidants - chemistry Antioxidants - pharmacology Antitumoural Cell Line, Tumor Cell Proliferation - drug effects Chemical Fractionation - methods Fibroblasts - drug effects Hardwood lignin Humans IC50 Lignin - chemistry Lignin - pharmacology Radical scavenging Technical lignin Wood - chemistry |
title | Antioxidant, antibacterial and antitumoural activities of kraft lignin from hardwood fractionated by acid precipitation |
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