Markers, Reactions, and Interactions during the Aging of Pinus Resin Assessed by Raman Spectroscopy
The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical chan...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2017-04, Vol.80 (4), p.854-863 |
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| creator | Beltran, Victoria Salvadó, Nati Butí, Salvador Cinque, Gianfelice Pradell, Trinitat |
| description | The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical changes that occur during aging are not yet fully known. Understanding the evolution of pimaranes and abietanes and the chemical composition of the aged resins is essential to make the most of this substance and of its derivatives. A systematic study of the aging of Pinus resin with Raman complemented with infrared (IR) spectroscopy was carried out. This study provided new information about the interactions among the constituting molecules in resins aged over many years. In particular the formation of intermolecular hydrogen bonds in aged samples was detected for the first time, and the formation of acid anhydrides from the reaction between pimaranes was demonstrated. Furthermore, Raman and IR spectra band assignments are proposed, and the specific markers of the main compounds of the resin are tagged. This will facilitate the qualitative analysis of resin compounds. |
| doi_str_mv | 10.1021/acs.jnatprod.6b00692 |
| format | Article |
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Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical changes that occur during aging are not yet fully known. Understanding the evolution of pimaranes and abietanes and the chemical composition of the aged resins is essential to make the most of this substance and of its derivatives. A systematic study of the aging of Pinus resin with Raman complemented with infrared (IR) spectroscopy was carried out. This study provided new information about the interactions among the constituting molecules in resins aged over many years. In particular the formation of intermolecular hydrogen bonds in aged samples was detected for the first time, and the formation of acid anhydrides from the reaction between pimaranes was demonstrated. Furthermore, Raman and IR spectra band assignments are proposed, and the specific markers of the main compounds of the resin are tagged. This will facilitate the qualitative analysis of resin compounds.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/acs.jnatprod.6b00692</identifier><identifier>PMID: 28358501</identifier><language>eng</language><publisher>United States: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Aging ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Diterpenes - metabolism ; Enginyeria química ; Espectroscòpia infraroja ; Infrared spectroscopy ; Molecular Structure ; Pinus - chemistry ; Resins, Plant - analysis ; Resins, Plant - chemistry ; Resins, Plant - metabolism ; Spectrophotometry, Infrared ; Spectrum Analysis, Raman ; Àrees temàtiques de la UPC</subject><ispartof>Journal of natural products (Washington, D.C.), 2017-04, Vol.80 (4), p.854-863</ispartof><rights>Copyright © 2017 American Chemical Society and American Society of Pharmacognosy</rights><rights>info:eu-repo/semantics/openAccess</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a390t-14fa721540bec6ae6c52d94572eea45b2ca552e9f4bc3809b1db8c425293613f3</citedby><cites>FETCH-LOGICAL-a390t-14fa721540bec6ae6c52d94572eea45b2ca552e9f4bc3809b1db8c425293613f3</cites><orcidid>0000-0003-2266-2390</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.6b00692$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.jnatprod.6b00692$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,778,782,883,2754,26961,27063,27911,27912,56725,56775</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28358501$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Beltran, Victoria</creatorcontrib><creatorcontrib>Salvadó, Nati</creatorcontrib><creatorcontrib>Butí, Salvador</creatorcontrib><creatorcontrib>Cinque, Gianfelice</creatorcontrib><creatorcontrib>Pradell, Trinitat</creatorcontrib><title>Markers, Reactions, and Interactions during the Aging of Pinus Resin Assessed by Raman Spectroscopy</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical changes that occur during aging are not yet fully known. Understanding the evolution of pimaranes and abietanes and the chemical composition of the aged resins is essential to make the most of this substance and of its derivatives. A systematic study of the aging of Pinus resin with Raman complemented with infrared (IR) spectroscopy was carried out. This study provided new information about the interactions among the constituting molecules in resins aged over many years. In particular the formation of intermolecular hydrogen bonds in aged samples was detected for the first time, and the formation of acid anhydrides from the reaction between pimaranes was demonstrated. Furthermore, Raman and IR spectra band assignments are proposed, and the specific markers of the main compounds of the resin are tagged. This will facilitate the qualitative analysis of resin compounds.</description><subject>Aging</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - metabolism</subject><subject>Enginyeria química</subject><subject>Espectroscòpia infraroja</subject><subject>Infrared spectroscopy</subject><subject>Molecular Structure</subject><subject>Pinus - chemistry</subject><subject>Resins, Plant - analysis</subject><subject>Resins, Plant - chemistry</subject><subject>Resins, Plant - metabolism</subject><subject>Spectrophotometry, Infrared</subject><subject>Spectrum Analysis, Raman</subject><subject>Àrees temàtiques de la UPC</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>XX2</sourceid><recordid>eNp9kVtP3DAQha0KVBboP6gqP_LQLONbLo8rBAWJqojLszVxJjSw6yx28rD_Hi8b4A3JlsfW-c7Icxj7KWAuQIpTdHH-5HFYh76Z5zVAXslvbCaMhCwHafbYDESuMlXm-oAdxvgEAAoq850dyFKZ0oCYMfcXwzOF-JvfErqh630q0Tf8yg8UphfejKHzj3z4T3zxuK36lt90foyJip3nixgprYbXG36LK_T8bk1uCH10_XpzzPZbXEb6MZ1H7OHi_P7sMrv-9-fqbHGdoapgyIRusZDCaKjJ5Ui5M7KptCkkEWpTS4fGSKpaXTtVQlWLpi6dlkZWKheqVUdM7HxdHJ0N5Cg4HGyP3edluyUU0ipllJaJOdkxaYwvI8XBrrroaLlET_0YrShLJYpCCZWkerJP_4qBWrsO3QrDxgqw20hsisS-R2KnSBL2a-ow1itqPqD3DJIAdoI3vB-DT0P62vMVuhmbVQ</recordid><startdate>20170428</startdate><enddate>20170428</enddate><creator>Beltran, Victoria</creator><creator>Salvadó, Nati</creator><creator>Butí, Salvador</creator><creator>Cinque, Gianfelice</creator><creator>Pradell, Trinitat</creator><general>American Chemical Society and American Society of Pharmacognosy</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><scope>XX2</scope><orcidid>https://orcid.org/0000-0003-2266-2390</orcidid></search><sort><creationdate>20170428</creationdate><title>Markers, Reactions, and Interactions during the Aging of Pinus Resin Assessed by Raman Spectroscopy</title><author>Beltran, Victoria ; Salvadó, Nati ; Butí, Salvador ; Cinque, Gianfelice ; Pradell, Trinitat</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a390t-14fa721540bec6ae6c52d94572eea45b2ca552e9f4bc3809b1db8c425293613f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Aging</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation & purification</topic><topic>Diterpenes - metabolism</topic><topic>Enginyeria química</topic><topic>Espectroscòpia infraroja</topic><topic>Infrared spectroscopy</topic><topic>Molecular Structure</topic><topic>Pinus - chemistry</topic><topic>Resins, Plant - analysis</topic><topic>Resins, Plant - chemistry</topic><topic>Resins, Plant - metabolism</topic><topic>Spectrophotometry, Infrared</topic><topic>Spectrum Analysis, Raman</topic><topic>Àrees temàtiques de la UPC</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Beltran, Victoria</creatorcontrib><creatorcontrib>Salvadó, Nati</creatorcontrib><creatorcontrib>Butí, Salvador</creatorcontrib><creatorcontrib>Cinque, Gianfelice</creatorcontrib><creatorcontrib>Pradell, Trinitat</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><collection>Recercat</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Beltran, Victoria</au><au>Salvadó, Nati</au><au>Butí, Salvador</au><au>Cinque, Gianfelice</au><au>Pradell, Trinitat</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Markers, Reactions, and Interactions during the Aging of Pinus Resin Assessed by Raman Spectroscopy</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2017-04-28</date><risdate>2017</risdate><volume>80</volume><issue>4</issue><spage>854</spage><epage>863</epage><pages>854-863</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical changes that occur during aging are not yet fully known. Understanding the evolution of pimaranes and abietanes and the chemical composition of the aged resins is essential to make the most of this substance and of its derivatives. A systematic study of the aging of Pinus resin with Raman complemented with infrared (IR) spectroscopy was carried out. This study provided new information about the interactions among the constituting molecules in resins aged over many years. In particular the formation of intermolecular hydrogen bonds in aged samples was detected for the first time, and the formation of acid anhydrides from the reaction between pimaranes was demonstrated. Furthermore, Raman and IR spectra band assignments are proposed, and the specific markers of the main compounds of the resin are tagged. This will facilitate the qualitative analysis of resin compounds.</abstract><cop>United States</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>28358501</pmid><doi>10.1021/acs.jnatprod.6b00692</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0003-2266-2390</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Aging Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - metabolism Enginyeria química Espectroscòpia infraroja Infrared spectroscopy Molecular Structure Pinus - chemistry Resins, Plant - analysis Resins, Plant - chemistry Resins, Plant - metabolism Spectrophotometry, Infrared Spectrum Analysis, Raman Àrees temàtiques de la UPC |
| title | Markers, Reactions, and Interactions during the Aging of Pinus Resin Assessed by Raman Spectroscopy |
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