Oregano Essential Oil Interactions with Photogenerated Singlet Molecular Oxygen
Essential oils are a mixture of volatile compounds, products of the secondary metabolism of plants. Once extracted, they can be deteriorated losing their organoleptic and therapeutic properties due to various environmental factors, being light exposure in aerobic conditions the main cause. In this w...
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creator | Dimarco Palencia, Frida C. D. Muñoz, Vanesa A. Posadaz, Ariana C. Cifuente, Diego A. Miskoski, Sandra Ferrari, Gabriela V. García, Norman A. Montaña, María P. |
description | Essential oils are a mixture of volatile compounds, products of the secondary metabolism of plants. Once extracted, they can be deteriorated losing their organoleptic and therapeutic properties due to various environmental factors, being light exposure in aerobic conditions the main cause. In this work, the oregano essential oil extraction and characterization from Origanum vulgare plants grown in the experimental field of the FTU‐UNSL and its photodegradation in MeOH:H2O 60:40 v/v solvent were studied. Characterization by EIMS and NIST Mass Spectrometry indicates the main compounds of oregano essential oil, quantified in the extracted oil by GC‐MS, are carvacrol (7.14%) and thymol (47.37%). Degradation of essential oil and its two major components can be caused by reactive oxygen species photogenerated from endogenous sensitizers as riboflavin. Our results suggest degradation occurs involving singlet molecular oxygen. Interaction of carvacrol and thymol with singlet oxygen is mainly a physical process, while essential oil has an important reactive component, which indicates there might be other constituents which could contribute to reactive photoprotection. The effect of simultaneous presence of oregano essential oil and tryptophan amino acid—used as a photooxidizable model under riboflavin‐photosensitizing conditions—was studied in order to evaluate the possible photoprotection exerted by the essential oil.
Oregano essential oil (OEO) from Origanum Vulgare was extracted. The interaction of OEO and its major components carvacrol (CR) and thymol (TM) with reactive oxygen species photogenerated from riboflavin as sensitizer was studied. |
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Oregano essential oil (OEO) from Origanum Vulgare was extracted. The interaction of OEO and its major components carvacrol (CR) and thymol (TM) with reactive oxygen species photogenerated from riboflavin as sensitizer was studied.</description><identifier>ISSN: 0031-8655</identifier><identifier>EISSN: 1751-1097</identifier><identifier>DOI: 10.1111/php.13265</identifier><identifier>PMID: 32220075</identifier><language>eng</language><publisher>United States: Blackwell Publishing Ltd</publisher><subject>Aerobic conditions ; Amino acids ; Aromatherapy ; Biodegradation ; Carvacrol ; Cymenes - analysis ; Environmental factors ; Essential oils ; Gas Chromatography-Mass Spectrometry ; Light ; Mass spectrometry ; Mass spectroscopy ; Oils & fats ; Oils, Volatile - chemistry ; Oregano ; Origanum - chemistry ; Oxygen ; Photodegradation ; Photolysis ; Photosensitization ; Plant extracts ; Plant Oils - chemistry ; Radiation-Protective Agents - chemistry ; Reactive oxygen species ; Riboflavin ; Singlet oxygen ; Singlet Oxygen - chemistry ; Spectrophotometry, Ultraviolet ; Thymol ; Thymol - analysis ; Tryptophan ; Volatile compounds</subject><ispartof>Photochemistry and photobiology, 2020-09, Vol.96 (5), p.1005-1013</ispartof><rights>2020 American Society for Photobiology</rights><rights>2020 American Society for Photobiology.</rights><rights>Copyright © 2020 American Society for Photobiology</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3885-5743275e20f64ed2af628ab6fd89b8f0f6f6ee77afa2a99417809226b66d27f23</citedby><cites>FETCH-LOGICAL-c3885-5743275e20f64ed2af628ab6fd89b8f0f6f6ee77afa2a99417809226b66d27f23</cites><orcidid>0000-0001-7843-9548</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fphp.13265$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fphp.13265$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32220075$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dimarco Palencia, Frida C. D.</creatorcontrib><creatorcontrib>Muñoz, Vanesa A.</creatorcontrib><creatorcontrib>Posadaz, Ariana C.</creatorcontrib><creatorcontrib>Cifuente, Diego A.</creatorcontrib><creatorcontrib>Miskoski, Sandra</creatorcontrib><creatorcontrib>Ferrari, Gabriela V.</creatorcontrib><creatorcontrib>García, Norman A.</creatorcontrib><creatorcontrib>Montaña, María P.</creatorcontrib><title>Oregano Essential Oil Interactions with Photogenerated Singlet Molecular Oxygen</title><title>Photochemistry and photobiology</title><addtitle>Photochem Photobiol</addtitle><description>Essential oils are a mixture of volatile compounds, products of the secondary metabolism of plants. Once extracted, they can be deteriorated losing their organoleptic and therapeutic properties due to various environmental factors, being light exposure in aerobic conditions the main cause. In this work, the oregano essential oil extraction and characterization from Origanum vulgare plants grown in the experimental field of the FTU‐UNSL and its photodegradation in MeOH:H2O 60:40 v/v solvent were studied. Characterization by EIMS and NIST Mass Spectrometry indicates the main compounds of oregano essential oil, quantified in the extracted oil by GC‐MS, are carvacrol (7.14%) and thymol (47.37%). Degradation of essential oil and its two major components can be caused by reactive oxygen species photogenerated from endogenous sensitizers as riboflavin. Our results suggest degradation occurs involving singlet molecular oxygen. Interaction of carvacrol and thymol with singlet oxygen is mainly a physical process, while essential oil has an important reactive component, which indicates there might be other constituents which could contribute to reactive photoprotection. The effect of simultaneous presence of oregano essential oil and tryptophan amino acid—used as a photooxidizable model under riboflavin‐photosensitizing conditions—was studied in order to evaluate the possible photoprotection exerted by the essential oil.
Oregano essential oil (OEO) from Origanum Vulgare was extracted. The interaction of OEO and its major components carvacrol (CR) and thymol (TM) with reactive oxygen species photogenerated from riboflavin as sensitizer was studied.</description><subject>Aerobic conditions</subject><subject>Amino acids</subject><subject>Aromatherapy</subject><subject>Biodegradation</subject><subject>Carvacrol</subject><subject>Cymenes - analysis</subject><subject>Environmental factors</subject><subject>Essential oils</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>Light</subject><subject>Mass spectrometry</subject><subject>Mass spectroscopy</subject><subject>Oils & fats</subject><subject>Oils, Volatile - chemistry</subject><subject>Oregano</subject><subject>Origanum - chemistry</subject><subject>Oxygen</subject><subject>Photodegradation</subject><subject>Photolysis</subject><subject>Photosensitization</subject><subject>Plant extracts</subject><subject>Plant Oils - chemistry</subject><subject>Radiation-Protective Agents - chemistry</subject><subject>Reactive oxygen species</subject><subject>Riboflavin</subject><subject>Singlet oxygen</subject><subject>Singlet Oxygen - chemistry</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Thymol</subject><subject>Thymol - analysis</subject><subject>Tryptophan</subject><subject>Volatile compounds</subject><issn>0031-8655</issn><issn>1751-1097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kE1r3DAQhkVpaDbbHvoHiqGX5uBEGuvLxxLSbiDBC0nPQmuPdh201laySfffR8kmPQQyl4F3Hl6Gh5CvjJ6xPOe7ze6MVSDFBzJjSrCS0Vp9JDNKK1ZqKcQxOUnpnlLGa8U-keMKAChVYkaaJuLaDqG4TAmHsbe-aHpfXA0jRtuOfRhS8dCPm2K5CWNY45DjEbvith_WHsfiJnhsJ29j0fzb5_NncuSsT_jlZc_Jn1-XdxeL8rr5fXXx87psK61FKRSvQAkE6iTHDqyToO1Kuk7XK-1y6iSiUtZZsHXNmdK0BpArKTtQDqo5-XHo3cXwd8I0mm2fWvTeDhimZKDSHBhnVGT0-xv0PkxxyN8Z4FxykFrITJ0eqDaGlCI6s4v91sa9YdQ8WTbZsnm2nNlvL43Taovdf_JVawbOD8BD73H_fpNZLpaHykc8B4V5</recordid><startdate>202009</startdate><enddate>202009</enddate><creator>Dimarco Palencia, Frida C. D.</creator><creator>Muñoz, Vanesa A.</creator><creator>Posadaz, Ariana C.</creator><creator>Cifuente, Diego A.</creator><creator>Miskoski, Sandra</creator><creator>Ferrari, Gabriela V.</creator><creator>García, Norman A.</creator><creator>Montaña, María P.</creator><general>Blackwell Publishing 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>4T-</scope><scope>7TM</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>K9.</scope><scope>NAPCQ</scope><scope>P64</scope><scope>RC3</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7843-9548</orcidid></search><sort><creationdate>202009</creationdate><title>Oregano Essential Oil Interactions with Photogenerated Singlet Molecular Oxygen</title><author>Dimarco Palencia, Frida C. D. ; Muñoz, Vanesa A. ; Posadaz, Ariana C. ; Cifuente, Diego A. ; Miskoski, Sandra ; Ferrari, Gabriela V. ; García, Norman A. ; Montaña, María P.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3885-5743275e20f64ed2af628ab6fd89b8f0f6f6ee77afa2a99417809226b66d27f23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aerobic conditions</topic><topic>Amino acids</topic><topic>Aromatherapy</topic><topic>Biodegradation</topic><topic>Carvacrol</topic><topic>Cymenes - analysis</topic><topic>Environmental factors</topic><topic>Essential oils</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>Light</topic><topic>Mass spectrometry</topic><topic>Mass spectroscopy</topic><topic>Oils & fats</topic><topic>Oils, Volatile - chemistry</topic><topic>Oregano</topic><topic>Origanum - chemistry</topic><topic>Oxygen</topic><topic>Photodegradation</topic><topic>Photolysis</topic><topic>Photosensitization</topic><topic>Plant extracts</topic><topic>Plant Oils - chemistry</topic><topic>Radiation-Protective Agents - chemistry</topic><topic>Reactive oxygen species</topic><topic>Riboflavin</topic><topic>Singlet oxygen</topic><topic>Singlet Oxygen - chemistry</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Thymol</topic><topic>Thymol - analysis</topic><topic>Tryptophan</topic><topic>Volatile compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dimarco Palencia, Frida C. D.</creatorcontrib><creatorcontrib>Muñoz, Vanesa A.</creatorcontrib><creatorcontrib>Posadaz, Ariana C.</creatorcontrib><creatorcontrib>Cifuente, Diego A.</creatorcontrib><creatorcontrib>Miskoski, Sandra</creatorcontrib><creatorcontrib>Ferrari, Gabriela V.</creatorcontrib><creatorcontrib>García, Norman A.</creatorcontrib><creatorcontrib>Montaña, María P.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Docstoc</collection><collection>Nucleic Acids Abstracts</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Nursing & Allied Health Premium</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Photochemistry and photobiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dimarco Palencia, Frida C. D.</au><au>Muñoz, Vanesa A.</au><au>Posadaz, Ariana C.</au><au>Cifuente, Diego A.</au><au>Miskoski, Sandra</au><au>Ferrari, Gabriela V.</au><au>García, Norman A.</au><au>Montaña, María P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Oregano Essential Oil Interactions with Photogenerated Singlet Molecular Oxygen</atitle><jtitle>Photochemistry and photobiology</jtitle><addtitle>Photochem Photobiol</addtitle><date>2020-09</date><risdate>2020</risdate><volume>96</volume><issue>5</issue><spage>1005</spage><epage>1013</epage><pages>1005-1013</pages><issn>0031-8655</issn><eissn>1751-1097</eissn><abstract>Essential oils are a mixture of volatile compounds, products of the secondary metabolism of plants. Once extracted, they can be deteriorated losing their organoleptic and therapeutic properties due to various environmental factors, being light exposure in aerobic conditions the main cause. In this work, the oregano essential oil extraction and characterization from Origanum vulgare plants grown in the experimental field of the FTU‐UNSL and its photodegradation in MeOH:H2O 60:40 v/v solvent were studied. Characterization by EIMS and NIST Mass Spectrometry indicates the main compounds of oregano essential oil, quantified in the extracted oil by GC‐MS, are carvacrol (7.14%) and thymol (47.37%). Degradation of essential oil and its two major components can be caused by reactive oxygen species photogenerated from endogenous sensitizers as riboflavin. Our results suggest degradation occurs involving singlet molecular oxygen. Interaction of carvacrol and thymol with singlet oxygen is mainly a physical process, while essential oil has an important reactive component, which indicates there might be other constituents which could contribute to reactive photoprotection. The effect of simultaneous presence of oregano essential oil and tryptophan amino acid—used as a photooxidizable model under riboflavin‐photosensitizing conditions—was studied in order to evaluate the possible photoprotection exerted by the essential oil.
Oregano essential oil (OEO) from Origanum Vulgare was extracted. The interaction of OEO and its major components carvacrol (CR) and thymol (TM) with reactive oxygen species photogenerated from riboflavin as sensitizer was studied.</abstract><cop>United States</cop><pub>Blackwell Publishing Ltd</pub><pmid>32220075</pmid><doi>10.1111/php.13265</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0001-7843-9548</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Aerobic conditions Amino acids Aromatherapy Biodegradation Carvacrol Cymenes - analysis Environmental factors Essential oils Gas Chromatography-Mass Spectrometry Light Mass spectrometry Mass spectroscopy Oils & fats Oils, Volatile - chemistry Oregano Origanum - chemistry Oxygen Photodegradation Photolysis Photosensitization Plant extracts Plant Oils - chemistry Radiation-Protective Agents - chemistry Reactive oxygen species Riboflavin Singlet oxygen Singlet Oxygen - chemistry Spectrophotometry, Ultraviolet Thymol Thymol - analysis Tryptophan Volatile compounds |
title | Oregano Essential Oil Interactions with Photogenerated Singlet Molecular Oxygen |
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