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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Veröffentlicht in:Photochemistry and photobiology 2020-09, Vol.96 (5), p.1005-1013
Hauptverfasser: 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.
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container_end_page 1013
container_issue 5
container_start_page 1005
container_title Photochemistry and photobiology
container_volume 96
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.
doi_str_mv 10.1111/php.13265
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D. ; Muñoz, Vanesa A. ; Posadaz, Ariana C. ; Cifuente, Diego A. ; Miskoski, Sandra ; Ferrari, Gabriela V. ; García, Norman A. ; Montaña, María P.</creator><creatorcontrib>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.</creatorcontrib><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. 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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. 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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. 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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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source MEDLINE; Wiley Online Library Journals Frontfile Complete
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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