Determination of the Degree of Unsaturation in Essential Oils

Being widely used, medicinal products based on vegetable oils require strict regulation and evaluation of quality attributes, determination of shelf-life periods, and monitoring of storage conditions. The most common testing method for unsaturated compounds in vegetable oils is the iodine value dete...

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Main Authors: A. M. Agafonov, I. P. Remezova, V. V. Kosenko, N. D. Bunyatyan, L. S. Anosovа, V. A. Evteev
Format: Article
Language:Russian
Published: NEICON ISP LLC 2023-03-01
Series:Ведомости Научного центра экспертизы средств медицинского применения
Subjects:
Online Access:https://www.vedomostincesmp.ru/jour/article/view/492
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author A. M. Agafonov
I. P. Remezova
V. V. Kosenko
N. D. Bunyatyan
L. S. Anosovа
V. A. Evteev
author_facet A. M. Agafonov
I. P. Remezova
V. V. Kosenko
N. D. Bunyatyan
L. S. Anosovа
V. A. Evteev
author_sort A. M. Agafonov
collection DOAJ
description Being widely used, medicinal products based on vegetable oils require strict regulation and evaluation of quality attributes, determination of shelf-life periods, and monitoring of storage conditions. The most common testing method for unsaturated compounds in vegetable oils is the iodine value determination, which has a range     of limitations. An alternative method for determining the degree of unsaturation is based on epoxidation.The aim of the study was to evaluate the possibility of determining the degree of unsaturation of terpenoids and essential oils using peroxycarboxylic acids.Materials and methods. The authors performed epoxidation of linalool, myrcene, and lemon oil with peroxydecanoic and peroxyoctanoic acids, followed by iodometric titration of the excess acid.Results. The study demonstrated the possibility of measuring the degree of unsaturation of the selected essential oil and terpenoids using peracid epoxidation.   The authors developed a procedure for determining the iodine value of essential oils and calculated the iodine values of linalool, myrcene, and lemon oil. Epoxidation proceeded as a second-order reaction. The authors obtained the following reaction rate constants: 3.9 L×mol–1×min–1 for linalool (298 К), 1.76 L×mol–1×min–1 for myrcene converting to monoxide (298 К), 0.044 L×mol–1×min–1 for myrcene epoxide converting to diepoxide (298 К), and 3.9 L×mol–1×min–1 for lemon oil (297 К).Conclusions. The suggested procedure involving peracid titration for rapid and efficient determination of the degree of unsaturation (iodine value) provides a potential basis for developing a quantification method for total unsaturated bioactive compounds in essential oils.
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spelling doaj.art-316cb81bce8f42a9989df1539ea68de22024-04-21T11:46:35ZrusNEICON ISP LLCВедомости Научного центра экспертизы средств медицинского применения1991-29192619-11722023-03-0113111212010.30895/1991-2919-2023-492374Determination of the Degree of Unsaturation in Essential OilsA. M. Agafonov0I. P. Remezova1V. V. Kosenko2N. D. Bunyatyan3L. S. Anosovа4V. A. Evteev5M. Gorky Donetsk National Medical UniversityPyatigorsk Medical and Pharmaceutical Institute, branch of the Volgograd State Medical UniversityScientific Centre for Expert Evaluation of Medicinal ProductsScientific Centre for Expert Evaluation of Medicinal Products; I.M. Sechenov First Moscow State Medical University (Sechenov University)M. Gorky Donetsk National Medical UniversityScientific Centre for Expert Evaluation of Medicinal ProductsBeing widely used, medicinal products based on vegetable oils require strict regulation and evaluation of quality attributes, determination of shelf-life periods, and monitoring of storage conditions. The most common testing method for unsaturated compounds in vegetable oils is the iodine value determination, which has a range     of limitations. An alternative method for determining the degree of unsaturation is based on epoxidation.The aim of the study was to evaluate the possibility of determining the degree of unsaturation of terpenoids and essential oils using peroxycarboxylic acids.Materials and methods. The authors performed epoxidation of linalool, myrcene, and lemon oil with peroxydecanoic and peroxyoctanoic acids, followed by iodometric titration of the excess acid.Results. The study demonstrated the possibility of measuring the degree of unsaturation of the selected essential oil and terpenoids using peracid epoxidation.   The authors developed a procedure for determining the iodine value of essential oils and calculated the iodine values of linalool, myrcene, and lemon oil. Epoxidation proceeded as a second-order reaction. The authors obtained the following reaction rate constants: 3.9 L×mol–1×min–1 for linalool (298 К), 1.76 L×mol–1×min–1 for myrcene converting to monoxide (298 К), 0.044 L×mol–1×min–1 for myrcene epoxide converting to diepoxide (298 К), and 3.9 L×mol–1×min–1 for lemon oil (297 К).Conclusions. The suggested procedure involving peracid titration for rapid and efficient determination of the degree of unsaturation (iodine value) provides a potential basis for developing a quantification method for total unsaturated bioactive compounds in essential oils.https://www.vedomostincesmp.ru/jour/article/view/492terpenoidsepoxidationperoxy acidlinaloolmyrcenelemon oilunsaturation testtitrimetryiodine valueessential oils
spellingShingle A. M. Agafonov
I. P. Remezova
V. V. Kosenko
N. D. Bunyatyan
L. S. Anosovа
V. A. Evteev
Determination of the Degree of Unsaturation in Essential Oils
Ведомости Научного центра экспертизы средств медицинского применения
terpenoids
epoxidation
peroxy acid
linalool
myrcene
lemon oil
unsaturation test
titrimetry
iodine value
essential oils
title Determination of the Degree of Unsaturation in Essential Oils
title_full Determination of the Degree of Unsaturation in Essential Oils
title_fullStr Determination of the Degree of Unsaturation in Essential Oils
title_full_unstemmed Determination of the Degree of Unsaturation in Essential Oils
title_short Determination of the Degree of Unsaturation in Essential Oils
title_sort determination of the degree of unsaturation in essential oils
topic terpenoids
epoxidation
peroxy acid
linalool
myrcene
lemon oil
unsaturation test
titrimetry
iodine value
essential oils
url https://www.vedomostincesmp.ru/jour/article/view/492
work_keys_str_mv AT amagafonov determinationofthedegreeofunsaturationinessentialoils
AT ipremezova determinationofthedegreeofunsaturationinessentialoils
AT vvkosenko determinationofthedegreeofunsaturationinessentialoils
AT ndbunyatyan determinationofthedegreeofunsaturationinessentialoils
AT lsanosova determinationofthedegreeofunsaturationinessentialoils
AT vaevteev determinationofthedegreeofunsaturationinessentialoils