Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis
Propolis is a resinous mixture of substances collected and processed from various botanical sources by honeybees. Black poplar (<i>Populus balsamifera</i> L.) buds are one of the primary sources of propolis. Despite their reported therapeutic properties, little is known about the innate...
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MDPI AG
2022-12-01
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| Series: | Plants |
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| author | Igor A. Schepetkin Gulmira Özek Temel Özek Liliya N. Kirpotina Polina I. Kokorina Andrei I. Khlebnikov Mark T. Quinn |
| author_facet | Igor A. Schepetkin Gulmira Özek Temel Özek Liliya N. Kirpotina Polina I. Kokorina Andrei I. Khlebnikov Mark T. Quinn |
| author_sort | Igor A. Schepetkin |
| collection | DOAJ |
| description | Propolis is a resinous mixture of substances collected and processed from various botanical sources by honeybees. Black poplar (<i>Populus balsamifera</i> L.) buds are one of the primary sources of propolis. Despite their reported therapeutic properties, little is known about the innate immunomodulatory activity of essential oils from <i>P. balsamifera</i> and propolis. In the present studies, essential oils were isolated from the buds of <i>P. balsamifera</i> and propolis collected in Montana. The main components of the essential oil from <i>P. balsamifera</i> were <i>E</i>-nerolidol (64.0%), 1,8-cineole (10.8%), benzyl benzoate (3.7%), α-terpinyl acetate (2.7%), α-pinene (1.8%), o-methyl anisol (1.8%), salicylaldehyde (1.8%), and benzyl salicylate (1.6%). Likewise, the essential oil from propolis was enriched with <i>E</i>-nerolidol (14.4%), cabreuva oxide-VI (7.9%), α-bisabolol (7.1%), benzyl benzoate (6.1%), β-eudesmol (3.6%), T-cadinol (3.1%), 2-methyl-3-buten-2-ol (3.1%), α-eudesmol (3.0%), fokienol (2.2%), nerolidol oxide derivative (1.9%), decanal (1.8%), 3-butenyl benzene (1.5%), 1,4-dihydronaphthalene (1.5%), selina-4,11-diene (1.5%), α-cadinol (1.5%), linalool (1.4%), γ-cadinene (1.4%), 2-phenylethyl-2-methyl butyrate (1.4%), 2-methyl-2-butenol (1.3%), octanal (1.1%), benzylacetone (1.1%), and eremoligenol (1.1%). A comparison between <i>P. balsamifera</i> and propolis essential oils demonstrated that 22 compounds were found in both essential oil samples. Both were enriched in <i>E</i>-nerolidol and its derivatives, including cabreuva oxide VI and nerolidol oxides. <i>P. balsamifera</i> and propolis essential oils and pure nerolidol activated Ca<sup>2+</sup> influx in human neutrophils. Since these treatments activated neutrophils, the essential oil samples were also evaluated for their ability to down-regulate the neutrophil responses to subsequent agonist activation. Indeed, treatment with <i>P. balsamifera</i> and propolis essential oils inhibited subsequent activation of these cells by the <i>N</i>-formyl peptide receptor 1 (FPR1) agonist <i>f</i>MLF and the FPR2 agonist WKYMVM. Likewise, nerolidol inhibited human neutrophil activation induced by <i>f</i>MLF (IC<sub>50</sub> = 4.0 μM) and WKYMVM (IC<sub>50</sub> = 3.7 μM). Pretreatment with the essential oils and nerolidol also inhibited human neutrophil chemotaxis induced by <i>f</i>MLF, again suggesting that these treatments down-regulated human neutrophil responses to inflammatory chemoattractants. Finally, reverse pharmacophore mapping predicted several potential kinase targets for nerolidol. Thus, our studies have identified nerolidol as a potential anti-inflammatory modulator of human neutrophils. |
| first_indexed | 2024-03-09T17:35:12Z |
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| institution | Directory Open Access Journal |
| issn | 2223-7747 |
| language | English |
| last_indexed | 2024-03-09T17:35:12Z |
| publishDate | 2022-12-01 |
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| spelling | doaj.art-cc6c14a8fead422fb97424dd2c716db42023-11-24T11:57:20ZengMDPI AGPlants2223-77472022-12-011123339910.3390/plants11233399Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and PropolisIgor A. Schepetkin0Gulmira Özek1Temel Özek2Liliya N. Kirpotina3Polina I. Kokorina4Andrei I. Khlebnikov5Mark T. Quinn6Department of Microbiology and Cell Biology, Montana State University, Bozeman, MT 59717, USADepartment of Pharmacognosy, Faculty of Pharmacy, Anadolu University, Eskisehir 26470, TurkeyDepartment of Pharmacognosy, Faculty of Pharmacy, Anadolu University, Eskisehir 26470, TurkeyDepartment of Microbiology and Cell Biology, Montana State University, Bozeman, MT 59717, USAKizhner Research Center, Tomsk Polytechnic University, Tomsk 634050, RussiaKizhner Research Center, Tomsk Polytechnic University, Tomsk 634050, RussiaDepartment of Microbiology and Cell Biology, Montana State University, Bozeman, MT 59717, USAPropolis is a resinous mixture of substances collected and processed from various botanical sources by honeybees. Black poplar (<i>Populus balsamifera</i> L.) buds are one of the primary sources of propolis. Despite their reported therapeutic properties, little is known about the innate immunomodulatory activity of essential oils from <i>P. balsamifera</i> and propolis. In the present studies, essential oils were isolated from the buds of <i>P. balsamifera</i> and propolis collected in Montana. The main components of the essential oil from <i>P. balsamifera</i> were <i>E</i>-nerolidol (64.0%), 1,8-cineole (10.8%), benzyl benzoate (3.7%), α-terpinyl acetate (2.7%), α-pinene (1.8%), o-methyl anisol (1.8%), salicylaldehyde (1.8%), and benzyl salicylate (1.6%). Likewise, the essential oil from propolis was enriched with <i>E</i>-nerolidol (14.4%), cabreuva oxide-VI (7.9%), α-bisabolol (7.1%), benzyl benzoate (6.1%), β-eudesmol (3.6%), T-cadinol (3.1%), 2-methyl-3-buten-2-ol (3.1%), α-eudesmol (3.0%), fokienol (2.2%), nerolidol oxide derivative (1.9%), decanal (1.8%), 3-butenyl benzene (1.5%), 1,4-dihydronaphthalene (1.5%), selina-4,11-diene (1.5%), α-cadinol (1.5%), linalool (1.4%), γ-cadinene (1.4%), 2-phenylethyl-2-methyl butyrate (1.4%), 2-methyl-2-butenol (1.3%), octanal (1.1%), benzylacetone (1.1%), and eremoligenol (1.1%). A comparison between <i>P. balsamifera</i> and propolis essential oils demonstrated that 22 compounds were found in both essential oil samples. Both were enriched in <i>E</i>-nerolidol and its derivatives, including cabreuva oxide VI and nerolidol oxides. <i>P. balsamifera</i> and propolis essential oils and pure nerolidol activated Ca<sup>2+</sup> influx in human neutrophils. Since these treatments activated neutrophils, the essential oil samples were also evaluated for their ability to down-regulate the neutrophil responses to subsequent agonist activation. Indeed, treatment with <i>P. balsamifera</i> and propolis essential oils inhibited subsequent activation of these cells by the <i>N</i>-formyl peptide receptor 1 (FPR1) agonist <i>f</i>MLF and the FPR2 agonist WKYMVM. Likewise, nerolidol inhibited human neutrophil activation induced by <i>f</i>MLF (IC<sub>50</sub> = 4.0 μM) and WKYMVM (IC<sub>50</sub> = 3.7 μM). Pretreatment with the essential oils and nerolidol also inhibited human neutrophil chemotaxis induced by <i>f</i>MLF, again suggesting that these treatments down-regulated human neutrophil responses to inflammatory chemoattractants. Finally, reverse pharmacophore mapping predicted several potential kinase targets for nerolidol. Thus, our studies have identified nerolidol as a potential anti-inflammatory modulator of human neutrophils.https://www.mdpi.com/2223-7747/11/23/3399calcium fluxchemotaxisessential oilnerolidolneutrophil<i>Populus balsamifera</i> |
| spellingShingle | Igor A. Schepetkin Gulmira Özek Temel Özek Liliya N. Kirpotina Polina I. Kokorina Andrei I. Khlebnikov Mark T. Quinn Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis Plants calcium flux chemotaxis essential oil nerolidol neutrophil <i>Populus balsamifera</i> |
| title | Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis |
| title_full | Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis |
| title_fullStr | Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis |
| title_full_unstemmed | Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis |
| title_short | Neutrophil Immunomodulatory Activity of Nerolidol, a Major Component of Essential Oils from <i>Populus balsamifera</i> Buds and Propolis |
| title_sort | neutrophil immunomodulatory activity of nerolidol a major component of essential oils from i populus balsamifera i buds and propolis |
| topic | calcium flux chemotaxis essential oil nerolidol neutrophil <i>Populus balsamifera</i> |
| url | https://www.mdpi.com/2223-7747/11/23/3399 |
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