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Chemical composition of the essential oils isolated from Phlomis olivieri Benth (Lamiaceae) in four western provinces in Iran

Year 2024, Volume: 11 Issue: 2, 315 - 332, 03.06.2024
https://doi.org/10.21448/ijsm.1380206

Abstract

Phlomis olivieri Benth is a valuable medicinal plant in the flora of Iran and can be collected in different parts of the country. To date, no comprehensive phytochemical research has been done on it in different parts of Iran. In this research, the essential oils of this medicinal plant were investigated in eight locations of western provinces of Iran. For this, aerial parts of the plant were collected in its natural habitats, dried under the shade condition (approximately 25°C), and then powdered. The essential oil was isolated by Clevenger apparatus and chemically analyzed by a Gas Chromatography (6890N)-Mass Spectroscopy (5973N) device in Payame Noor University (PNU), Hamedan, Iran. Except for some cases (EC, TNV, and K) there were no significant differences in the characteristics of the soil of the investigated areas. In the chemical structure of this plant, 17 and 11 constituents were identified in A1 and A2, 17 and 18 in B1 and B2, 17 and 15 in C1 and C2, and 21 and 15 in D1 and D2 locations of four western provinces in Iran. The results showed that caryophyllene (A1, A2, B1 and B2), 1H-cyclopenta [1, 3] cyclopropa [1, 2] benzene (C1), naphthalene, decahydro-4a–methyl (C2), estra-1, 3, 5(10)-trian-17a-ol (D1), and n-hexadecanoic acid (D2) were dominant constituents. Therefore, this valuable medicinal plant has diverse chemical constituents in the studied locations in Iran which should be considered from different aspects.

References

  • Adams, R.P. (2001). Identification of essential oil components by gas chromatography- quadrupole mass spectroscopy. Allured Publishing Corporation.
  • Amor, IL-B., Boubaker, J., Sgaier, MB., Skandrani, I., Bhouri, W., Neffati, A., …, Chekir-Ghedira, L. (2009). Phytochemistry and biological activities of Phlomis species. Journal of Ethnopharmacology, 125, 183-202. https://doi.org/10.1016/j.jep.2009.06.022
  • Asadi, M., Nouri-Ganbalani, G., Rafiee-Dastjerdi, H., Hassanpour, M., & Naseri, B. (2018). The effects of Rosmarinus officinalis L. and Salvia officinalis L. (Lamiaceae) essential oils on demographic parameters of Habrobracon hebetor Say (Hym.: Braconidae) on Ephestia kuehniella Zeller (Lep.: Pyralidae) Larvae. Journal of Essential Oil Bearing Plants, 21(3), 169-182.
  • Asadi, M., Rafiee-Dastjerdi, H., Nouri-Ganbalani, G., Naseri, B., & Hassanpour, M. (2019). Insecticidal activity of isolated essential oils from three medicinal plants on the biological control agent, Habrobracon hebetor Say (Hymenoptera: Braconidae). Acta Biologica Szegediensis, 63(1), 63-68.
  • Asadi, M. (2022). Chemical content of the aerial parts essential oil from rosemary, Rosmarinus officinalis L. (Lamiaceae) samples collected from Kermanshah province in the west of Iran. International Journal of Plant-Based Pharmaceuticals, 2(1), 30-36.
  • Babaee Ghaghelestany ,A., Alebrahim, M.T., & Asadi, M. (2020). Chemical analysis and identifying essential oil constituents from Sage (Salvia officinalis L.). Food Science and Technology, 17(101), 155-165.
  • Bajalan, I., Rouzbahani, R., Ghasemi Pirbalouti, A., & Maggi, F. (2017). Variation in chemical composition and antibacterial activity of the essential oil of wild populations of Phlomis olivieri. Chemistry and Biodiversity, 14(5), e1600444.
  • Carter, M.R., & Gregorich, E.G. (2007). Soil sampling and methods of analysis. CRC press.
  • Degenhardt, J., Kollner, T.G., & Gershenzon, J. (2009). Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants. Phytochemistry, 70, 1621-1637.
  • Fattahi, M., & Najjari, Z. (2022). Essential oil composition and phytochemical survey of Phlomis herba-venti, Phlomis persica Boiss. and Phlomis olivieri Benth. from Northwestern Iran. Eco-phytochemical Journal of Medicinal Plants, 10(1), 47-62.
  • Figueiredo, A.C., Barroso, J.G., Pedro, L.G., & Scheffer, J.J. (2008). Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour and Fragrance Journal, 23(4), 213-226.
  • Ghassemi, N., Sajadi, S.E., & Lame, M.A. (2001). Volatile constituents of Phlomis olivieri Benth. DARU Journal of Pharmaceutical Sciences, 9(1-2), 48-50
  • Ghavam, M. (2023). Phytochemical analysis and antibacterial/antifungal activity of the essential oil of Phlomis olivieri Benth in Iran. Inflammopharmacology, 31(5), 2493-2504.
  • Hanif, M.A., Nisar, S., Samin Khan, G., Mushtaq, Z., & Zubair, M. (2019). Essential oils, In: Essential oil research: Trends in biosynthesis, analytics, industrial applications and biotechnological production, pp 3-17.
  • Jamzad, M., Jamzad, Z., Mokhber, F., & Ziareh, S. (2013). Essential oil composition of the leaves and flowers of Phlomis persica Boiss. and Phlomis olivieri Benth. From Iran. Journal of Essential Oil Bearing Plants, 16(4), 451-455.
  • Javidnia, K., Miri, R., Soltani, M., & Khosravi, A.R. (2010). Essential oil composition of two species of Phlomis L. (Phlomis aucheri Boiss. and Phlomis elliptica Benth.)(Lamiaceae) from Iran. Journal of Essential Oil Research, 22(4), 314-317.
  • Khalid, K.A., & Ahmed, A.M. (2021). Effect of soil type on grapefruit and shaddock essential oils. Journal of Soil Science and Plant Nutrition, 21(3), 2048-2056.
  • Khalilzadeh, M.A., Rustaiyan,A., Masoudi, S., & Tajbakhsh, M. (2005). Essential oils of Phlomis persica Boiss. and Phlomis olivieri Benth. from Iran. Journal of Essential Oil Research, 17(6), 624-625.
  • Mahdavi, M., Jouri, M.H., Deylam Salehi, M., & Motevalizadeh, A. (2014). The effects of ecological factors of site on quality and quantity of the essence from Phlomis cancellata Bunge. in Mazandaran province (Iran). International Journal of Agriculture and Crop Sciences, 7(15), 1478-1484.
  • Mehalaine, S., & Chenchouni, H. (2021). Quantifying how climatic factors influence essential oil yield in wild-growing plants. Arabian Journal of Geosciences, 14(13), 1257.
  • Mirza, M., & Baher Nik, Z. (2003). Volatile constituents of Phlomis olivieri Benth. from Iran. Flavour and Fragrance Journal, 18(2), 131-132.
  • Mohammadifar, F., Delnavazi, M.R., & Yassa, Y. (2015). Chemical analysis and toxicity screening of Phlomis olivieri Benth. and Phlomis persica Boiss. essential oils. Pharmaceutical Sciences, 21(1), 12-17.
  • Negahban, M., Moharramipour, S., & Sefidkon, F. (2007). Fumigant toxicity of essential oil from Artemisia sieberi Besser against three insects. Journal of Stored Product Research, 43, 123-128.
  • Parsia Aref, S., & Valizadegan, O. (2015). Fumigant toxicity and repellent effect of three Iranian eucalyptus species against the lesser grain beetle, Rhyzopertha dominica (F.) (Col.: Bostrychidae). Journal of Entomology and Zoology Studies, 3(2), 198-202.
  • Raja, R.R. (2012). Medicinally potential plants of Labiatae (Lamiaceae) family: an overview. Research Journal of Medicinal Plant, 6(3), 203-213.
  • Salehi, M., & Kalvandi, R. (2022). Evaluation of Morphological and phytochemical diversity of different populations of Phlomis olivieri Benth in Hamedan Province. Journal of Horticultural Science, 36(3), 721-734.
  • Salehi, M., & Kalvandi, R. (2023). New insights into the chemical composition of essential oils from Phlomis olivieri Benth. shoots. Biochemical Systematics and Ecology, 108, 104642.
  • Samsam Shariat, S.H. (2007). Extraction and extraction of active plant substances. Mani Publications, Tehran, Iran.
  • Sarkhail, P., Monsef-Esfehani, H.R., Amin, G., Salehi Surmaghi, M.H., & Shafiee, A. (2006). Phytochemical study of Phlomis olivieri Benth and Phlomis persica Boiss. DARU Journal of Pharmaceutical Sciences, 14(3), 115-121.
  • Tajbakhsh, M., Rineh, A., Khalilzadeh, M.A. (2007). Chemical composition of the essential oils from leaves, flowers, stem and root of Phlomis olivieri benth. Journal of Essential Oil Research, 6, 501-503.
  • Turek, C., & Stintzing, F.C. (2013). Stability of essential oils: a review. Comprehensive reviews in Food Science and Food Safety, 12(1), 40-53.
  • Uritu, C.M., Mihai, C.T., Stanciu, G.D., Dodi, G., Alexa-Stratulat, T., Luca, A., Leon-Constantin, M.M., Stefanescu, R., Bild, V., Melnic, S., & Tamba, B.I. (2018). Medicinal plants of the family Lamiaceae in pain therapy: A review. Pain Research and Management, Article ID 7801543, 1-44. https://doi.org/10.1155/2018/7801543

Chemical composition of the essential oils isolated from Phlomis olivieri Benth (Lamiaceae) in four western provinces in Iran

Year 2024, Volume: 11 Issue: 2, 315 - 332, 03.06.2024
https://doi.org/10.21448/ijsm.1380206

Abstract

Phlomis olivieri Benth is a valuable medicinal plant in the flora of Iran and can be collected in different parts of the country. To date, no comprehensive phytochemical research has been done on it in different parts of Iran. In this research, the essential oils of this medicinal plant were investigated in eight locations of western provinces of Iran. For this, aerial parts of the plant were collected in its natural habitats, dried under the shade condition (approximately 25°C), and then powdered. The essential oil was isolated by Clevenger apparatus and chemically analyzed by a Gas Chromatography (6890N)-Mass Spectroscopy (5973N) device in Payame Noor University (PNU), Hamedan, Iran. Except for some cases (EC, TNV, and K) there were no significant differences in the characteristics of the soil of the investigated areas. In the chemical structure of this plant, 17 and 11 constituents were identified in A1 and A2, 17 and 18 in B1 and B2, 17 and 15 in C1 and C2, and 21 and 15 in D1 and D2 locations of four western provinces in Iran. The results showed that caryophyllene (A1, A2, B1 and B2), 1H-cyclopenta [1, 3] cyclopropa [1, 2] benzene (C1), naphthalene, decahydro-4a–methyl (C2), estra-1, 3, 5(10)-trian-17a-ol (D1), and n-hexadecanoic acid (D2) were dominant constituents. Therefore, this valuable medicinal plant has diverse chemical constituents in the studied locations in Iran which should be considered from different aspects.

References

  • Adams, R.P. (2001). Identification of essential oil components by gas chromatography- quadrupole mass spectroscopy. Allured Publishing Corporation.
  • Amor, IL-B., Boubaker, J., Sgaier, MB., Skandrani, I., Bhouri, W., Neffati, A., …, Chekir-Ghedira, L. (2009). Phytochemistry and biological activities of Phlomis species. Journal of Ethnopharmacology, 125, 183-202. https://doi.org/10.1016/j.jep.2009.06.022
  • Asadi, M., Nouri-Ganbalani, G., Rafiee-Dastjerdi, H., Hassanpour, M., & Naseri, B. (2018). The effects of Rosmarinus officinalis L. and Salvia officinalis L. (Lamiaceae) essential oils on demographic parameters of Habrobracon hebetor Say (Hym.: Braconidae) on Ephestia kuehniella Zeller (Lep.: Pyralidae) Larvae. Journal of Essential Oil Bearing Plants, 21(3), 169-182.
  • Asadi, M., Rafiee-Dastjerdi, H., Nouri-Ganbalani, G., Naseri, B., & Hassanpour, M. (2019). Insecticidal activity of isolated essential oils from three medicinal plants on the biological control agent, Habrobracon hebetor Say (Hymenoptera: Braconidae). Acta Biologica Szegediensis, 63(1), 63-68.
  • Asadi, M. (2022). Chemical content of the aerial parts essential oil from rosemary, Rosmarinus officinalis L. (Lamiaceae) samples collected from Kermanshah province in the west of Iran. International Journal of Plant-Based Pharmaceuticals, 2(1), 30-36.
  • Babaee Ghaghelestany ,A., Alebrahim, M.T., & Asadi, M. (2020). Chemical analysis and identifying essential oil constituents from Sage (Salvia officinalis L.). Food Science and Technology, 17(101), 155-165.
  • Bajalan, I., Rouzbahani, R., Ghasemi Pirbalouti, A., & Maggi, F. (2017). Variation in chemical composition and antibacterial activity of the essential oil of wild populations of Phlomis olivieri. Chemistry and Biodiversity, 14(5), e1600444.
  • Carter, M.R., & Gregorich, E.G. (2007). Soil sampling and methods of analysis. CRC press.
  • Degenhardt, J., Kollner, T.G., & Gershenzon, J. (2009). Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants. Phytochemistry, 70, 1621-1637.
  • Fattahi, M., & Najjari, Z. (2022). Essential oil composition and phytochemical survey of Phlomis herba-venti, Phlomis persica Boiss. and Phlomis olivieri Benth. from Northwestern Iran. Eco-phytochemical Journal of Medicinal Plants, 10(1), 47-62.
  • Figueiredo, A.C., Barroso, J.G., Pedro, L.G., & Scheffer, J.J. (2008). Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour and Fragrance Journal, 23(4), 213-226.
  • Ghassemi, N., Sajadi, S.E., & Lame, M.A. (2001). Volatile constituents of Phlomis olivieri Benth. DARU Journal of Pharmaceutical Sciences, 9(1-2), 48-50
  • Ghavam, M. (2023). Phytochemical analysis and antibacterial/antifungal activity of the essential oil of Phlomis olivieri Benth in Iran. Inflammopharmacology, 31(5), 2493-2504.
  • Hanif, M.A., Nisar, S., Samin Khan, G., Mushtaq, Z., & Zubair, M. (2019). Essential oils, In: Essential oil research: Trends in biosynthesis, analytics, industrial applications and biotechnological production, pp 3-17.
  • Jamzad, M., Jamzad, Z., Mokhber, F., & Ziareh, S. (2013). Essential oil composition of the leaves and flowers of Phlomis persica Boiss. and Phlomis olivieri Benth. From Iran. Journal of Essential Oil Bearing Plants, 16(4), 451-455.
  • Javidnia, K., Miri, R., Soltani, M., & Khosravi, A.R. (2010). Essential oil composition of two species of Phlomis L. (Phlomis aucheri Boiss. and Phlomis elliptica Benth.)(Lamiaceae) from Iran. Journal of Essential Oil Research, 22(4), 314-317.
  • Khalid, K.A., & Ahmed, A.M. (2021). Effect of soil type on grapefruit and shaddock essential oils. Journal of Soil Science and Plant Nutrition, 21(3), 2048-2056.
  • Khalilzadeh, M.A., Rustaiyan,A., Masoudi, S., & Tajbakhsh, M. (2005). Essential oils of Phlomis persica Boiss. and Phlomis olivieri Benth. from Iran. Journal of Essential Oil Research, 17(6), 624-625.
  • Mahdavi, M., Jouri, M.H., Deylam Salehi, M., & Motevalizadeh, A. (2014). The effects of ecological factors of site on quality and quantity of the essence from Phlomis cancellata Bunge. in Mazandaran province (Iran). International Journal of Agriculture and Crop Sciences, 7(15), 1478-1484.
  • Mehalaine, S., & Chenchouni, H. (2021). Quantifying how climatic factors influence essential oil yield in wild-growing plants. Arabian Journal of Geosciences, 14(13), 1257.
  • Mirza, M., & Baher Nik, Z. (2003). Volatile constituents of Phlomis olivieri Benth. from Iran. Flavour and Fragrance Journal, 18(2), 131-132.
  • Mohammadifar, F., Delnavazi, M.R., & Yassa, Y. (2015). Chemical analysis and toxicity screening of Phlomis olivieri Benth. and Phlomis persica Boiss. essential oils. Pharmaceutical Sciences, 21(1), 12-17.
  • Negahban, M., Moharramipour, S., & Sefidkon, F. (2007). Fumigant toxicity of essential oil from Artemisia sieberi Besser against three insects. Journal of Stored Product Research, 43, 123-128.
  • Parsia Aref, S., & Valizadegan, O. (2015). Fumigant toxicity and repellent effect of three Iranian eucalyptus species against the lesser grain beetle, Rhyzopertha dominica (F.) (Col.: Bostrychidae). Journal of Entomology and Zoology Studies, 3(2), 198-202.
  • Raja, R.R. (2012). Medicinally potential plants of Labiatae (Lamiaceae) family: an overview. Research Journal of Medicinal Plant, 6(3), 203-213.
  • Salehi, M., & Kalvandi, R. (2022). Evaluation of Morphological and phytochemical diversity of different populations of Phlomis olivieri Benth in Hamedan Province. Journal of Horticultural Science, 36(3), 721-734.
  • Salehi, M., & Kalvandi, R. (2023). New insights into the chemical composition of essential oils from Phlomis olivieri Benth. shoots. Biochemical Systematics and Ecology, 108, 104642.
  • Samsam Shariat, S.H. (2007). Extraction and extraction of active plant substances. Mani Publications, Tehran, Iran.
  • Sarkhail, P., Monsef-Esfehani, H.R., Amin, G., Salehi Surmaghi, M.H., & Shafiee, A. (2006). Phytochemical study of Phlomis olivieri Benth and Phlomis persica Boiss. DARU Journal of Pharmaceutical Sciences, 14(3), 115-121.
  • Tajbakhsh, M., Rineh, A., Khalilzadeh, M.A. (2007). Chemical composition of the essential oils from leaves, flowers, stem and root of Phlomis olivieri benth. Journal of Essential Oil Research, 6, 501-503.
  • Turek, C., & Stintzing, F.C. (2013). Stability of essential oils: a review. Comprehensive reviews in Food Science and Food Safety, 12(1), 40-53.
  • Uritu, C.M., Mihai, C.T., Stanciu, G.D., Dodi, G., Alexa-Stratulat, T., Luca, A., Leon-Constantin, M.M., Stefanescu, R., Bild, V., Melnic, S., & Tamba, B.I. (2018). Medicinal plants of the family Lamiaceae in pain therapy: A review. Pain Research and Management, Article ID 7801543, 1-44. https://doi.org/10.1155/2018/7801543
There are 32 citations in total.

Details

Primary Language English
Subjects Plant Biochemistry, Botany (Other)
Journal Section Articles
Authors

Mahtab Asgari Nematian 0000-0002-2146-0765

Behjat Bahramynia This is me 0000-0003-2414-7640

Zahra Baghaeifar This is me 0000-0003-2414-7640

Early Pub Date April 22, 2024
Publication Date June 3, 2024
Submission Date October 23, 2023
Acceptance Date January 24, 2024
Published in Issue Year 2024 Volume: 11 Issue: 2

Cite

APA Asgari Nematian, M., Bahramynia, B., & Baghaeifar, Z. (2024). Chemical composition of the essential oils isolated from Phlomis olivieri Benth (Lamiaceae) in four western provinces in Iran. International Journal of Secondary Metabolite, 11(2), 315-332. https://doi.org/10.21448/ijsm.1380206
International Journal of Secondary Metabolite

e-ISSN: 2148-6905