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Chemical Composition and Repellent Activity of Methyl Cinnamate-Rich Basil (Ocimum basilicum) Essential Oil

Year 2022, Volume: 9 Issue: 4, 1277 - 1284, 30.11.2022
https://doi.org/10.18596/jotcsa.1108807

Abstract

Basil (Ocimum basilicum L.) is an important culinary herb and essential oil source widely recognized worldwide. The oil of the plant is beneficial for medicinal uses, and it has many biological activities such as insect repellent, larvicidal, and bactericidal. This study aimed to investigate basil's essential oil for its chemical composition and repellent activity. The essential oil of basil was extracted from fresh leaves by steam distillation method, and the chemical composition of the oil was determined by using GC/MS. Also, the repellent activity of the oil was tested against American cockroaches. Ebeling Choice-Box test with a little modification used in repellence test. The obtained results of chemical composition revealed that the amount of the oil contained forty-one chemical constituents (~97.1%); the major constituents were methyl cinnamate (25.3%), linalool (19.1%) and estragole (12.3%) as the major oxygenated monoterpenes. While α-bergamoten (5.3%), germacrene (4.6%), γ-cadinene (2.8%), and β-elemene (2.4%) were the main compounds in sesquiterpene hydrocarbons. Whereas, in oxygenated sesquiterpenes, Tau-cadinol (4.3%) was an important compounds and ocimene the highest compound in monoterpene hydrocarbons. The obtained results also indicated that the essential oil had good activity against the P. American, at a 100% concentration of oil; the repellence reaches 100% after 1 h. The IC50 and IC90 values of basil essential oil against P. Americans were 53.0 and 83.0%, respectively. The major compound methyl cinnamate which exists in basil essential oil is a very important compound and could be used in a wide area of industrial applications as repellent products, medicinal products, and cosmetics.

Thanks

The authors are grateful to the laboratory staff of department of applied and industrial chemistry, international university of Africa for their supports.

References

  • 1. Che C-T, Zhang H. Plant natural products for human health. International journal of molecular sciences. 2019 Jan; 20(4):830 - 4.
  • 2. Saeed Z, Iqbal S, Younas U, Bukhari SM, Zaidi A. Variation in antioxidant potential of Vigna unguiculata grown in pure and amended soil. Kuwait Journal of Science. 2020;47(3), 2-14.
  • 3. Ubogu M, Odokuma LO. Growth and lolerance evaluation of selected plants to crude oil contamination for rhizoremediation potentials in the Niger Delta. Kuwait Journal of Science. 2019;46(4), 93-103.
  • 4. Elmi AO, Anderson AK, Albinali AA. Demand for organic food and public perception in the state of Kuwait: A Comparison of conventional and organic vegetable produce quality. Kuwait Journal of Science. 2019;46(4), 120-127.
  • 5. Lim PJ, Gan CS, Yusof A. Lipid lowering effect of Eurycoma longifolia Jack aqueous root extract in hepatocytes. Kuwait Journal of Science. 2019;46(2), 52-58.
  • 6. Telci I, Bayram E, Yılmaz G, Avcı B. Variability in essential oil composition of Turkish basils (Ocimum basilicum L.). Biochemical Systematics and Ecology. 2006;34(6):489–97.
  • 7. Abduelrahman A, Elhussein S, Osman NA, Nour A. Morphological variability and chemical composition of essential oils from nineteen varieties of Basil (Ocimum basilicum L.) growing in Sudan. International Journal of Chemical Technology. 2009;1(1):1–10.
  • 8. Nour A, Elhussein S, Osman N, Ahmed N, Abduelrahman A, Yusoff M. Antibacterial activity of the essential oils of Sudanese accessions of basil (Ocimum basilicum L.). Journal of Applied Sciences. 2009;9(23):4161–7.
  • 9. Nour A, Elhussein S, Osman N. Repellent activities of the essential oils of four Sudanese accessions of basil (Ocimum basilicum L.) against Anopheles mosquito. Journal of Applied Sciences. 2009;9(14):2645–8.
  • 10. Nour AH, Elhussein SA, Osman NA, Yusoff M. A study of the essential oils of four Sudanese accessions of basil (Ocimum basilicum L.) against Anopheles mosquito larvae. American Journal of Applied Sciences. 2009;6(7):1359–63.
  • 11. Aidaross M, Kohob W, Galalb M. Evaluation of repellent and larvicidal activity of Ocimum basilicum L. and Cymbopogon citratus DC. Against Culex quinquefasciatus. Inti Chern. Pharm. Med J. 2005;2(2):243–6.
  • 12. Ch MA, Naz SB, Sharif A, Akram M, Saeed MA. Biological and pharmacological properties of the sweet basil (Ocimum basilicum). Journal of Pharmaceutical Research International. 2015;330–9.
  • 13. Baytop T. Therapy with medicinal plants in Turkey (Past and Present),(p. 189) Publication no 325. Istanbul University, Istanbul. 1984.
  • 14. Kīrtikara KR, Basu BD, An I, Blatter E, Caius JF, Mhaskar K. Indian medicinal plants, with illustrations. 2001.
  • 15. Mesomo MC, Corazza ML, Ndiaye PM, Dalla Santa OR, Cardozo L, Scheer A de P. Supercritical CO2 extracts and essential oil of ginger (Zingiber officinale R.): Chemical composition and antibacterial activity. The Journal of Supercritical Fluids. 2013 Aug 1;80:44–9.
  • 16. Ebeling W, Wagner R, Reierson DA. Influence of repellency on the efficacy of blatticides. I. Learned modification of behavior of the German cockroach. Journal of Economic Entomology. 1966;59(6):1374–88.
  • 17. Bilal A, Jahan N, Ahmed A, Bilal SN, Habib S, Hajra S. Phytochemical and pharmacological studies on Ocimum basilicum Linn-A review. International Journal of Current Research and Review. 2012;4(23), 73-83.
  • 18. Hadj Khelifa L, Brada M, Brahmi F, Achour D, Fauconnier ML, Lognay G. Chemical composition and antioxidant activity of essential oil of Ocimum basilicum leaves from the northern region of Algeria. Journal of Herbal Medicine. 2012;1(2), 53–8.
  • 19. Beatovic D, Krstic-Milosevic D, Trifunovic S, Siljegovic J, Glamoclija J, Ristic M, et al. Chemical composition, antioxidant and antimicrobial activities of the essential oils of twelve Ocimum basilicum L. cultivars grown in Serbia. Records of Natural Products. 2015;9(1), 62-75.
  • 20. Koroch AR, Simon JE, Juliani HR. Essential oil composition of purple basils, their reverted green varieties (Ocimum basilicum) and their associated biological activity. Industrial crops and products. 2017;107,526–30.
  • 21. Hussain AI, Anwar F, Sherazi STH, Przybylski R. Chemical composition, antioxidant and antimicrobial activities of basil (Ocimum basilicum) essential oils depends on seasonal variations. Food chemistry. 2008;108(3), 986–95.
  • 22. Rubab S, Hussain I, Khan B, Unar A, Abbas K, Khichi Z, et al. Biomedical description of Ocimum basilicum L. Journal of Islamic International Medical College. 2017;12(1), 57–69. <URL>.
  • 23. Nawaz H, Hanif MA, Ayub MA, Ishtiaq F, Kanwal N, Rashid N, et al. Raman spectroscopy for the evaluation of the effects of different concentrations of Copper on the chemical composition and biological activity of basil essential oil. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2017;185, 130–8.
  • 24. Pripdeevech P, Chumpolsri W, Suttiarporn P, Wongpornchai S. The chemical composition and antioxidant activities of basil from Thailand using retention indices and comprehensive two-dimensional gas chromatography. Journal of the Serbian Chemical Society. 2010;75(11):1503–13.
  • 25. Avetisyan A, Markosian A, Petrosyan M, Sahakyan N, Babayan A, Aloyan S, et al. Chemical composition and some biological activities of the essential oils from basil Ocimum different cultivars. BMC complementary and alternative medicine. 2017;17(1):1–8.
  • 26. Yoon C, Kang SH, Yang JO, Noh DJ, Indiragandhi P, Kim GH. Repellent activity of citrus oils against the cockroaches Blattella germanica, Periplaneta americana and P. fuliginosa. Journal of Pesticide Science. 2009;34(2), 77–88.
  • 27. El-Seedi HR, Khalil NS, Azeem M, Taher EA, Göransson U, Pålsson K, et al. Chemical composition and repellency of essential oils from four medicinal plants against Ixodes ricinus nymphs (Acari: Ixodidae). Journal of medical entomology. 2014;49(5), 1067–75.
  • 28. Campos EV, Proença PL, Oliveira JL, Melville CC, Della Vechia JF, De Andrade DJ, et al. Chitosan nanoparticles functionalized with β-cyclodextrin: a promising carrier for botanical pesticides. Scientific reports. 2018;8(1), 1–15.
  • 29. Bedini S, Bougherra HH, Flamini G, Cosci F, Belhamel K, Ascrizzi R, et al. Repellency of anethole-and estragole-type fennel essential oils against stored grain pests: the different twins. Bull Insectol. 2016;69(1), 149–57.
  • 30. Dube FF, Tadesse K, Birgersson G, Seyoum E, Tekie H, Ignell R, et al. Fresh, dried or smoked, Repellent properties of volatiles emitted from ethnomedicinal plant leaves against malaria and yellow fever vectors in Ethiopia. Malaria Journal. 2011;10(1), 1–14.
  • 31. Cansian R, Astolfi V, Cardoso R, Paroul N, Roman S, Mielniczki-Pereira A, et al. Insecticidal and repellent activity of the essential oil of Cinnamomum camphora var. linaloolifera Y. Fujita (Ho-Sho) and Cinnamomum camphora (L.) J Presl. var. hosyo (Hon-Sho) on Sitophilus zeamaisMots.(Coleoptera, Curculionedae). Revista Brasileira de Plantas Medicinais. 2015;17(4), 769–73.
  • 32. Azhari H, Yap SS, Nour AH. Extraction and chemical compositions of ginger (Zingiber officinale Roscoe) essential oils as cockroaches repellent. Australian Journal of Basic and Applied Sciences. 2017;11(3), 1–8.
  • 33. Athuman I, Innocent E, Machumi F, Augustino S, Kisinza W. Repellency properties of oils from plants traditionally used as mosquito repellents in Longido district, Tanzania. Int. J. Mosq. Res. 2016; 3(1): 04-08.
  • 34. Maia MF, Moore SJ. Plant-based insect repellents: a review of their efficacy, development and testing. Malaria journal. 2011;10(1), 1–15.
  • 35. Carroll JF, Tabanca N, Kramer M, Elejalde NM, Wedge DE, Bernier UR, et al. Essential oils of Cupressus funebris, Juniperus communis, and J. chinensis (Cupressaceae) as repellents against ticks (Acari: Ixodidae) and mosquitoes (Diptera: Culicidae) and as toxicants against mosquitoes. Journal of Vector Ecology. 2011;36(2), 258–68.
  • 36. Benelli G, Flamini G, Canale A, Molfetta I, Cioni PL, Conti B. Repellence of Hyptis suaveolens whole essential oil and major constituents against adults of the granary weevil Sitophilus granarius. Bulletin of Insectology. 2012;65(2), 177–83.
  • 37. Baldacchino F, Tramut C, Salem A, Liénard E, Delétré E, Franc M, et al. The repellency of lemongrass oil against stable flies, tested using video tracking. Parasite. 2013;20, 21.
  • 38. Gokulakrishnan J, Kuppusamy E, Shanmugam D, Appavu A, Kaliyamoorthi K. Pupicidal and repellent activities of Pogostemon cablin essential oil chemical compounds against medically important human vector mosquitoes. Asian Pacific Journal of Tropical Disease. 2013;3(1), 26–31.
  • 39. Guo S, Zhang W, Liang J, You C, Geng Z, Wang C, et al. Contact and repellent activities of the essential oil from Juniperus formosana against two stored product insects. Molecules. 2016;21(4), 504-11.
  • 40. Nour A.H., Idris A.A., Ishag O.A., Nour A.H., Alara O.R. Chemical constituents and cockroach repellent activity of essential oil from Cyperus rotundus. J Res Pharm. 2022; 26(4): 920-930.
  • 41. Sittichok S, Phaysa W, Soonwera M. Repellency activity of essential oil on thai local plants against american cockroach (Periplaneta americana L.; Blattidae: Blattodea). Journal of Agricultural Technology. 2013;9(6):1613–20.
Year 2022, Volume: 9 Issue: 4, 1277 - 1284, 30.11.2022
https://doi.org/10.18596/jotcsa.1108807

Abstract

References

  • 1. Che C-T, Zhang H. Plant natural products for human health. International journal of molecular sciences. 2019 Jan; 20(4):830 - 4.
  • 2. Saeed Z, Iqbal S, Younas U, Bukhari SM, Zaidi A. Variation in antioxidant potential of Vigna unguiculata grown in pure and amended soil. Kuwait Journal of Science. 2020;47(3), 2-14.
  • 3. Ubogu M, Odokuma LO. Growth and lolerance evaluation of selected plants to crude oil contamination for rhizoremediation potentials in the Niger Delta. Kuwait Journal of Science. 2019;46(4), 93-103.
  • 4. Elmi AO, Anderson AK, Albinali AA. Demand for organic food and public perception in the state of Kuwait: A Comparison of conventional and organic vegetable produce quality. Kuwait Journal of Science. 2019;46(4), 120-127.
  • 5. Lim PJ, Gan CS, Yusof A. Lipid lowering effect of Eurycoma longifolia Jack aqueous root extract in hepatocytes. Kuwait Journal of Science. 2019;46(2), 52-58.
  • 6. Telci I, Bayram E, Yılmaz G, Avcı B. Variability in essential oil composition of Turkish basils (Ocimum basilicum L.). Biochemical Systematics and Ecology. 2006;34(6):489–97.
  • 7. Abduelrahman A, Elhussein S, Osman NA, Nour A. Morphological variability and chemical composition of essential oils from nineteen varieties of Basil (Ocimum basilicum L.) growing in Sudan. International Journal of Chemical Technology. 2009;1(1):1–10.
  • 8. Nour A, Elhussein S, Osman N, Ahmed N, Abduelrahman A, Yusoff M. Antibacterial activity of the essential oils of Sudanese accessions of basil (Ocimum basilicum L.). Journal of Applied Sciences. 2009;9(23):4161–7.
  • 9. Nour A, Elhussein S, Osman N. Repellent activities of the essential oils of four Sudanese accessions of basil (Ocimum basilicum L.) against Anopheles mosquito. Journal of Applied Sciences. 2009;9(14):2645–8.
  • 10. Nour AH, Elhussein SA, Osman NA, Yusoff M. A study of the essential oils of four Sudanese accessions of basil (Ocimum basilicum L.) against Anopheles mosquito larvae. American Journal of Applied Sciences. 2009;6(7):1359–63.
  • 11. Aidaross M, Kohob W, Galalb M. Evaluation of repellent and larvicidal activity of Ocimum basilicum L. and Cymbopogon citratus DC. Against Culex quinquefasciatus. Inti Chern. Pharm. Med J. 2005;2(2):243–6.
  • 12. Ch MA, Naz SB, Sharif A, Akram M, Saeed MA. Biological and pharmacological properties of the sweet basil (Ocimum basilicum). Journal of Pharmaceutical Research International. 2015;330–9.
  • 13. Baytop T. Therapy with medicinal plants in Turkey (Past and Present),(p. 189) Publication no 325. Istanbul University, Istanbul. 1984.
  • 14. Kīrtikara KR, Basu BD, An I, Blatter E, Caius JF, Mhaskar K. Indian medicinal plants, with illustrations. 2001.
  • 15. Mesomo MC, Corazza ML, Ndiaye PM, Dalla Santa OR, Cardozo L, Scheer A de P. Supercritical CO2 extracts and essential oil of ginger (Zingiber officinale R.): Chemical composition and antibacterial activity. The Journal of Supercritical Fluids. 2013 Aug 1;80:44–9.
  • 16. Ebeling W, Wagner R, Reierson DA. Influence of repellency on the efficacy of blatticides. I. Learned modification of behavior of the German cockroach. Journal of Economic Entomology. 1966;59(6):1374–88.
  • 17. Bilal A, Jahan N, Ahmed A, Bilal SN, Habib S, Hajra S. Phytochemical and pharmacological studies on Ocimum basilicum Linn-A review. International Journal of Current Research and Review. 2012;4(23), 73-83.
  • 18. Hadj Khelifa L, Brada M, Brahmi F, Achour D, Fauconnier ML, Lognay G. Chemical composition and antioxidant activity of essential oil of Ocimum basilicum leaves from the northern region of Algeria. Journal of Herbal Medicine. 2012;1(2), 53–8.
  • 19. Beatovic D, Krstic-Milosevic D, Trifunovic S, Siljegovic J, Glamoclija J, Ristic M, et al. Chemical composition, antioxidant and antimicrobial activities of the essential oils of twelve Ocimum basilicum L. cultivars grown in Serbia. Records of Natural Products. 2015;9(1), 62-75.
  • 20. Koroch AR, Simon JE, Juliani HR. Essential oil composition of purple basils, their reverted green varieties (Ocimum basilicum) and their associated biological activity. Industrial crops and products. 2017;107,526–30.
  • 21. Hussain AI, Anwar F, Sherazi STH, Przybylski R. Chemical composition, antioxidant and antimicrobial activities of basil (Ocimum basilicum) essential oils depends on seasonal variations. Food chemistry. 2008;108(3), 986–95.
  • 22. Rubab S, Hussain I, Khan B, Unar A, Abbas K, Khichi Z, et al. Biomedical description of Ocimum basilicum L. Journal of Islamic International Medical College. 2017;12(1), 57–69. <URL>.
  • 23. Nawaz H, Hanif MA, Ayub MA, Ishtiaq F, Kanwal N, Rashid N, et al. Raman spectroscopy for the evaluation of the effects of different concentrations of Copper on the chemical composition and biological activity of basil essential oil. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2017;185, 130–8.
  • 24. Pripdeevech P, Chumpolsri W, Suttiarporn P, Wongpornchai S. The chemical composition and antioxidant activities of basil from Thailand using retention indices and comprehensive two-dimensional gas chromatography. Journal of the Serbian Chemical Society. 2010;75(11):1503–13.
  • 25. Avetisyan A, Markosian A, Petrosyan M, Sahakyan N, Babayan A, Aloyan S, et al. Chemical composition and some biological activities of the essential oils from basil Ocimum different cultivars. BMC complementary and alternative medicine. 2017;17(1):1–8.
  • 26. Yoon C, Kang SH, Yang JO, Noh DJ, Indiragandhi P, Kim GH. Repellent activity of citrus oils against the cockroaches Blattella germanica, Periplaneta americana and P. fuliginosa. Journal of Pesticide Science. 2009;34(2), 77–88.
  • 27. El-Seedi HR, Khalil NS, Azeem M, Taher EA, Göransson U, Pålsson K, et al. Chemical composition and repellency of essential oils from four medicinal plants against Ixodes ricinus nymphs (Acari: Ixodidae). Journal of medical entomology. 2014;49(5), 1067–75.
  • 28. Campos EV, Proença PL, Oliveira JL, Melville CC, Della Vechia JF, De Andrade DJ, et al. Chitosan nanoparticles functionalized with β-cyclodextrin: a promising carrier for botanical pesticides. Scientific reports. 2018;8(1), 1–15.
  • 29. Bedini S, Bougherra HH, Flamini G, Cosci F, Belhamel K, Ascrizzi R, et al. Repellency of anethole-and estragole-type fennel essential oils against stored grain pests: the different twins. Bull Insectol. 2016;69(1), 149–57.
  • 30. Dube FF, Tadesse K, Birgersson G, Seyoum E, Tekie H, Ignell R, et al. Fresh, dried or smoked, Repellent properties of volatiles emitted from ethnomedicinal plant leaves against malaria and yellow fever vectors in Ethiopia. Malaria Journal. 2011;10(1), 1–14.
  • 31. Cansian R, Astolfi V, Cardoso R, Paroul N, Roman S, Mielniczki-Pereira A, et al. Insecticidal and repellent activity of the essential oil of Cinnamomum camphora var. linaloolifera Y. Fujita (Ho-Sho) and Cinnamomum camphora (L.) J Presl. var. hosyo (Hon-Sho) on Sitophilus zeamaisMots.(Coleoptera, Curculionedae). Revista Brasileira de Plantas Medicinais. 2015;17(4), 769–73.
  • 32. Azhari H, Yap SS, Nour AH. Extraction and chemical compositions of ginger (Zingiber officinale Roscoe) essential oils as cockroaches repellent. Australian Journal of Basic and Applied Sciences. 2017;11(3), 1–8.
  • 33. Athuman I, Innocent E, Machumi F, Augustino S, Kisinza W. Repellency properties of oils from plants traditionally used as mosquito repellents in Longido district, Tanzania. Int. J. Mosq. Res. 2016; 3(1): 04-08.
  • 34. Maia MF, Moore SJ. Plant-based insect repellents: a review of their efficacy, development and testing. Malaria journal. 2011;10(1), 1–15.
  • 35. Carroll JF, Tabanca N, Kramer M, Elejalde NM, Wedge DE, Bernier UR, et al. Essential oils of Cupressus funebris, Juniperus communis, and J. chinensis (Cupressaceae) as repellents against ticks (Acari: Ixodidae) and mosquitoes (Diptera: Culicidae) and as toxicants against mosquitoes. Journal of Vector Ecology. 2011;36(2), 258–68.
  • 36. Benelli G, Flamini G, Canale A, Molfetta I, Cioni PL, Conti B. Repellence of Hyptis suaveolens whole essential oil and major constituents against adults of the granary weevil Sitophilus granarius. Bulletin of Insectology. 2012;65(2), 177–83.
  • 37. Baldacchino F, Tramut C, Salem A, Liénard E, Delétré E, Franc M, et al. The repellency of lemongrass oil against stable flies, tested using video tracking. Parasite. 2013;20, 21.
  • 38. Gokulakrishnan J, Kuppusamy E, Shanmugam D, Appavu A, Kaliyamoorthi K. Pupicidal and repellent activities of Pogostemon cablin essential oil chemical compounds against medically important human vector mosquitoes. Asian Pacific Journal of Tropical Disease. 2013;3(1), 26–31.
  • 39. Guo S, Zhang W, Liang J, You C, Geng Z, Wang C, et al. Contact and repellent activities of the essential oil from Juniperus formosana against two stored product insects. Molecules. 2016;21(4), 504-11.
  • 40. Nour A.H., Idris A.A., Ishag O.A., Nour A.H., Alara O.R. Chemical constituents and cockroach repellent activity of essential oil from Cyperus rotundus. J Res Pharm. 2022; 26(4): 920-930.
  • 41. Sittichok S, Phaysa W, Soonwera M. Repellency activity of essential oil on thai local plants against american cockroach (Periplaneta americana L.; Blattidae: Blattodea). Journal of Agricultural Technology. 2013;9(6):1613–20.
There are 41 citations in total.

Details

Primary Language English
Subjects Organic Chemistry
Journal Section Articles
Authors

Azhari H. Nour 0000-0003-1771-5590

Abeer A İdris 0000-0003-3985-9202

Omer Ishag 0000-0002-9417-3222

Abdurahman Nour 0000-0002-7269-3761

Publication Date November 30, 2022
Submission Date April 25, 2022
Acceptance Date October 6, 2022
Published in Issue Year 2022 Volume: 9 Issue: 4

Cite

Vancouver Nour AH, İdris AA, Ishag O, Nour A. Chemical Composition and Repellent Activity of Methyl Cinnamate-Rich Basil (Ocimum basilicum) Essential Oil. JOTCSA. 2022;9(4):1277-84.