Study of essential oil extraction from Moroccan Rosmarinus officinalis L. by distillation based on quantum chemical calculation and molecular dynamics simulation

References

• Ahmed, A.F., Attia, F.A., Liu, Z., Li, C., Wei, J. and Kang, W. (2019). Antioxidant activity and total phenolic content of essential oils and extracts of sweet basil (Ocimum basilicum L.) plants. Food Sci. Hum. Wellness. 8(3): 299-305. doi: 10.1016/j.fshw.2019.07.004
   Google Scholar
• Beltrame, J.M., Angnes, R.A., Chiavelli, L.U.R., da Costa, W.F., Montanher, S.F., da Rosa, M.F., Lobo, V.da S. and Pomini, A.M. (2014). Chemical composition of the essential oil obtained from Ocimum basilicum (Basil) cultivated in two regions from South Brazil. J. Essent. Oil Bear. Plants. 17(4): 658-663. doi: 10.1080/0972060X.2014.895212
   Web of Science ®Google Scholar
• Elansary, H.O., Szopa, A., Kubica, P., Ekiert, H., El-Ansary, D.O., Al-Mana, F.A. and Mahmoud, E.A. (2020). Saudi Rosmarinus officinalis and Ocimum basilicum L. polyphenols and biological activities. Processes. 8(4): 446. doi: 10.3390/pr8040446
   Web of Science ®Google Scholar
• Aziz, E., Batool, R., Akhtar, W., Shahzad, T., Malik, A., Shah, M.A., Iqbal S., Rauf, A., Zengin G., Bouyahya A., Rebezov, M., Dutta N., Khan M.U., Khayrullin, M., Babaeva, M., Andrey Goncharov, A., Shariati, M.A. and Thiruvengadam, M. (2022). Rosemary species: A review of phytochemicals, bioactivities and industrial applications. S. Afr. J. Bot. 151: 3-18. doi: 10.1016/j.sajb.2021.09.026
   Web of Science ®Google Scholar
• Wang, W., Wu, N., Zu, Y.G. and Fu, Y.J. (2008). Antioxidative activity of Rosmarinus officinalis L. essential oil compared to its main components. Food Chem. 108(3): 1019-1022. doi: 10.1016/j.foodchem.2007.11.046
   PubMed Web of Science ®Google Scholar
• Ojeda-Sana, A.M., van Baren, C.M., Elechosa, M.A., Juárez, M.A., and Moreno, S. (2013). New insights into antibacterial and antioxidant activities of rosemary essential oils and their main components. Food control. 31(1): 189-195. doi: 10.1016/j.foodcont.2012.09.022
   Web of Science ®Google Scholar
• González-Rivera, J., Duce, C., Falconieri, D., Ferrari, C., Ghezzi, L., Piras, A. and Tine, M.R. (2016). Coaxial microwave assisted hydrodistillation of essential oils from five different herbs (lavender, rosemary, sage, fennel seeds and clove buds): Chemical composition and thermal analysis. Innovative Food Sci. Emerg. Technol. 33: 308-318. doi: 10.1016/j.ifset.2015.12.011
   Web of Science ®Google Scholar
• Micić, D., Đurović, S., Riabov, P., Tomić, A., Šovljanski, O., Filip, S., Tosti, T., Dojcinović, B., Božović, R., Jovanović, D. and Blagojević, S. (2021). Rosemary essential oils as a promising source of bioactive compounds: Chemical composition, thermal properties, biological activity, and gastronomical perspectives. Foods/ 10(11): 2734. doi: 10.3390/foods10112734
   PubMed Web of Science ®Google Scholar
• Sadeh, D., Nitzan, N., Chaimovitsh, D., Shachter, A., Ghanim, M. and Dudai, N. (2019). Interactive effects of genotype, seasonality and extraction method on chemical compositions and yield of essential oil from rosemary (Rosmarinus officinalis L.). Ind. Crops Prod. 138: 111419. doi: 10.1016/j.indcrop.2019.05.068
   Web of Science ®Google Scholar
• Boutekedjiret, C., Bentahar, F., Belabbes, R. and Bessiere, J.M. (2003). Extraction of rosemary essential oil by steam distillation and hydrodistillation. Flav. Frag. J. 18(6): 481-484. doi: 10.1002/ffj.1226
   Web of Science ®Google Scholar
• Antony, A. and Farid, M. (2022). Effect of temperatures on polyphenols during extraction. Appl. Sci. 12(4): 2107. doi: 10.3390/app12042107
   Google Scholar
• Akdağ, A. Öztürk, E. (2019). Distillation methods of essential oils. Selçuk Üniversitesi Fen Fakültesi Fen Dergisi. 45(1): 22-31.
   Google Scholar
• Silvestre, W.P., Livinalli, N.F., Baldasso, C. and Tessaro, I.C. (2019). Pervaporation in the separation of essential oil components: A review. Trends in food science & technology. 93: 42-52. doi: 10.1016/j.tifs.2019.09.003
   Web of Science ®Google Scholar
• Akman, F., Demirpolat, A., Kazachenko, A.S., Kazachenko, A.S., Issaoui, N. and Al-Dossary, O. (2023). Molecular structure, electronic properties, reactivity (ELF, LOL, and Fukui), and NCI-RDG studies of the binary mixture of water and essential oil of Phlomis bruguieri. Molecules. 28(6): 2684. doi: 10.3390/molecules28062684
   PubMed Web of Science ®Google Scholar
• Zochedh, A., Priya, M., Shunmuganarayanan, A., Thandavarayan, K. and Sultan, A.B. (2022). Investigation on structural, spectroscopic, DFT, biological activity and molecular docking simulation of essential oil Gamma-Terpinene. J. Mol. Struct. 1268: 133651. doi: 10.1016/j.molstruc.2022.133651
   Web of Science ®Google Scholar
• Zhu, Z., Li, H., Xu, Y., Zhang, W., Shen, Y., Gao, J., Wang, L. and Wang, Y. (2020). Quantum chemical calculation, molecular dynamics simulation and process design for separation of heptane-butanol using ionic liquids extraction. J. Mol. Liq. 316: 113851. doi: 10.1016/j.molliq.2020.113851
   Web of Science ®Google Scholar
• Saraiva, A.G.Q., Saraiva, G.D., Albuquerque, R.L., Nogueira, C.E.S., Teixeira, A.M.R., Lima, L.B., Cruz, B.G. and de Sousa, F.F. (2020). Chemical analysis and vibrational spectroscopy study of essential oils from Lippia sidoides and of its major constituent. Vib. Spectrosc. 110: 103111. doi: 10.1016/j.vibspec.2020.103111
   Web of Science ®Google Scholar
• Demirpolat, A., Akman, F. and Kazachenko, A.S. (2022). An experimental and theoretical study on essential oil of Aethionema sancakense: Characterization, molecular properties and RDG analysis. Molecules. 27(18): 6129. doi: 10.3390/molecules27186129
   PubMed Web of Science ®Google Scholar
• Alves Borges Leal, A.L., Fonseca Bezerra, C., Ferreira e Silva, A.K., Everson da Silva, L., Bezerra, L.L., Almeida-Neto, F.W., Marinho, E.M., Celedonio Fernandes, C.F., Nunes da Rocha, M., Mrinho, M.M., Coutinho, H.D.M., Barreto, H.M., Rafaela Freitas Dotto, A., Amaral, W.do., Santos, H.S. dos., Lima-Neto, P.de. and Marinho, E.S. (2023). Seasonal variation of the composition of essential oils from Piper cernuum Vell and Piper rivinoides Kunth, ADMET study, DFT calculations, molecular docking and dynamics studies of major components as potent inhibitors of the heterodimer methyltransferase complex NSP16-NSP10 SARS COV-2 protein. J. Biomol. Struct. Dyn. 41(13): 6326-6344. doi: 10.1080/07391102.2022.2107072
   PubMed Web of Science ®Google Scholar
• Shen, Y., Chen, Z., Qi, H., Ma, Z., Dai, Y., Zhao, Q., Zhu, Z., Ma, Y. and Wang, Y. (2021). Mechanism analysis of extractive distillation for separation of acetic acid and water based on quantum chemical calculation and molecular dynamics simulation. J. Mol. Liq. 332: 115866. doi: 10.1016/j.molliq.2021.115866
   Web of Science ®Google Scholar
• Li, H., Sun, G., Li, D., Xi, L., Zhou, P., Li, X., Zhou, P., Li, X., Zhang, J. and Gao, X. (2021). Molecular interaction mechanism in the separation of a binary azeotropic system by extractive distillation with ionic liquid. Green Energy Environ. 6(3): 329-338. doi: 10.1016/j.gee.2020.11.025
   Google Scholar
• Zhang, W., Chen, Z., Shen, Y., Li, G., Dai, Y., Qi, J., Ma, Y., Yang, S. and Wang, Y. (2020). Molecular mechanism and extraction performance evaluation for separation of methanol and n-hexane via ionic liquids as extractant. ACS Sustainable Chem. Eng. 8(23): 8700-8712. doi: 10.1021/acssuschemeng.0c02234
   Web of Science ®Google Scholar
• Jounaid, H., Attou, T., Remmal, T. and Bouaziz, A. (2020). Securing access to drinking water in North-Eastern Morocco: the example of the Taourirt-Oujda Corridor. Water. 12(4): 928. doi: 10.3390/w12040928
   Web of Science ®Google Scholar
• Luo, X., Wang, F., Wang, G. and Li, H. (2022). Exploring the mechanism of ionic liquids to improve the extraction efficiency of essential oils based on density functional theory and molecular dynamics simulation. Molecules. 27(17): 5515. doi: 10.3390/molecules27175515
   PubMed Web of Science ®Google Scholar
• El Moussaoui, A., Jawhari, F.Z., Almehdi, A.M., Elmsellem, H., Fikri Benbrahim, K., Bousta, D. and Bari, A. (2019). Antibacterial, antifungal and antioxidant activity of total polyphenols of Withania frutescens L. Bioorganic Chemistry. 93: 103337. doi: 10.1016/j.bioorg.2019.103337
   PubMed Web of Science ®Google Scholar
• Fournier, G., Habib, J., Reguigui, A., Safta, F., Guetari, S. and Chemli, R. (1989). Study of different samples of the essential oil of Tunisian rosemary Plant. Médicin. Phytothé. 23: 180-185 (in french).
   Google Scholar
• Elamrani, A., Zrira, S., Benjilali, B. and Berrada, M. (2000). A study of Moroccan rosemary oils. J. Essent. Oil Res. 12(4): 487-495. doi: 10.1080/10412905.2000.9699572
   Web of Science ®Google Scholar
• Oussaid, A., Azzouzi, M., Ibn Mansour, A., Azouagh, M., Koudad, M. and Oussaid, A. (2020). Assessment of the Chemical/biological activities of extracts and essential oil of Rosmarinus officinalis L. from the Oriental region of Morocco. Mor. J. Chem. 8(3): 732-744.
   Web of Science ®Google Scholar
• Louasté, B., Bouddine, L. and Eloutassi, N. (2019). Chemical variability of Rosmarinus officinalis essential oil according to the geographical origin. Der. Phar. Chem. 11(1): 50-55
   Google Scholar
• Khia, A., Ghanmi, M., Satrani, B., Aafi, A., Aberchane, M., Quaboul, B., Chaouch, A., Amusant, N. and Charrouf, Z. (2014). Effet de la provenance sur la qualité chimique et microbiologique des huiles essentielles de Rosmarinus officinalis L. du Maroc. Phytothérapie. 6(12): 341-347. doi: 10.1007/s10298-014-0895-x
   Google Scholar
• Derwich, E., Benziane, Z. and Chabir, R. (2011). Aromatic and medicinal plants of morocco: chemical composition of essential oils of Rosmarinus officinalis and Juniperus Phoenicea. Int. J. Appl. Biol. Pharm. Technol. 2(1): 145-153.
   Google Scholar
• Oualdi, I., Diass, K., Azizi, S., Dalli, M., Touzani, R., Gseyra, N. and Yousfi, E.B. (2023). Rosmarinus officinalis essential oils from Morocco: New advances on extraction, GC-MS analysis, and antioxidant activity. Nat. Prod. Res. 37(12): 2003-2008. doi: 10.1080/14786419.2022.2111561
   PubMed Web of Science ®Google Scholar
• Bathily, M., Ngom, B., Gassama, D. and Tamba, S. (2021). Review on essential oils and their corrosion-inhibiting properties. Am. J. Appl. Chem. 9(3): 65-73.
   Google Scholar
• Li, Y., Fabiano-Tixier, A.S. and Chemat, F. (2014). Essential oils: From conventional to green extraction. Essential oils as reagents in Green Chemistry. 9-20. doi: 10.1007/978-3-319-08449-7_2
   Google Scholar
• Rivera, L.L., Vilarem, G., Gómez, R., Estrada, M. and Feijoo, J. (2010). Water soluble fractions of caraway (Carum carvi L.) essential oil. Bol. Latinoam. Caribe Plant. Med. Aromat. 9(6): 495-500.
   Web of Science ®Google Scholar
• Mizrahi, I., Juarez, M.A. and Bandoni, A.L. (1991). The essential oil of Rosmarinus officinalis growing in Argentina. J. Essent. Oil Res. 3(1): 11-15. doi: 10.1080/10412905.1991.9697900
   Google Scholar
• Rezazadeh, S., Baha-Aldini, B.Z.B.F., Vatanara, A., Behbahani, B., Rouholamini Najafabadi, A., Maleky-Doozzadeh, M., Yarigar-Ravesh, M. and Pirali Hamedani, M. (2008). Comparison of super critical fluid extraction and hydrodistillation methods on lavander΄ s essential oil composition and yield. J. Med. Plants. 7(25): 63-68.
   Google Scholar
• El Asbahani, A., Jilale, A., Voisin, S.N., Aït Addi, E.H., Casabianca, H., El Mousadik, A., Hartmann, D.J. and Renaud, F.N.R. (2015). Chemical composition and antimicrobial activity of nine essential oils obtained by steam distillation of plants from the Souss-Massa Region (Morocco). J. Essent. Oil Res. 27(1): 34-44. doi: 10.1080/10412905.2014.964426
   Web of Science ®Google Scholar
• Yeddes, W., Aidi Wannes, W., Hammami, M., Smida, M., Chebbi, A., Marzouk, B. and Saidani Tounsi, M. (2018). Effect of environmental conditions on the chemical composition and antioxidant activity of essential oils from Rosmarinus officinalis L. growing wild in Tunisia. J. Essent. Oil Bear. Plants. 21(4): 972-986. doi: 10.1080/0972060X.2018.1533433
   Web of Science ®Google Scholar
• Zoubiri, S. and Baaliouamer, A. (2011). Chemical composition and insecticidal properties of some aromatic herbs essential oils from Algeria. Food Chem. 129(1): 179-182. doi: 10.1016/j.foodchem.2011.04.033
   Web of Science ®Google Scholar
• Chalchat, J. C., Garry, R.P., Michet, A., Benjilali, B. and Chabart, J.L. (1993). Essential oils of rosemary (Rosmarinus officinalis L.). The chemical composition of oils of various origins (Morocco, Spain, France). J. Essent. Oil Res. 5(6): 613-618. doi: 10.1080/10412905.1993.9698293
   Google Scholar
• Chraibi, M., Farah, A., Elamin, O., Iraqui, H.M. and Fikri-Benbrahim, K. (2020). Characterization, antioxidant, antimycobacterial, antimicrobial effects of Moroccan rosemary essential oil, and its synergistic antimicrobial potential with carvacrol. J. Adv. Pharm. Technol. Res. 11(1): 25. doi: 10.4103/japtr.JAPTR_74_19
   PubMed Web of Science ®Google Scholar
• Amina, B., Soumaya, B., Salim, B., Mahieddine, B., Sakina, B., Chawki, B., Francesca, N., Marzia, V., Carmine, N. and Luigi, D.B. (2022). Chemical profiling, antioxidant, enzyme inhibitory and in silico modeling of Rosmarinus officinalis L. and Artemisia herba alba Asso. essential oils from Algeria. S. Afr. J. Bot. 147: 501-510. doi: 10.1016/j.sajb.2022.02.012
   Web of Science ®Google Scholar
• Dzięcioł, M. (2021). Effect of chemical modification of hydrodistillation on yield, composition and biological activity of essential oil. Pol. J. Chem. Technol. 23(3): 49-53. doi: 10.2478/pjct-2021-0030
   Web of Science ®Google Scholar
• Adel, K., Zied, Z., Ines, B.C., Ahmed, B., Neji, G., Mohamed, D. and Radhouane, G. (2011). Chemical constituents and antioxidant properties of Rosmarinus officinalis L. essential oil cultivated from the South-Western of Tunisia. J. Med. Plants Res. 5(29): 6502-6508.
   Google Scholar
• Diniz do Nascimento, L., Moraes, A.A.B., de Costa, K.S., da Pereira Galúcio, J.M., Taube, P.S., Costa, C.M.L., Neves Cruz, J., de Aguiar Andrade, E.H. and Faria, L.J.G. de. (2020). Bioactive natural compounds and antioxidant activity of essential oils from spice plants: New findings and potential applications. Biomolecules. 10(7): 988. doi: 10.3390/biom10070988
   PubMed Web of Science ®Google Scholar
• Garcia-Sotelo, D., Silva-Espinoza, B., Perez-Tello, M., Olivas, I., Alvarez-Parrilla, E., González-Aguilar, G.A. and Ayala-Zavala, J.F. (2019). Antimicrobial activity and thermal stability of rosemary essential oil: β-cyclodextrin capsules applied in tomato juice. Lwt. 111: 837-845. doi: 10.1016/j.lwt.2019.05.061
   Web of Science ®Google Scholar
• Hernandez Ochoa, L. (2005). Substitution de solvants et matières actives de synthèse par un combiné «solvant/actif» d'origine végétale (Doctoral dissertation) in frensh.
   Google Scholar
• Ali, H.M., Elgat, W.A.A., El-Hefny, M., Salem, M.Z.M., Taha, A.S., Al Farraj, D.A., Elshikh, M.S., Hatamleh, A.A. and Abdel-Salam, E.M. (2021). New approach for using of Mentha longifolia L. and Citrus reticulata L. essential oils as wood-biofungicides: GC-MS, SEM, and MNDO quantum chemical studies. Materials. 14(6): 1361. doi: 10.3390/ma14061361
   PubMed Web of Science ®Google Scholar
• Taha, A.S., Ibrahim, I.H.M, Abo-Elgat, W.A.A., Abdel-Megeed, A., Salem, M.Z.M. and El-Kareem, M.S.M.A. (2023). GC-MS, quantum mechanics calculation and the antifungal activity of river red gum essential oil when applied to four natural textiles. Sci. Rep. 13(1): 18214. doi: 10.1038/s41598-023-45480-x
   PubMed Web of Science ®Google Scholar
• Silvi, B. and Savin, A. (1994). Classification of chemical bonds based on topological analysis of electron localization functions. Nature. 371(6499): 683-686. doi: 10.1038/371683a0
   Web of Science ®Google Scholar
• Ahmadi, M. and Chen, Z. (2021). Comprehensive molecular scale modeling of anionic surfactant-asphaltene interactions. Fuel. 288: 119729. doi: 10.1016/j.fuel.2020.119729
   Web of Science ®Google Scholar