Chemical profiling and biological activity assessment of volatile and non-volatile compounds in Rosmarinus officinalis residues

References

• Bozin, B., Mimica-Dukic, N., Samojlik, I., Jovin, E. (2007). Antimicrobial and antioxidant properties of Rosemary and Sage (Rosmarinus officinalis L. and Salvia officinalis L., Lamiaceae) essential oils. Journal of Agricultural and Food Chemistry. 55: 7879-7885. doi: 10.1021/jf0715323
   PubMed Web of Science ®Google Scholar
• Sghir Taleb, M., (2017). Aromatic and Medicinal Plants in Morocco: Diversity and Socio-Economic Role. World Academy of Science, Engineering and Technology. International Journal of Agricultural and Biological Engineering. 11, 812-816.
   Google Scholar
• Boutekedjiret, C., Bentahar, F., Belabbes, R., Bessiere, J.M. (2003). Extraction of rosemary essential oil by steam distillation and hydrodistillation. Flavour and Fragrance Journal. 18: 481-484. doi: 10.1002/ffj.1226
   Web of Science ®Google Scholar
• Al Zuhairi, J.J.M.J., Jookar Kashi, F., Rahimi-Moghaddam, A., Yazdani, M. (2020). Antioxidant, cytotoxic and antibacterial activity of Rosmarinus officinalis L. essential oil against bacteria isolated from urinary tract infection. European Journal of Integrative Medicine. 38: 101192. doi: 10.1016/j.eujim.2020.101192
   Web of Science ®Google Scholar
• Politi, M., Ferrante, C., Menghini, L., Angelini, P., Flores, G. A., Muscatello, B., Braca, A., De Leo, M. (2022). Hydrosols from Rosmarinus officinalis, Salvia officinalis, and Cupressus sempervirens: Phytochemical analysis and bioactivity evaluation. Plants, 11, 349. doi: 10.3390/plants11030349
   Google Scholar
• Boyraz, N., Özcan, M. (2005). Antifungal effect of some spice hydrosols. Fitoterapia. 76: 661-665. doi: 10.1016/j.fitote.2005.08.016
   PubMed Web of Science ®Google Scholar
• Santana-Méridas, O., Polissiou, M., Izquierdo-Melero, M.E., Astraka, K., Tarantilis, P.A., Herraiz-Peñalver, D., Sánchez-Vioque, R. (2014). Polyphenol composition, antioxidant and bioplaguicide activities of the solid residue from hydrodistillation of Rosmarinus officinalis L. Industrial Crops and Products. 59: 125-134. doi: 10.1016/j.indcrop.2014.05.008
   Web of Science ®Google Scholar
• Mahmoudi, H., Marzouki, M., M’Rabet, Y., Mezni, M., Ait Ouazzou, A., Hosni, K. (2020). Enzyme pretreatment improves the recovery of bioactive phytochemicals from sweet basil (Ocimum basilicum L.) leaves and their hydrodistilled residue by-products, and potentiates their biological activities. Arabian Journal of Chemistry. 13: 6451-6460. doi: 10.1016/j.arabjc.2020.06.003
   Web of Science ®Google Scholar
• Rafya, M., Hafidi, A., Zehhar, N., Benkhalti, F. (2023). Low-cost modified adsorbents derived from the solid residue of Rosmarinus officinalis L. for heavy metal uptake. Industrial Crops and Products. 195: 116317. doi: 10.1016/j.indcrop.2023.116317
   Google Scholar
• Rafya, M., Misrar, W., Saâdi, L., Mansori, M., Waqif, M., Hafidi, A., Zehhar, N., Benkhalti, F. (2023). Ceramic membrane support based on kaolin and solid waste from hydrodistillation of Rosmarinus officinalis L. Materials Chemistry and Physics. 295: 127030. doi: 10.1016/j.matchemphys.2022.127030
   Web of Science ®Google Scholar
• Kujur, R.S., Singh, V., Ram, M., Yadava, H.N., Singh, K.K., Kumari, S., Roy, B.K., (2010). Antidiabetic activity and phytochemical screening of crude extract of Stevia rebaudiana in alloxan-induced diabetic rats. Pharmacognosy Research. 2(4): 258. doi: 10.4103/0974-8490.69128
   PubMedGoogle Scholar
• Adams, R. (2007). Identification of Essential Oil Components by Gas Chromatography/Quadrupole Mass Spectroscopy, 4 th ed. Allured Publishing Corporation, Carol stream, USA, 804.
   Google Scholar
• Puigventos, L., Navarro, M., Alechaga, É., Núñez, O., Saurina, J., Hernández-Cassou, S., Puignou, L. (2015). Determination of polyphenolic profiles by liquid chromatography-electrospray-tandem mass spectrometry for the authentication of fruit extracts. Analytical and Bioanalytical Chemistry. 407: 597-608. doi: 10.1007/s00216-014-8298-2
   PubMed Web of Science ®Google Scholar
• Quiroga, P.R., Nepote, V., Baumgartner, M.T. (2019). Contribution of organic acids to α-terpinene antioxidant activity. Food Chemistry. 277: 267-272. doi: 10.1016/j.foodchem.2018.10.100
   PubMed Web of Science ®Google Scholar
• Berker, K. I., Güçlü, K., Tor, İ., Apak, R. (2007). Comparative evaluation of Fe (III) reducing power-based antioxidant capacity assays in the presence of phenanthroline, batho-phenanthroline, tripyridyltriazine (FRAP): and ferricyanide reagents. Talanta. 72(3): 1157-1165. doi: 10.1016/j.talanta.2007.01.019
   PubMed Web of Science ®Google Scholar
• Wayne, P.A. (2003). NCCLS – National Committee for Clinical Laboratory Standards. Performance Standards for Antimicrobial Susceptibility Testing: Eleventh Informational Supplement. Document M100-S11. National Committee for Clinical Laboratory Standard
   Google Scholar
• Fadli, M., Chevalier, J., Saad, A., Mezrioui, N.E., Hassani, L., Pages, J.M. (2011). Essential oils from Moroccan plants as potential chemosensitisers restoring antibiotic activity in resistant Gram-negative bacteria. International Journal of Antimicrobial Agents. 38: 325-330. doi: 10.1016/j.ijantimicag.2011.05.005
   PubMed Web of Science ®Google Scholar
• Oualdi, I., Brahmi, F., Mokhtari, O., Abdellaoui, S., Tahani, A., Oussaid, A. (2021). Rosmarinus officinalis from Morocco, Italy and France: Insight into chemical compositions and biological properties. Materials Today: Proceedings. 45: 7706-7710.
   Google Scholar
• Elyemni, M., El Ouadrhiri, F., Lahkimi, A., Elkamli, T., Bouia, A., Eloutassi, N. (2022). Chemical composition and antimicrobial activity of essential oil of wild and cultivated Rosmarinus officinalis from two Moroccan localities. Journal of Ecological Engineering. 23(3): 214-222. doi: 10.12911/22998993/145458
   Web of Science ®Google Scholar
• Sabbahi, M., Nemmaoui, A., Tahani, A., El Bachiri, A. (2022). Assessment of Sentinel-2A images for estimating rosemary land cover through an object-based image analysis approach. African Journal of Ecology. 60(3): 682-690. doi: 10.1111/aje.13009
   Web of Science ®Google Scholar
• Sabbahi, M., Tahani, A., Talhaoui, A., El-Bachiri, A. (2023). Cartography and chemical profiling of rosemary essential oil in Eastern High Atlas Mountains, Morocco. Materials Today: Proceedings. 72, 3435-3441.
   Google Scholar
• Megzari, A., Farah, A., Houssaini, M.I. and EL Hadrami, E.M. (2015). Provenance effect on the yield, chemical composition and antibacterial activity of Moroccan rosemary essential oils. Der Pharma Chemica. 7: 9-22.
   Google Scholar
• Garzoli, S., Laghezza Masci, V., Franceschi, S., Tiezzi, A., Giacomello, P., Ovidi, E. (2021). Headspace/GC–MS analysis and investigation of antibacterial, antioxidant and cytotoxic activity of essential oils and hydrolates from Rosmarinus officinalis L. and Lavandula angustifolia Miller. Foods. 10: 1768. doi: 10.3390/foods10081768
   PubMed Web of Science ®Google Scholar
• Tomi, K., Kitao, M., Konishi, N., Murakami, H., Matsumura, Y. and Hayashi, T. (2016). Enantioselective GC–MS analysis of volatile components from rosemary (Rosmarinus officinalis L.) essential oils and hydrosols. Bioscience, biotechnology, and biochemistry. 80(5): pp.840-847. doi: 10.1080/09168451.2016.1146066
   PubMed Web of Science ®Google Scholar
• Wollinger, A., Perrin, E., Chahboun, J., Jeannot, V., Touraud, D., Kunz, W. (2016). Antioxidant activity of hydro distillation water residues from Rosmarinus officinalis L. leaves determined by DPPH assays. Comptes Rendus Chimie. 19, 754-765. doi: 10.1016/j.crci.2015.12.014
   Web of Science ®Google Scholar
• Zhang, Y., Smuts, J.P., Dodbiba, E., Rangarajan, R., Lang, J.C., Armstrong, D.W. (2012). Degradation study of carnosic acid, carnosol, rosmarinic acid, and rosemary extract (Rosmarinus officinalis L.) assessed using HPLC, in: Journal of Agricultural and Food Chemistry. 60: 9305-9314. doi: 10.1021/jf302179c
   PubMed Web of Science ®Google Scholar
• Schwarz, K., Ternes, W. (1992). Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis. Zeitschrift für Lebensmittel-Untersuchung und Forschung. 195: 99-103. doi: 10.1007/BF01201766
   PubMedGoogle Scholar
• Erkan, N., Ayranci, G., Ayranci, E. (2008). Antioxidant activities of rosemary (Rosmarinus officinalis L.) extract, blackseed (Nigella sativa L.) essential oil, carnosic acid, rosmarinic acid and sesamol. Food Chemistry. 110: 76-82. doi: 10.1016/j.foodchem.2008.01.058
   PubMed Web of Science ®Google Scholar
• de Andrade, E.F., de Souza Leone, R., Ellendersen, L.N., Masson, M.L. (2014). Phenolic profile and antioxidant activity of extracts of leaves and flowers of yacon (Smallanthus sonchifolius). Industrial Crops and Products. 62: 499-506. doi: 10.1016/j.indcrop.2014.09.025
   Web of Science ®Google Scholar
• Alu’datt, M.H., Tranchant, C.C., Alhamad, M.N., Rababah, T., Gammoh, S., Alrosan, M., Alkandari, S. (2023). Impact of ultrasonication on the contents, profiles and biofunctional properties of free and bound phenolics from white desert truffle (Tirmania nivea) and its protein fractions. Food Research International. 174: 113453. doi: 10.1016/j.foodres.2023.113453
   PubMed Web of Science ®Google Scholar
• Bianchin, M., Pereira, D., Almeida, J.D.F., Moura, C.D., Pinheiro, R.S., Heldt, L.F.S., Haminiuk, C.W.I., Carpes, S.T. (2020). Antioxidant properties of lyophilized rosemary and sage extracts and its effect to prevent lipid oxidation in poultry pátê. Molecules. 25(21): 5160. doi: 10.3390/molecules25215160
   PubMed Web of Science ®Google Scholar
• Park, J., Rho, S.J., Kim, Y.R. (2019). Enhancing antioxidant and antimicrobial activity of carnosic acid in rosemary (Rosmarinus officinalis L.) extract by complexation with cyclic glucans. Food Chemistry. 299: 125119. doi: 10.1016/j.foodchem.2019.125119
   PubMed Web of Science ®Google Scholar
• Luis, J.C., Johnson, C.B. (2005). Seasonal variations of rosmarinic and carnosic acids in rosemary extracts. Analysis of their in vitro antiradical activity. Spanish Journal of Agricultural Research. 3: 106-112. doi: 10.5424/sjar/2005031-130
   Google Scholar
• Oreopoulou, A., Papavassilopoulou, E., Bardouki, H., Vamvakias, M., Bimpilas, A., Oreopoulou, V. (2018). Antioxidant recovery from hydrodistillation residues of selected Lamiaceae species by alkaline extraction. Journal of Applied Research on Medicinal and Aromatic Plants. 8: 83-89. doi: 10.1016/j.jarmap.2017.12.004
   Web of Science ®Google Scholar
• Psarrou, I., Oreopoulou, A., Tsimogiannis, D., Oreopoulou, V. (2020). Extraction kinetics of phenolic antioxidants from the hydro distillation residues of rosemary and effect of pretreatment and extraction parameters. Molecules. 25(19): 4520. doi: 10.3390/molecules25194520
   PubMed Web of Science ®Google Scholar
• Mira-Sánchez, M.D., Castillo-Sánchez, J., Morillas-Ruiz, J.M. (2020). Comparative study of rosemary extracts and several synthetic and natural food antioxidants. Relevance of carnosic acid/carnosol ratio. Food Chemistry. 309: 125688. doi: 10.1016/j.foodchem.2019.125688
   PubMed Web of Science ®Google Scholar
• Celano, R., Piccinelli, A.L., Pagano, I., Roscigno, G., Campone, L., De Falco, E., Russo, M., Rastrelli, L. (2017). Oil distillation wastewaters from aromatic herbs as new natural source of antioxidant compounds. Food Research International. 99: 298-307. doi: 10.1016/j.foodres.2017.05.036
   PubMed Web of Science ®Google Scholar
• Bajalan, I., Rouzbahani, R., Pirbalouti, A.G., Maggi, F. (2017). Antioxidant and antibacterial activities of the essential oils obtained from seven Iranian populations of Rosmarinus officinalis. Industrial Crops and Products. 107: 305-311. doi: 10.1016/j.indcrop.2017.05.063
   Web of Science ®Google Scholar
• Wang, W., Wu, N., Zu, Y.G., Fu, Y.J. (2008). Antioxidative activity of Rosmarinus officinalis L. essential oil compared to its main components. Food Chemistry. 108(3): 1019-1022. doi: 10.1016/j.foodchem.2007.11.046
   PubMed Web of Science ®Google Scholar
• Rašković, A., Milanović, I., Pavlović, N., Ćebović, T., Vukmirović, S., Mikov, M. (2014). Antioxidant activity of rosemary (Rosmarinus officinalis L.) essential oil and its hepatoprotective potential. BMC Complementary and Alternative Medicine. 14(1): 1-9. doi: 10.1186/1472-6882-14-225
   PubMedGoogle Scholar
• Aazza, S., Lyoussi, B. and Miguel, M.G. (2011). Antioxidant activity of some Morrocan hydrosols. Journal of Medicinal Plants Research. 5(30): pp.6688-6696.
   Google Scholar
• Elansary, H.O., Szopa, A., Kubica, P., Ekiert, H., El-Ansary, D.O., Al-Mana, F.A., Mahmoud, E.A. (2020). Saudi Rosmarinus officinalis and Ocimum basilicum L. polyphenols and biological activities. Processes. 8: 446. doi: 10.3390/pr8040446
   Web of Science ®Google Scholar
• Tavassoli, S., Mousavi, S.M., Emam-Djomeh, Z., Razavi, S.H. (2011). Comparative study of the antimicrobial activity of Rosmarinus officinalis L. essential oil and methanolic extract. Middle-East Journal of Scientific Research. 9: 467-471.
   Google Scholar
• Moreno, S., Scheyer, T., Romano, C.S., Vojnov, A.A. (2006). Antioxidant and antimicrobial activities of rosemary extracts linked to their polyphenol composition. Free Radical Research. 40, 223-231. doi: 10.1080/10715760500473834
   PubMed Web of Science ®Google Scholar
• Nieto, G., Ros, G., Castillo, J. (2018). Antioxidant and antimicrobial properties of rosemary (Rosmarinus officinalis, L.): A review. Medicines. 5, 98.
   Google Scholar
• Vegara, S., Funes, L., Martí, N., Saura, D., Micol, V., Valero, M. (2011). Bactericidal activities against pathogenic bacteria by selected constituents of plant extracts in carrot broth. Food Chemistry. 128: 872-877. doi: 10.1016/j.foodchem.2011.03.109
   Web of Science ®Google Scholar
• Ivanovic, J., Misic, D., Zizovic, I., Ristic, M. (2012). In vitro control of multiplication of some food-associated bacteria by thyme, rosemary and sage isolates. Food Control. 25: 110-116. doi: 10.1016/j.foodcont.2011.10.019
   Web of Science ®Google Scholar
• Rafya, M., Zehhar, N., Hafidi, A., Benkhalti, F. (2022). Investigation of the High-order Effect of Rosmarinus officinalis, Salvia officinalis, and Thymus satureioides Essential Oils with Antibiotics on the Membrane Integrity of Salmonella typhi. Journal of Essential Oil-Bearing Plants. 25(4): 939-952. doi: 10.1080/0972060X.2022.2128896
   Web of Science ®Google Scholar
• Ultee, A., Bennik, M.H.J., Moezelaar, R. (2002). The phenolic hydroxyl group of carvacrol is essential for action against the food-borne pathogen Bacillus cereus. Applied and Environmental Microbiology. 68: 1561-1568. doi: 10.1128/AEM.68.4.1561-1568.2002
   PubMed Web of Science ®Google Scholar
• Rafya, M., Hafidi, A., Zehhar, N., Benkhalti, F. (2023). Optimization of three-component essential oil-loaded nanoemulsions in combination using D-optimal mixture design. South African Journal of Botany. 159: 472-481. doi: 10.1016/j.sajb.2023.05.043
   Web of Science ®Google Scholar
• Zaouali, Y., Bouzaine, T., Boussaid, M. (2010). Essential oils composition in two Rosmarinus officinalis L. varieties and incidence for antimicrobial and antioxidant activities. Food and Chemical Toxicology. 48: 3144-3152. doi: 10.1016/j.fct.2010.08.010
   PubMed Web of Science ®Google Scholar
• Bajpai, V.K., Baek, K.H., Kang, S.C. (2012). Control of Salmonella in foods by using essential oils: A review. Food Research International. 45: 722-734. doi: 10.1016/j.foodres.2011.04.052
   Web of Science ®Google Scholar
• Linares, I. B., Arráez-Román, D., Herrero, M., Ibáñez, E., Segura-Carretero, A., Fernández-Gutiérrez, A. (2011). Comparison of different extraction procedures for the comprehensive characterization of bioactive phenolic compounds in Rosmarinus officinalis by reversed-phase high-performance liquid chromatography with diode array detection coupled to electrospray time-of-flight mass spectrometry. Journal of Chromatography A. 1218(42): 7682-7690. doi: 10.1016/j.chroma.2011.07.021
   PubMed Web of Science ®Google Scholar
• Linares, I.B., Stojanović, Z., Quirantes-Piné, R., Arráez-Román, D., Švarc-Gajić, J., Fernández-Gutiérrez, A., Segura-Carretero, A. (2014). Rosmarinus officinalis leaves as a natural source of bioactive compounds. International Journal of Molecular Sciences. 15(11): 20585-20606. doi: 10.3390/ijms151120585
   PubMed Web of Science ®Google Scholar
• Mena, P., Cirlini, M., Tassotti, M., Herrlinger, K.A., Dall’Asta, C., Del Rio, D. (2016). Phyto-chemical profiling of flavonoids, phenolic acids, terpenoids, and volatile fraction of a rosemary (Rosmarinus officinalis L.) extract. Molecules. 21: 1576. doi: 10.3390/molecules21111576
   PubMed Web of Science ®Google Scholar
• Hossain, M.B., Rai, D.K., Brunton, N.P., Martin-Diana, A.B., Barry-Ryan, A.C. (2010). Characterization of phenolic composition in lamiaceae spices by LC-ESI-MS/MS. Journal of Agricultural and Food Chemistry. 58: 10576-10581. doi: 10.1021/jf102042g
   PubMed Web of Science ®Google Scholar