Characterization of chemical profiles of essential oils and volatiles of Pulicaria gnaphalodes (Vent.) Boiss. using classical hydrodistillation, classical steam distillation, microwave-assisted hydrodistillation, solvent free microwave extraction, headspace, headspace-solidphase microextraction combined with gas chromatographic-mass spectrometric determination
Subject Areas : Essential Oils: Classical and Advanced Techniques for Isolation and Biological Activities
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Keywords: Classical hydrodistillation (CHD), Classical steam distillation (CSD), Headspace (HS), Headspace-solid phase microextraction (HS-SPME), Microwave-assisted hydrodistillation (MAHD), Pulicaria gnaphalodes (Vent.) Boiss., Solvent free microwave extraction (SFME),
Abstract :
In this study, the essential oils and volatiles from the flowers, leaves, and stems of Pulicaria gnaphalodes (Vent.) Boiss. were characterized for the first time using microwave-assisted hydrodistillation (MAHD), solvent-free microwave extraction (SFME), headspace-assisted (HS) extraction, and solid-phase microextraction (SPME). The results were also compared with those obtained from traditional separation techniques, including classical hydrodistillation (CHD) and classical steam distillation (CSD). While some common compounds were identified across all profiles, notable differences emerged due to the varying extraction methods employed. In terms of chemical categories, oxygenated monoterpenes were found to be the most prevalent group of natural compounds contributing to the overall chemical profiles. Moreover, 1,8-cineole was identified as the major constituent component of all the characterized profiles.
Agatonovic-Kustrin, S., Gegechkori, V., Kobakhidze, T., Morton, D., 2023. Solid-phase microextraction techniques and application in food and horticultural crops. Molecules 28(19), 6880.
Al-Hajj, N.Q.M., Wang, H.X., Ma, C., Lou, Z., Bashari, M., Thabit, R., 2014. Antimicrobial and antioxidant activities of the essential oils of some aromatic medicinal plants (Pulicaria inuloides-Asteraceae and Ocimum forskolei-Lamiaceae). Trop. J. Pharm. Res. 13(8), 1287-1293.
Al Yousuf, M., Bashir, A., Veres, K., Dobos, Á., Nagy, G., Máthé, I., Blunden, G., 2001. Essential oil of Pulicaria glutinosa Jaub. from the United Arab Emirates. J. Essent. Oil Res. 13(6), 454-455.
AlMotwaa, S.M., Al-Otaibi, W.A., 2022. Determination of the chemical composition and antioxidant, anticancer, and antibacterial properties of essential oil of Pulicaria crispa from Saudi Arabia. J. Indian Chem. Soc. 99(2), 100341.
Aspromonte, J., Mascrez, S., Eggermont, D., Purcaro, G., 2024. Solid-phase microextraction coupled to comprehensive multidimensional gas chromatography for food analysis. Anal. Bioanal. Chem. 416(9), 2221-2246.
Assaeed, A., Elshamy, A., El Gendy, A.E.N., Dar, B., Al-Rowaily, S., Abd-ElGawad, A., 2020. Sesquiterpenes-rich essential oil from above ground parts of Pulicaria somalensis exhibited antioxidant activity and allelopathic effect on weeds. Agronomy 10(3), 399.
Awadh Ali, N.A., Crouch, R.A., Al-Fatimi, M.A., Arnold, N., Teichert, A., Setzer, W.N., Wessjohann, L., 2012a. Chemical composition, antimicrobial, antiradical and anticholinesterase activity of the essential oil of Pulicaria stephanocarpa from Soqotra. Nat. Prod. Commun. 7(1), 113-116.
Awadh Ali, N.A., Sharopov, F.S., Alhaj, M., Hill, G.M., Porzel, A., Arnold, N., Setzer, W.N., Schmidt, J., Wessjohann, L., 2012b. Chemical composition and biological activity of essential oil from Pulicaria undulata from Yemen. Nat. Prod. Commun. 7(2), 257-260.
Bhatnagar, D., Rao, P.K., Rawtani, D., 2023. Forensic Sampling and Sample Preparation, Modern Forensic Tools and Devices: Trends in Criminal Investigation, pp. 125-147.
Boumaraf, M., Mekkiou, R., Benyahia, S., Chalchat, J.C., Chalard, P., Benayache, F., Benayache, S., 2016. Essential oil composition of Pulicaria undulata (L.) DC. (Asteraceae) growing in Algeria. Int. J. Pharmacogn. Phytochem. Res. 8(5), 744-749.
Candela, R.G., Rosselli, S., Bruno, M., Fontana, G., 2021. A review of the phytochemistry, traditional uses and biological activities of the essential oils of genus Teucrium. Planta Med. 87(06), 432-479.
Caputo, L., Cornara, L., Bazzicalupo, M., De Francesco, C., De Feo, V., Trombetta, D., Smeriglio, A., 2020. Chemical composition and biological activities of essential oils from peels of three citrus species. Molecules 25(8), 1890.
Casiglia, S., Riccobono, L., Bruno, M., Senatore, F., Senatore, F., 2016. Chemical composition of the essential oil from Pulicaria vulgaris var. graeca (Sch.-Bip.) Fiori (Asteraceae) growing wild in Sicily and its antimicrobial activity. Nat. Prod. Res. 30(3), 259-267.
Chaib, F., Allali, H., Bennaceur, M., Flamini, G., 2017. Chemical composition and antimicrobial activity of essential oils from the aerial parts of Asteriscus graveolens (Forssk.) Less. and Pulicaria incisa (Lam.) DC.: Two Asteraceae herbs growing wild in the Hoggar. Chem. Biodivers. 14(8), e1700092.
Cristofari, G., Znini, M., Majidi, L., Bouyanzer, A., Al-Deyab, S.S., Paolini, J., Hammouti, B., Costa, J., 2011. Chemical composition and anti-corrosive activity of Pulicaria mauritanica essential oil against the corrosion of mild steel in 0.5 M H2SO4. Int. J. Electrochem. Sci. 6(12), 6699-6717.
Cunha, C., Ribeiro, H.M., Rodrigues, M., Araujo, A.R., 2022. Essential oils used in dermocosmetics: Review about its biological activities. J. Cosmet. Dermatol. 21(2), 513-529.
Djermane, N., Khellaf, R., Brahmi, M., Erenler, R., Arhab, R., Gherraf, N., 2023. Essential oil and crude extracts of Pulicaria arabica (L.) Cass. aerial parts: Chemical composition, antioxidant effect, α-glucosidase, acetylcholinesterase, and butyrylcholinesterase inhibitory activities. Phytotherapie 21(4), 199-208.
Elnour, A.A., Abdurahmani, N.H., Musa, K.H., Abdulla, F.M., 2024. Bioactive compounds extracted from patchouli via microwave-assisted hydrodistillation: A 36-year bibliometric and systematic review analysis. Phytomedicine Plus, 100616.
Fadel, H., Bensaid, S.O., Chalchat, J.C., Figueredo, G., Chalard, P., Benayache, F., Ghedadba, N., Zerimech, R., Benayache, S., 2020. Essential oil chemical characterization and antioxidant potential of Pulicaria inuloides from the Southwest of Algeria. Chem. Afr. 3(4), 1053-1058.
Feng, X., Kuang, Y., Gan, L., Zhou, S., Zheng, J., Ouyang, G., 2024. Solid phase microextraction for the bioanalysis of emerging organic pollutants. TRAC Trend Anal. Chem., 117786.
Freitas, L.C., Moraes, V.S.V., da Silva, S.B., de Carvalho Junior, R.N., 2023. Acquisition of Essential Oils Through Traditional Techniques, Essential Oils: Extraction Methods and Applications, pp. 859-869.
Gandomi, H., Abbaszadeh, S., Rahimikia, E., Shariatifar, N., 2015. Volatile organic compound from Pulicaria gnaphalodes and the antibacterial and antifungal properties of its essential oil and aqueous, ethanolic and methanolic extracts. J. Food Process. Preserv. 39(6), 2129-2134.
Gherib, M., Bekhechi, C., Bekkara, F.A., Bighelli, A., Casanova, J., Tomi, F., 2016. Chemical composition and antimicrobial activity of the essential oil from aerial parts of Algerian Pulicaria mauritanica. Nat. Prod. Commun. 11(1), 109-112.
Hanbali, F.E.L., Akssira, M., Ezoubeiri, A., Gadhi, C.E.A., Mellouki, F., Benherraf, A., Blazquez, A.M., Boira, H., 2005. Chemical composition and antibacterial activity of essential oil of Pulicaria odora L. J. Ethnopharmacol. 99(3), 399-401.
Harati, E., Moosavi, S.G., Nakhaei, F., Seghatoleslami, M.J., 2023. Effect of sowing date and nitrogen rate on morphological traits, seed production and essential oil of Pulicaria gnaphalodes (Vent.) Boiss. J. Med. Plants By-Prod. 12(3), 233-242.
Hashemi-Moghaddam, H., Mohammadhosseini, M., Azizi, Z., 2018. Impact of amine- and phenyl-functionalized magnetic nanoparticles impacts on microwave-assisted extraction of essential oils from root of Berberis integerrima Bunge. J. Appl. Res. Med. Aromat. Plants 10, 1-8.
Issa, M.Y., Ezzat, M.I., Sayed, R.H., Elbaz, E.M., Omar, F.A., Mohsen, E., 2020. Neuroprotective effects of Pulicaria undulata essential oil in rotenone model of parkinson's disease in rats: Insights into its anti-inflammatory and anti-oxidant effects. S. Afr. J. Bot. 132, 289-298.
Karimi, A., Gross, J., 2024. Development and validation of an innovative headspace collection technique: Volatile organic compound patterns emitted by different developmental stages of Halyomorpha halys. Front. Hortic. 3, 1380008.
Karpuz Ağören, B., Akkol, E.K., 2024. Secondary Metabolites of Turmeric Extract and Essential Oils, Curcumin and Neurodegenerative Diseases: From Traditional to Translational Medicines. Springer, pp. 81-99.
Kasote, D.M., Nawaz, M.A., Usman, K., Ullah, N., Alsafran, M., 2024. A critical review on Pulicaria species occurring in Qatar: Traditional uses, phytochemistry and biological activities. Phytochem. Rev.
Khani, A., Asghari, J., 2012. Insecticide activity of essential oils of Mentha longifolia, Pulicaria gnaphalodes and Achillea wilhelmsii against two stored product pests, the flour beetle, Tribolium castaneum, and the cowpea weevil, Callosobruchus maculatus. J. Insect Sci. 12.
Kırkıncı, S., Gercek, Y.C., Baştürk, F.N., Yıldırım, N., Gıdık, B., Bayram, N.E., 2024. Evaluation of lavender essential oils and by-products using microwave hydrodistillation and conventional hydrodistillation. Sci. Rep. 14(1), 20922.
Koonani, S., Ghiasvand, A., 2023. A comprehensive theory for vacuum-assisted headspace extraction of solid samples. J. Chromatogr. A 1712, 464465.
Kwon, D., Lee, E., Nguyen, H.Q., Jang, H., Kim, J., 2023. Static headspace gas chromatography–mass spectrometry for volatile organic compounds in bovine milk samples. Bull. Korean Chem. Soc. 44(9), 728-735.
Lougraimzi, H., Benhima, R., Kholssi, R., Fatima, E., Achbani, E.H., Fadli, M., 2022. Chemical composition and insecticidal potential of Pulicaria incisa (Lam) essential oil from Moroccan plant against Sitophilus oryzae (L.) and Tribolium castaneum (Herbst.). Biointerface Res. Appl. Chem. 12(2), 2262-2274.
Lougraimzi, H., M’sou, S., Bouaichi, A., Kotba, I., Hassan, A.E., 2020. Chemical characterization and in vitro evaluation of the antioxidant and antibacterial activity of Pulicaria incisa (Lam.) DC. essential oil. Nat. Volatiles Essent. Oils 7(2), 35-43.
Mohamed, E.A.A., Muddathir, A.M., Osman, M.A., 2020. Antimicrobial activity, phytochemical screening of crude extracts, and essential oils constituents of two Pulicaria spp. growing in Sudan. Sci. Rep. 10(1), 17148.
Mohammadhosseini, M., 2015. Chemical composition of the volatile fractions from flowers, leaves and stems of Salvia mirzayanii by HS-SPME-GC-MS. J. Essent. Oil-Bear. Plants 18(2), 464-476.
Mohammadhosseini, M., 2017. Essential oils extracted using microwave-assisted hydrodistillation from aerial parts of eleven Artemisia species: Chemical compositions and diversities in different geographical regions of Iran. Rec. Nat. Prod. 11(2), 114-129.
Mohammadhosseini, M., 2021. Chemical composition of the essential oils from the aerial parts of Malva neglecta Wallr. from Khorramabad, Lorestan Province, Iran using solvent free microwave extraction (SFME) method. Trends Phytochem. Res. 5(3), 155-163.
Mohammadhosseini, M., Mahdavi, B., Shahnama, M., 2015. Chemical composition of essential oils from aerial parts of Ferula gummosa (Apiaceae) in Jajarm Region, Iran using traditional hydrodistillation and solvent-free microwave extraction methods: A comparative approach. J. Essent. Oil-Bear. Plants 18(6), 1321-1328.
Mugao, L.G., Gichimu, B.M., Muturi, P.W., Mukono, S.T., 2020. Characterization of the volatile components of essential oils of selected plants in Kenya. Biochem. Res. Int. 2020(1), 8861798.
Mumivand, H., Rustaii, A.R., Jahanbin, K., Dastan, D., 2010. Essential oil composition of Pulicaria dysenterica (L.) Bernh from Iran. J. Essent. Oil-Bear. Plants 13(6), 717-720.
Mustafa, A.M., Eldahmy, S.I., Caprioli, G., Bramucci, M., Quassinti, L., Lupidi, G., Beghelli, D., Vittori, S., Maggi, F., 2020. Chemical composition and biological activities of the essential oil from Pulicaria undulata (L.) C. A. Mey. growing wild in Egypt. Nat. Prod. Res. 34(16), 2358-2362.
Nasr, F.A., Noman, O.M., Al-Zharani, M., Ahmed, M.Z., Qamar, W., Rizwan Ahamad, S., Al Mishari, A.A., Aleissa, M.S., Rudayni, H.A., Alqahtani, A.S., 2023. Chemical profile, antiproliferative and pro-apoptotic activities of essential oils of Pulicaria arabica against A549 lung cancer cell line. Saudi Pharm J 31(12), 101879.
Nematollahi, F., Rustaiyan, A., Larijani, K., Nadimi, M., Masoudi, S., 2006. Essential oil composition of Artemisia biennisz Willd. and Pulicaria undulata (L.) C.A. Mey., two Compositae herbs growing wild in Iran. J. Essent. Oil Res. 18(3), 339-341.
Perović, A.B., Karabegović, I.T., Krstić, M.S., Veličković, A.V., Avramović, J.M., Danilović, B.R., Veljković, V.B., 2024. Novel hydrodistillation and steam distillation methods of essential oil recovery from lavender: A comprehensive review. Ind. Crops Prod. 211, 118244.
Pourhossein Alamdary, M., Baharfar, R., Tavakoli, S., 2023. Isolation of secondary metabolites from Pulicaria gnaphalodes (Vent.) Boiss. and evaluation of their anti-proliferative activity. Polycyclic Aromat. Compd. 43(9), 8307-8318.
Raguso, R.A., 2020. Functions of Essential Oils and Natural Volatiles in Plant-Insect Interactions, Handbook of Essential Oils. CRC Press, pp. 481-496.
Ravandeh, M., Valizadeh, J., Noroozifar, M., Khorasani-Motlagh, M., 2011. Screening of chemical composition of essential oil, mineral elements and antioxidant activity in Pulicaria undulata (L.) C. A. Mey from Iran. J. Med. Plants Res. 5(10), 2035-2040.
Salarbashi, D., Ghani, A., Asili, J., 2013. Essential oil composition of Pulicaria gnaphalodes (Vent.) Boiss. growing in Iran. J. Essent. Oil-Bear. Plants 16(2), 252-256.
Seidi Damyeh, M., Niakousari, M., 2017. Ohmic hydrodistillation, an accelerated energy-saver green process in the extraction of Pulicaria undulata essential oil. Ind. Crops Prod. 98, 100-107.
Sgadari, F., Vaglica, A., Porrello, A., Crisafulli, A., Schicchi, R., Bruno, M., 2023. The chemical composition of the aerial parts essential oil of Pulicaria odora (L.) Rchb. growing in Sicily (Italy). Nat. Prod. Res.
Shahat, E.A., Bakr, R.O., Eldahshan, O.A., Ayoub, N.A., 2017. Chemical composition and biological activities of the essential oil from leaves and flowers of Pulicaria incisa sub. candolleana (Family Asteraceae). Chem. Biodivers. 14(4), e1600156.
Sharifi-Rad, J., Miri, A., Hoseini-Alfatemi, S.M., Sharifi-Rad, M., Setzer, W.N., Hadjiakhoondi, A., 2014. Chemical composition and biological activity of Pulicaria vulgaris essential oil from Iran. Nat. Prod. Commun. 9(11), 1633-1636.
Shrivastava, A., 2023. Steam Distillation: Principle and Applications for the Extraction of Essential Oils from Plants, Bioprospecting of Tropical Medicinal Plants. Springer, pp. 893-903.
Siddiqui, T., Sharma, V., Khan, M.U., Gupta, K., 2024. Terpenoids in essential oils: Chemistry, classification, and potential impact on human health and industry. Phytomedicine Plus, 100549.
Siderhurst, M.S., Bartel, W.D., Hoover, A.G., Lacks, S., Lehman, M.G., 2024. Rapid headspace analysis of commercial spearmint and peppermint teas using volatile ‘fingerprints’ and an electronic nose. J. Sci. Food Agric.
Skok, A., Bazel, Y., 2023. Headspace microextraction. A comprehensive review on method application to the analysis of real samples (from 2018 till present). Crit. Rev. Anal. Chem., 1-31.
Wijeweera Patabandige, M., Hill, J., Herath, A., Naimi, I., Wickramasekara, S., 2024. Dynamic headspace GC–MS method to detect volatile extractables from medical device materials. Biomed. Mat. Devices 2(2), 1125-1142.
Xu, Z., Chang, L., Xu, Z., Chang, L., 2017. Asteraceae. Springer, Singapore.
Yingngam, B., 2023. Modern solvent-free microwave extraction with essential oil optimization and structure-activity relationships. Stud. Nat. Prod. Chem. 77, 365-420.
You, C., Ho, T., Rucker, V., Yeh, J., Wang, L., 2023. A simple and universal headspace GC-FID method for accurate quantitation of volatile amines in pharmaceuticals. Anal. Methods 15(35), 4427-4433.
Yusufoglu, H.S., Alqarni, M.H., Salkini, M.A., Tabanca, N., Demirci, B., Kendra, P.E., 2021. Chemical composition of essential oils of Pulicaria species growing in Saudi Arabia and activity for Mediterranean fruit fly, Ceratitis capitata. Phytochem. Lett. 46, 51-55.
Zardi-Bergaoui, A., Jelassi, A., Daami-Remadi, M., Harzallah-Skhiri, F., Flamini, G., Ascrizzi, R., Ben Jannet, H., 2020. Chemical composition and bioactivities of essential oils from Pulicaria vulgaris subsp. dentata (Sm.) Batt. growing in Tunisia. J. Essent. Oil Res. 32(2), 111-120.