Login Register Cart 0
Generic placeholder image

Current Chemical Biology

Editor-in-Chief

ISSN (Print): 2212-7968
ISSN (Online): 1872-3136

Back
Journal Home About Journal Editorial Board Journal Insight Current Issue Volumes/Issues
Subscribe
Systematic Review Article

Traditional use, Phytochemistry and Pharmacological Properties of the Genus Onopordum

Author(s): Chaima Mouffouk*, Soumia Mouffouk, Sara Mouffouk and Hamada Haba

Volume 17, Issue 2, 2023

Published on: 17 January, 2023

Page: [124 - 139] Pages: 16

DOI: 10.2174/2212796817666230102092008

Price: $65

Abstract

Background: The genus Onopordum (Asteraceae), with about 40 species, is composed of perennials and spermatophyte plants, which are widely used in popular medicine for the treatment of several human diseases. Plants of this genus constitute an interesting source of bioactive molecules with a wide range of pharmacological applications.

Objective: In this context, the current study describes a critical review of traditional uses, phytochemistry, and pharmacological effects of the genus Onopordum in order to establish a valuable database for future ethnopharmacological surveys on this genus.

Methods: For this, all bibliographic data covering the period of 1970 to 2022 were collected and analyzed.

Results: Only 19 species from the genus Onopordum were studied. They are traditionally used to treat gastric, renal, respiratory, urinary, and gynecological diseases and in the food industry for cheese production. Indeed, it was found that Onopordum species are rich in flavonoids, phenolic compounds, terpenoids, alkaloids, tannins, and steroids. These plants exhibit several interesting biological activities including: antioxidant, antimicrobial, antiproliferative, apoptotic, cytotoxic, antitumor, anticholinergic, larvicidal, analgesic and antipyretic, hypotensive, antiepileptic, and anticonvulsant activities. Furthermore, their hemostatic, anti-inflammatory, and moisturizing properties, increase their usefulness in the cosmetic field.

Conclusion: According to the present study, Onoporadum species constitute an important natural source of secondary metabolites with potential therapeutic, cosmetic, and nutritional applications. However, the focus has been only on 19 species and the publications were not very explanatory, Therefore, in-depth pharmacological and phytochemical studies are needed to fully exploit the therapeutic potential and the chemical composition of Onopordum species.

Keywords: Onopordum, traditional use, chemical composition, biological activities, pharmacological applications, asteraceae.

Next »
Graphical Abstract

[1]
Jamshidi-Kia, F.; Lorigooini, Z.; Amini-Khoei, H. Medicinal plants: Past history and future perspective. J Herbmed. Pharmacol., 2018, 7(1), 1-7.
[http://dx.doi.org/10.15171/jhp.2018.01]
[2]
Shakya, A.K. Medicinal plants: Future source of new drugs. Int. J. Herb. Med., 2016, 4(4), 59-64.
[3]
Soria, N. Medicinal Plants and their application in Public Health. Rev. Salud Pública Parag, 2018, 7-8.
[http://dx.doi.org/10.18004/rspp.2018.junio.7-8]
[4]
Mbele, M.; Hull, R.; Dlamini, Z. African medicinal plants and their derivatives: Current efforts towards potential anti-cancer drugs. Exp. Mol. Pathol., 2017, 103(2), 121-134.
[http://dx.doi.org/10.1016/j.yexmp.2017.08.002] [PMID: 28797846]
[5]
Quézel, P; Santa, S. Nouvelle flore de l'Algérie et des régions désertiques méridionales., 1963.
[6]
Robertovna, G.E.; Alexeevich, K.D.; Alexeevich, S.A.; Petrovna, G.M.; Kenzhebaevna, O.K. Traditional medicine plant, Onopordum acanthium L. (Asteraceae): chemical composition and pharmacological research. Plants, 2019, 8(2), 40.
[http://dx.doi.org/10.3390/plants8020040] [PMID: 30759795]
[7]
Bouazzi, S.; El Mokni, R.; Nakbi, H.; Dhaouadi, H.; Joshi, R.K.; Hammami, S. Chemical composition and antioxidant activity of essential oils and hexane extract of Onopordum arenarium from Tunisia. J. Chromatogr. Sci., 2020, 58(4), 287-293.
[http://dx.doi.org/10.1093/chromsci/bmz113] [PMID: 31867630]
[8]
Mozzon, M.; Foligni, R.; Mannozzi, C.; Zamporlini, F.; Raffaelli, N.; Aquilanti, L. Clotting properties of Onopordum tauricum (Willd.) Aqueous extract in milk of different species. Foods, 2020, 9(6), 692.
[http://dx.doi.org/10.3390/foods9060692] [PMID: 32471174]
[9]
Wei, C.; Zhou, S.; Shi, K.; Zhang, C.; Shao, H. Chemical profile and phytotoxic action of Onopordum acanthium essential oil. Sci. Rep., 2020, 10(1), 13568.
[http://dx.doi.org/10.1038/s41598-020-70463-7] [PMID: 32782298]
[10]
Abd El-Moaty, H.I.; Wanas, A.S.; Radwan, M.M.; Desoukey, S.Y. Glycosides of Onopordum alexandrinum Boiss. and its Central Nervous System (CNS) and some biological activities. Int. J. Pharmacog. Phytochem. Res., 2016, (7), 1088-1098.
[11]
Aljaja, M.K.; Lahdo, R.; Kitaz, A. Phytochemical study and protective effect investigation against oxidative damage in human erythrocytes of Syrian Asteraceae plants. Bull. Pharm. Sci., 2021, 44(2), 323-338.
[http://dx.doi.org/10.21608/bfsa.2021.207152]
[12]
Hachicha, S.F.; Barrek, S.; Skanji, T.; Ghrabi, Z.G.; Zarrouk, H. Composition chimique de l’huile des graines d’Onopordon nervosum subsp. platylepis Murb (asteracees). J. Soc. Chim. Tunisie., 2007, 9(1), 23.
[13]
Gálvez, C.; Bermejo, J.E. Life cycle and adaptive strategies of three non-annual, ruderal Cardueae: Onopordum nervosum, Carthamus arborescens, and Cirsium scabrum. Plant Syst. Evol., 1990, 171(1), 117-128.
[http://dx.doi.org/10.1007/BF00940599]
[14]
Eroğlu, H. Türkiye Florası’na Yeni Bir Kayıt: Onopordum blancheanum (Eig) Danin (Asteraceae: Cardueae). Bağbahçe Bilim Dergisi., 2021, 8(3), 21-29.
[15]
ElKordy, A.; El-Garf, I.A.; Osman, A.K.; Abdallah, N.Y.; Badry, M.O. Onopordum arenarium (Desf.) Pomel (Asteraceae), a Noteworthy Record from Egypt. Egypt. J. Bot., 2022, 62(3), 811-815.
[http://dx.doi.org/10.21608/ejbo.2022.135635.1973]
[16]
Domina, G.; El Mokni, R. An inventory of the names of vascular plants endemic to C Mediterranean and described from Tunisia. Phytotaxa, 2019, 409(3), 105-128.
[http://dx.doi.org/10.11646/phytotaxa.409.3.1]
[17]
Gordo, B.; Mostafa, N.A. Onopordum (Asteraceae) in Algeria with special focus on O. ambiguum. Flora Mediterr., 2021, 31, 223-232.
[18]
Bruno, M.; Maggio, A.; Rosselli, S.; Safder, M.; Bancheva, S. The metabolites of the genus Onopordum (Asteraceae): Chemistry and biological properties. Curr. Org. Chem., 2011, 15(6), 888-927.
[http://dx.doi.org/10.2174/138527211794518880]
[19]
Qaderi, M.M.; Presti, A.; Cavers, P.B. Dry storage effects on germinability of Scotch thistle (Onopordum acanthium) cypselas. Acta Oecol., 2005, 27(2), 67-74.
[http://dx.doi.org/10.1016/j.actao.2004.09.004]
[20]
Sharifi, N.; Souri, E.; Ziai, S.A.; Amin, G.; Amanlou, M. Discovery of new angiotensin converting enzyme (ACE) inhibitors from medicinal plants to treat hypertension using an in vitro assay. Daru, 2013, 21(1), 74.
[http://dx.doi.org/10.1186/2008-2231-21-74] [PMID: 24359711]
[21]
Ghods, R.; Gharouni, M.; Amanlou, M.; Sharifi, N.; Ghobadi, A.; Amin, G. Effect of Onopordon acanthium L. as add on antihypertensive therapy in patients with primary hypertension taking losartan: A pilot study. Adv. Pharm. Bull., 2018, 8(1), 69-75.
[http://dx.doi.org/10.15171/apb.2018.009] [PMID: 29670841]
[22]
Molnár, J.; Szebeni, G.; Csupor-Löffler, B.; Hajdú, Z.; Szekeres, T.; Saiko, P.; Ocsovszki, I.; Puskás, L.; Hohmann, J.; Zupkó, I. Investigation of the antiproliferative properties of natural sesquiterpenes from Artemisia asiatica and Onopordum acanthium on HL-60 cells in vitro. Int. J. Mol. Sci., 2016, 17(2), 83.
[http://dx.doi.org/10.3390/ijms17020083] [PMID: 26901188]
[23]
Koochek, M.H.; Ghochani, M.H. Effect of Onopordon acanthium on full-thickness dermal wound healing in rabbit. Daru, 2000, 8(1-2), 45-49.
[24]
Zare, K.; Nazemyeh, H.; Lotfipour, F.; Farabi, S.; Ghiamirad, M.; Barzegari, A. Antibacterial activity and total phenolic content of the Onopordon acanthium L. seeds. Pharm. Sci., 2014, 20(1), 6-11.
[25]
Özgen, U.; Kaya, Y.; Houghton, P. Folk medicines in the villages of Ilıca District (Erzurum, Turkey). Turk. J. Biol., 2012, 36(1), 93-106.
[26]
Al-Quran, S. Taxonomical and pharmacological survey of therapeutic plants in Jordan. J. Nat. Prod., 2008, 1(1), 10-26.
[27]
Mamedov, N.; Mehdiyeva, N.P.; Craker, L.E. Medicinal plants used in traditional medicine of the Caucasus and North America. JMAP, 2015, 4(3), 42-66.
[28]
Eisenman, S.W.; Zaurov, D.E.; Struwe, L., Eds.; Medicinal plants of central Asia; Springer Science & Business Media: Uzbekistan and Kyrgyzstan, 2012.
[29]
Bellakhdar, J. La pharmacopée marocaine traditionnelle. Médecine arabe ancienne et savoirs populaires; Editions Le Fennec, Casablanca/Ibis Press: Paris, 1997.
[30]
Mobli, M.; Qaraaty, M.; Amin, G.; Haririan, I.; Hajimahmoodi, M.; Rahimi, R. Scientific evaluation of medicinal plants used for the treatment of abnormal uterine bleeding by Avicenna. Arch. Gynecol. Obstet., 2015, 292(1), 21-35.
[http://dx.doi.org/10.1007/s00404-015-3629-x] [PMID: 25637505]
[31]
Petkova, N.; Mihaylova, D. Flower heads of Onopordum tauricum Willd. and Carduus acanthoides L. - source of prebiotics and antioxidants. Emir. J. Food Agric., 2016, 28(10), 732-736.
[http://dx.doi.org/10.9755/ejfa.2016-05-544]
[32]
Abd-Allah, W.E.; Radwan, H.M.; Shams, K.A.; Ismail, S.I.; Ali, S.M. The lipid and volatile oil of the seed and aerial parts of Onopordum alexandrinum Boiss. growing in Egypt and their antioxidant activity. Egypt Pharm J., 2012, 11(1), 49.
[33]
Wassel, G.M. On the constituents of the wild Egyptian plant Onopordon alexandrinum Boiss. Z. Naturforsch. C J. Biosci., 1975, 30(5-6), 349-351.
[http://dx.doi.org/10.1515/znc-1975-5-608]
[34]
Sugimoto, S.; Yamano, Y.; Desoukey, S.Y.; Katakawa, K.; Wanas, A.S.; Otsuka, H.; Matsunami, K. Isolation of sesquiterpene–amino acid conjugates, Onopornoids A–D, and a flavonoid glucoside from Onopordum alexandrinum. J. Nat. Prod., 2019, 82(6), 1471-1477.
[http://dx.doi.org/10.1021/acs.jnatprod.8b00948] [PMID: 31199638]
[35]
Esmaeili, A.; Saremnia, B. Preparation of extract-loaded nanocapsules from Onopordon leptolepis DC. Ind. Crops Prod., 2012, 37(1), 259-263.
[http://dx.doi.org/10.1016/j.indcrop.2011.12.010]
[36]
Mirzaei, N.; Mokhtari, B.; Kolahi, M. Evalution of phytochemical and anticancer properties of cotton thistle (Onopordon leptolepis DC.) extract on the survival of CACO2 cancer cells. Majallah-i Ilmi-i Danishgah-i Ulum-i Pizishki-i Kurdistan, 2018, 23(2), 57-69.
[http://dx.doi.org/10.29252/sjku.23.2.57]
[37]
Rosselli, S; Maggio, AM; Canzoneri, M; Simmonds, MS; Bruno, M Sesquiterpenes from Onopordum illyricum and their antifeedant activity. Nat Prod Commun., 2012, 7(9), 1934578X 1200700904..
[38]
Sharif, S.; Kitaz, A.; Al Kayali, R. TLC screening and evaluation of antioxidant, antibacterial activity of Onopordon macrocephalum by bioautography method. Iran J Pharm Sci., 2016, 12(2), 1-8.
[39]
Rabih, S.T.; Malak, A.E.; Joanna, K.; Marwan, R.A.; Salma, N.T.; Fadia, R.H. Inhibition of endotoxin-induced pro-inflammatory markers by water extracts of Onopordum cynarocephalum and Achillea damascena. J. Med. Plants Res., 2009, 3(9), 686-698.
[40]
Maher, O. Antimicrobial activities from extracts of seven medicinal plant species against multidrug-resistant bacteria and fungi. J. Pharmacogn. Phytother., 2018, 10(3), 45-55.
[http://dx.doi.org/10.5897/JPP2017.0482]
[41]
Tamer, I.M. Identification and partial purification of a novel milk clotting enzyme from Onopordum turcicum. Biotechnol. Lett., 1993, 15(4), 427-432.
[http://dx.doi.org/10.1007/BF00128289]
[42]
Marengo, A.; Fumagalli, M.; Sanna, C.; Maxia, A.; Piazza, S.; Cagliero, C.; Rubiolo, P.; Sangiovanni, E.; Dell’Agli, M. The hydro-alcoholic extracts of Sardinian wild thistles (Onopordum spp.) inhibit TNFα-induced IL-8 secretion and NF-κB pathway in human gastric epithelial AGS cells. J. Ethnopharmacol., 2018, 210, 469-476.
[http://dx.doi.org/10.1016/j.jep.2017.09.008] [PMID: 28916191]
[43]
Yabrir, B.; Touati, M.; Adli, B.; Bezini, E.; Ghafoul, M.; Khalifa, S.; Guit, B. Therapeutic use of spontaneous medicinal flora from an extreme environment (dune cordon) in Djelfa region, Algeria. J. Pharm. Pharmacogn. Res., 2018, 6(5), 358-373.
[44]
Tuzlaci, E. Şenkardeş, İ. Turkish folk medicinal plants, X: Ürgüp (Nevsehir). Marmara Pharm. J., 2011, 2(15), 58-68.
[http://dx.doi.org/10.12991/201115432]
[45]
Teixidor-Toneu, I.; Martin, G.J.; Ouhammou, A.; Puri, R.K.; Hawkins, J.A. An ethnomedicinal survey of a Tashelhit-speaking community in the High Atlas, Morocco. J. Ethnopharmacol., 2016, 188, 96-110.
[http://dx.doi.org/10.1016/j.jep.2016.05.009] [PMID: 27174082]
[46]
El-Moghazy, S.A.; Ahmed, A.A.; Abdel-Ghani, H.F.; El-Shanawany, M.A. A new eudesmane derivative from Onopordon ambiguum. Fitoterapia, 2002, 73(1), 97-98.
[http://dx.doi.org/10.1016/S0367-326X(01)00366-5] [PMID: 11864770]
[47]
Njeh, F.; Mhalla, D.; Hammouda, I.B.; Trigui, M.; Mezghani-Jarraya, R. Antibacterial activity of Onopordum espinae: Identification of Hispidulin and Dehydromelitensin-8-(4ꞌ-Hydroxy-methacrylate). Iran. J. Pharm. Res., 2017, 16(4), 1531-1537.
[PMID: 29552061]
[48]
Csupor-Löffler, B.; Hajdú, Z.; Réthy, B.; Zupkó, I.; Máthé, I.; Rédei, T.; Falkay, G.; Hohmann, J. Antiproliferative activity of Hungarian Asteraceae species against human cancer cell lines. Part II. Phytother. Res., 2009, 23(8), 1109-1115.
[http://dx.doi.org/10.1002/ptr.2755] [PMID: 19170144]
[49]
Csupor-Löffler, B; Zupkó, I; Molnár, J; Forgo, P; Hohmann, J Bioactivity-guided isolation of antiproliferative compounds from the roots of Onopordum acanthium. Nat Prod Commun., 2014, 9(3), 1934578X1400900313.
[50]
Abusamra, Y.A.; Scuruchi, M.; Habibatni, S.; Maammeri, Z.; Benayache, S.; D’Ascola, A.; Avenoso, A.; Campo, G.M.; Spina, E. Evaluation of putative cytotoxic activity of crude extracts from Onopordum acanthium leaves and Spartium junceum flowers against the U-373 glioblastoma cell line. Pak. J. Pharm. Sci., 2015, 28(4), 1225-1232.
[PMID: 26142501]
[51]
Oueslati, M.A.; Gunenc, A.; Rigane, G.; Ghazghazi, H.; Valencia, C. SALEM, RB.; Boukhchina, S.; Willmore, WG.; Hosseinian, F. Chemical composition, antioxidant and cytotoxic activities of Onopordum acanthium L. Crude oil and defatted meal. Rev. Roum. Chim., 2019, 64(6), 503-510.
[http://dx.doi.org/10.33224/rrch/2019.64.6.06]
[52]
Koc, S.; Isgor, B.S.; Isgor, Y.G.; Shomali Moghaddam, N.; Yildirim, O. The potential medicinal value of plants from Asteraceae family with antioxidant defense enzymes as biological targets. Pharm. Biol., 2015, 53(5), 746-751.
[http://dx.doi.org/10.3109/13880209.2014.942788] [PMID: 25339240]
[53]
Habibatni, S.; Zohra, A.F.; Khalida, H.; Anwar, S.; Mansi, I.; Awadh Ali, N.A. In-vitro antioxidant, Xanthine oxidase-inhibitory and in-vivo Anti-inflammatory, analgesic, antipyretic activity of Onopordum acanthium. Int. J. Phytomed., 2017, 9(1), 92-100.
[http://dx.doi.org/10.5138/09750185.2030]
[54]
Daci, A.; Gold-Binder, M.; Garzon, D.; Patea, A.; Beretta, G. Standardization of solvent extracts from Onopordum acanthium fruits by GC-MS, HPLC-UV/DAD, HPLC-TQMS and 1H-NMR and evaluation of their inhibitory effects on the expression of IL-8 and E-selectin in immortalized endothelial cells (HUVECtert). Nat Prod Commun, 2014, 9(7), 1934578X1400900716..
[55]
Móricz, Á.M.; Krüzselyi, D.; Alberti, Á.; Darcsi, A.; Horváth, G.; Csontos, P.; Béni, S.; Ott, P.G. Layer chromatography-bioassays directed screening and identification of antibacterial compounds from Scotch thistle. J. Chromatogr. A, 2017, 1524, 266-272.
[http://dx.doi.org/10.1016/j.chroma.2017.09.062] [PMID: 28989030]
[56]
Sharifi, N.; Souri, E.; Ziai, S.A.; Amin, G.; Amini, M.; Amanlou, M. Isolation, identification and molecular docking studies of a new isolated compound, from Onopordon acanthium: a novel angiotensin converting enzyme (ACE) inhibitor. J. Ethnopharmacol., 2013, 148(3), 934-939.
[http://dx.doi.org/10.1016/j.jep.2013.05.046] [PMID: 23743058]
[57]
Hassanzadeh, M.; Sharifi, N.; Mahernia, S.; Rahimi, N.; Dehpour, A.R.; Amanlou, M. Effects of onopordia, a novel isolated compound from Onopordon acanthium, on pentylenetetrazole-induced seizures in mice: Possible involvement of nitric oxide pathway. J. Tradit. Complement. Med., 2021, 11(1), 22-26.
[http://dx.doi.org/10.1016/j.jtcme.2019.11.005] [PMID: 33511058]
[58]
Muhammad, H.A.; Najeeb, M.K.; Jubrail, A.M. Physiological and immunological study for the effects of Onopordum acanthium L. seeds oil in male rats treated with CCL4. Iraqi J Sci., 2022, 25, 1918-1929.
[59]
Delalat, R.; Sadat Shandiz, S.A.; Pakpour, B. Antineoplastic effectiveness of silver nanoparticles synthesized from Onopordum acanthium L. extract (AgNPs-OAL) toward MDA-MB231 breast cancer cells. Mol. Biol. Rep., 2022, 49(2), 1113-1120.
[http://dx.doi.org/10.1007/s11033-021-06936-3] [PMID: 34817774]
[60]
Shahcheraghi, S.N.; Sadat Shandiz, S.A.; Pakpour, B. An eco-friendly fabrication of silver chloride nanoparticles (AgCLNPs) using Onopordum acanthium L. extract induces apoptosis in breast cancer MDA-MB-232 cells. Bionanoscience, 2022, 12(2), 339-350.
[http://dx.doi.org/10.1007/s12668-022-00970-6]
[61]
Sanati, M. The cytotoxic effects of green synthesized AgCl2 nanoparticles on colon cancer (SW480) cells. J Biol Stud., 2022, 5(1), 155-158.
[62]
Tepe, A.S. Chemical composition, antioxidant and enzyme inhibitory activity of Onopordum caricum. Rec. Nat. Prod., 2022, 16(2), 172-181.
[63]
Abraham, E.P.; Joseph, A.E.; Crowfoot, D.M.; Osborn, E.M. An antibacterial substance from Arctium minus and Onopordon tauricum. Nature, 1946, 158(4021), 744-745.
[http://dx.doi.org/10.1038/158744a0] [PMID: 20276863]
[64]
Salama, M.M.; Ezzat, S.M.; Sleem, A.A. A new hepatoprotective flavone glycoside from the flowers of Onopordum alexandrinum growing in Egypt. Z. Naturforsch. C J. Biosci., 2011, 66(5-6), 251-259.
[http://dx.doi.org/10.1515/znc-2011-5-608] [PMID: 21812342]
[65]
Mahmoud, N. sharaf; elazab, D.; Elhaw, E. Biochemical and histopathological studies of the anti-hyperglycemic and anti-hyperlipidemic effects of some extracts of aerial flowering parts of Onopordum alexandrinum Boiss. in alloxan-induced diabetic rats. Egypt. J. Chem., 2022, 66(1)
[http://dx.doi.org/10.21608/ejchem.2022.126845.5640]
[66]
Valizadeh, E.; Ostadrahimi, A.; Fatollahi, N. Evaluation of antioxidant activity of total extract of Onopordon leptolepis L. in vitro. Depiction of Health., 2012, 2(4), 9-15.
[67]
Rustaiyan, A.; Nazarians, L.; Bohlmann, F. Two new germacranolides from Onopordon leptolepis. Phytochemistry, 1979, 18(5), 883-884.
[http://dx.doi.org/10.1016/0031-9422(79)80040-0]
[68]
Formisano, C.; Sanna, C.; Ballero, M.; Chianese, G.; Sirignano, C.; Rigano, D.; Millán, E.; Muñoz, E.; Taglialatela-Scafati, O. Anti-inflammatory sesquiterpene lactones from Onopordum illyricum L. (Asteraceae), an Italian medicinal plant. Fitoterapia, 2017, 116, 61-65.
[http://dx.doi.org/10.1016/j.fitote.2016.11.006] [PMID: 27871974]
[69]
El-Najjar, N.; Saliba, N.; Talhouk, S.; Gali-Muhtasib, H. Onopordum cynarocephalum induces apoptosis and protects against 1,2 dimethylhydrazine-induced colon cancer. Oncol. Rep., 2007, 17(6), 1517-1523.
[http://dx.doi.org/10.3892/or.17.6.1517] [PMID: 17487413]
[70]
Barbour, E.K.; Al Sharif, M.; Sagherian, V.K.; Habre, A.N.; Talhouk, R.S.; Talhouk, S.N. Screening of selected indigenous plants of Lebanon for antimicrobial activity. J. Ethnopharmacol., 2004, 93(1), 1-7.
[http://dx.doi.org/10.1016/j.jep.2004.02.027] [PMID: 15182897]
[71]
Formisano, C.; Rigano, D.; Russo, A.; Cardile, V.; Caggia, S.; Apostolides Arnold, N.; Mari, A.; Piacente, S.; Rosselli, S.; Senatore, F.; Bruno, M. Phytochemical profile and apoptotic activity of Onopordum cynarocephalum. Planta Med., 2012, 78(15), 1651-1660.
[http://dx.doi.org/10.1055/s-0032-1315259] [PMID: 22965548]
[72]
Al-Bakheit, A.; Abu-Romman, S.; Sharab, A.; Al Shhab, M. Interleukin-6 Secretion in Response to Onopordum jordanicolum plant extracts in prostate cancer Cells. Jordan J. Pharm. Sci., 2019, 12(1)
[73]
Houachri, T.; Bolonio, D.; Llamas, A.; Rodríguez-Fernández, J.; El Gazza, M.; Mittelbach, M.; Lapuerta, M.; Canoira, L. Fatty acid methyl esters (FAME) from oleaginous seeds grown in arid lands. Part II: Ibicella lutea, Onopordum nervosum, Peganum harmala, Smyrnium olusatrum and Solanum elaeagnifolium. Energy Sources A Recovery Util. Environ. Effects, 2018, 40(12), 1434-1441.
[http://dx.doi.org/10.1080/15567036.2018.1476612]
[74]
Mosharrafa, S.A.; Mansour, R.M.; Abou-Zaid, M.; Saleh, N.A. Some biologically active flavonoids from Egyptian members of the Compositae. Bull. Chem. Soc. Ethiop., 1994, 8(1)
[75]
El-Menshawi, B.S.; Fayad, W.; Mahmoud, K.; El-Hallouty, S.M. Screening of natural products for therapeutic activity against solid tumors. Indian J. Exp. Biol., 2010, 48(3), 258-264.
[76]
Bader, A.; Abdallah, Q.; Abdelhady, M.; De Tommasi, N.; Malafronte, N.; Shaheen, U.; Bkhaitan, M.; Cotugno, R. Cytotoxicity of some plants of the Asteraceae Family: antiproliferative activity of Psiadia punctulata root sesquiterpenes. Rec. Nat. Prod., 2019, 13(4), 307-315.
[http://dx.doi.org/10.25135/rnp.113.18.10.969]
[77]
Khafagi, I.K.; Dewedar, A. The efficiency of random versus ethno-directed research in the evaluation of Sinai medicinal plants for bioactive compounds. J. Ethnopharmacol., 2000, 71(3), 365-376.
[http://dx.doi.org/10.1016/S0378-8741(00)00164-1] [PMID: 10940572]
[78]
Abdallah, H.M.; Asfour, H.Z.; El-Halawany, A.M.; Elfaky, M.A. Saudi plants as a source of potential β-lactamase inhibitors. Pak. J. Pharm. Sci., 2018, 31(1)(Suppl.), 325-332.
[PMID: 29386161]
[79]
Strzelecka, M.; Bzowska, M. Kozieł J.; Szuba, B.; Dubiel, O.; Riviera Núńez, D.; Heinrich, M.; Bereta, J. Anti-inflammatory effects of extracts from some traditional Mediterranean diet plants. J Physiol Pharmacol Suppl., 2005, 56(1)(Suppl. 1), 139-156.
[PMID: 15800391]
[80]
Topal, M.; Gocer, H.; Topal, F.; Kalin, P.; Köse, L.P. Gülçin, İ.; Çakmak, K.C.; Küçük, M.; Durmaz, L.; Gören, A.C.; Alwasel, S.H. Antioxidant, antiradical, and anticholinergic properties of cynarin purified from the Illyrian thistle (Onopordum illyricum L.). J. Enzyme Inhib. Med. Chem., 2016, 31(2), 266-275.
[http://dx.doi.org/10.3109/14756366.2015.1018244] [PMID: 25792498]
[81]
Baştürk, A.; Peker, S. Antioxidant capacity, fatty acid profile and volatile components of the Onopordum Anatolicum and Onopordum Heteracanthum species seeds grown in Van, Turkey. J. Institute. Sci. Technol, 2021, 11(4), 2810-2822.
[http://dx.doi.org/10.21597/jist.895713]
[82]
Taşdelen, G.; Mammadov, R. The research of antioxidant activity of the endemic species of Onopordum anatolicum. Int J Second Metab., 2014, 1(1), 8.
[83]
Watanabe, Y.; Novaes, P.; Varela, R.M.; Molinillo, J.M.G.; Kato-Noguchi, H.; Macías, F.A. Phytotoxic potential of Onopordum acanthium L. (Asteraceae). Chem. Biodivers., 2014, 11(8), 1247-1255.
[http://dx.doi.org/10.1002/cbdv.201400070] [PMID: 25146768]
[84]
Lajter, I. Biologically active secondary metabolites from Asteraceae and Polygonaceae species., 2016.
[http://dx.doi.org/10.14232/phd.2817]
[85]
Khalilova, AZ; Litvinov, IA; Beskrovnyi, DV; Gubaidullin, AT; Shakurova, ER; Nuriev, IR; Khalilov, LM; Dzhemilev, UM Isolation and crystal structure of taraxasteryl acetate from Onopordum acanthium. Chem Nat Comp., 2004, 40(3)
[86]
Ul’chenko, N.T.; Gigienova, É.I.; Umarov, A.U. Epoxytriglyceride oils of the seeds of Onopordum acanthium. Chem. Nat. Compd., 1978, 14(4), 438-439.
[http://dx.doi.org/10.1007/BF00565255]
[87]
Ul’chenko, N.T.; Gigienova, E.I.; Seytanidi, K.L.; Umarov, A.U. The glyceride complex of the seed oil of Onopordon acanthium. Khim Prirod Soedin., 1978, 14, 699-706.
[88]
Ul’chenko, N.T.; Gigienova, E.I.; Abdullaev, U.A.; Umarov, A.U. Nonglyceride complex of oil from Onopordon acanthium seeds. Khim Prirod Soedin., 1979, 15, 612-615.
[89]
Ul’chenko, N.T.; Gigienova, E.I.; Umarov, A.U. Isamukhamedov, A Hydroxy acids of the seed oils of five pants of the Family Asteraceae. Khim Prirod Soedin., 1981, 17, 30-34.
[90]
Ul’chenko, N.T.; Gusakova, S.D.; Glushenkova, A.I. Oxygenated triacylglycerols of the seed lipids of Onopordon acanthium. Khim Prirod Soedin., 1993, 29, 656-660.
[91]
Ul’chenko, N.T.; Gusakova, S.D.; Glushenkova, A.I. Oxygenated acids of the lipids of Onopordon acanthium. Khim. Prirod. Soedin., 1993, 29, 515-518.
[92]
Arfaoui, M.O.; Renaud, J.; Ghazghazi, H.; Boukhchina, S.; Mayer, P. Variation in oil content, fatty acid and phytosterols profile of Onopordum acanthium L. during seed development. Nat. Prod. Res., 2014, 28(24), 2293-2300.
[http://dx.doi.org/10.1080/14786419.2014.940944] [PMID: 25103576]
[93]
Matthaus, B.; Ozcan, M.M.; Al-Juhaimi, F. Fatty acid, tocopherol, and mineral contents of Onopordum acanthium seed and oil. Chem. Nat. Compd., 2014, 50(6), 1092-1094.
[http://dx.doi.org/10.1007/s10600-014-1166-7]
[94]
DImItRovA-DyulgeRovA, I.; StoyAnovA, A. Lipid composition of Carduus thoermeri Weinm., Onopordum acanthium L. and Silybum marianum L., growing in Bulgaria. Bulg. J. Agric. Sci., 2014, 20(3), 622-627.
[95]
Bogs, H.U.; Bogs, U. On the contents of Onopordon acanthium L. 1. Coumarins and flavones. Pharmazie, 1965, 20(11), 706-709.
[PMID: 5886254]
[96]
Karl, C.; Mueller, G.; Pedersen, P.A. Zur Phytochemie der Blüten von Onopordon acanthium L. (Eselsdistel). Deutsche Apoth. Zeit (Hambg.), 1976, 116, 57-59.
[97]
Nolasco, S.N.; Bertoni, M.H.; Malec, L.; Cattaneo, Y.P. Seeds of Onopordon acanthium L. (Scotch thistle), Carduus acanthoides L. (plumeless thistle) and Cirsium vulgare (Savi) Ten (bull thistle). Extracted crude oils and seed meals. An Asoc Quim Argent., 1987, 75, 29-34.
[98]
Khalilova, A.Z.; Shakurova, E.R.; Nuriev, I.F.; Akhmetova, V.R.; Khalilov, L.M.; Dzhemilev, U.M. Triterpenoids of Onopordum acanthium (Asteraceae). Plant Resour., 2007, 43, 97-102.
[99]
Khalilov, L.M.; Khalilova, A.Z.; Shakurova, E.R.; Nuriev, I.F.; Kachala, V.V.; Shashkov, A.S.; Dzhemilev, U.M. PMR and 13C NMR spectra of biologically active compounds. XII. Taraxasterol and its acetate from the aerial part of Onopordum acanthium. Chem. Nat. Compd., 2003, 39(3), 285-288.
[http://dx.doi.org/10.1023/A:1025478720459]
[100]
Tyumkina, T.V.; Nuriev, I.F.; Khalilov, L.M.; Akhmetova, V.R.; Dzhemilev, U.M. PMR and 13C NMR spectra of biologically active compounds. XIII.* Structure and stereochemistry of a new phenylpropanoid glycoside isolated from Onopordum acanthium seeds. Chem. Nat. Compd., 2009, 45(1), 61-65.
[http://dx.doi.org/10.1007/s10600-009-9254-9]
[101]
Drozdz, B.; Holub, M.; Samek, Z.; Herout, V.; Sorm, F. The constitution and absolute configuration of onopordopicrine - a sesquiterpene lactone from Onopordon acanthium L. Collect. Czech. Chem. Commun., 1968, 33, 730-1737.
[102]
Gonzalez Collado, Y.; Macias, F.A.; Massanet, G.M.; Oliva, J.; Maria Rodriguez Luis, F.; Vergara, C. Componentes quimicos de Onopordum nervosum Boiss. Ann Quim Ser C., 1984, 80, 100-101.
[103]
Cardona, M.L. Garcia, B˜.; Pedro, J.R.; Sinisterra, J.F. Flavonoids, flavonolignans and a phenylpropanoid from Onopordon corymbosum. Phytochemistry, 1990, 29(2), 629-631.
[http://dx.doi.org/10.1016/0031-9422(90)85131-X]
[104]
Mericli, A.H.; Miski, M.; Korkmaz, Y.; Tuzlaci, E. Phenolic compounds of Onopordon tauricum. Acta Pharm. Turcica., 1991, 33, 83-84.
[105]
García, B.; Skaltsa, H.; Navarro, F.I.; Pedro, J.; Lazari, D. Sesquiterpene lactones and elemane derivatives from Onopordon myriacanthum. Phytochemistry, 1996, 41(4), 1113-1117.
[http://dx.doi.org/10.1016/0031-9422(95)00776-8]
[106]
Lazari, D.; Skaltsa, H.; Harvala, C. Flavonoids of Onopordum sibthorpianum and Onopordum laconicum. Biochem. Syst. Ecol., 1998, 26(1), 105-107.
[http://dx.doi.org/10.1016/S0305-1978(98)00077-5]
[107]
Cardona, M.; Fernández, M.; Pedro, J.; Valle, A. Flavonoids and others constituents from Onopordon macracanthum. Planta Med., 1987, 53(5), 506.
[http://dx.doi.org/10.1055/s-2006-962793] [PMID: 17269088]
[108]
Miski, M.; Meriçli, A.H.; Mabry, T.J. Sesquiterpene lactones of Onopordon tauricum. Phytochemistry, 1988, 27(5), 1417-1420.
[http://dx.doi.org/10.1016/0031-9422(88)80207-3]
[109]
Erciyes, A.T. Tüter-Erim, M.; Kabasakal, O.S.; Dandik, L. Seed oil characteristics of Onopordum tauricum Willd. and Prunus laurocerasus L. Lipid/Fett., 1995, 97(10), 387-388.
[110]
Verotta, L.; Belvisi, L.; Bertacche, V.; Loi, M.C. Complete characterization of extracts of Onopordum illyricum L. (Asteraceae) by HPLC/PDA/ESIMS and NMR. Nat. Prod. Commun., 2008, 3(12), 1934578X0800301.
[http://dx.doi.org/10.1177/1934578X0800301219]
[111]
Mericli, A.H.; Tuzlaci, E. Constituents of Turkish Onopordum species: a new eudesmane from O. anatolicum. Pharmazie, 1989, 44(4), 303.
[112]
Cardona, L.; Alemañ, R.A.; Garcia, B.; Pedro, J.R. Sesquiterpenes, flavonoids and lignans from Onopordon acaulon. Phytochemistry, 1992, 31(10), 3630-3632.
[http://dx.doi.org/10.1016/0031-9422(92)83742-H]
[113]
Cardona, L.; Bardon, A.; García, B.; Pedro, J.R. Eudesmane and elemane derivatives from Onopordon acaulon. Phytochemistry, 1993, 33(6), 1457-1460.
[http://dx.doi.org/10.1016/0031-9422(93)85110-D]
[114]
Eid, F.; El-Dahmy, S. A new elemane derivatice from Onopordon ambiguum. Pharmazie, 1987, 42(10), 710.

Rights & Permissions Print Cite
Article Metrics
30
2
Wayfinder Image
© 2026 Bentham Science Publishers | Privacy Policy