Pharmacognostic and Anti-Inflammatory Properties of Securigera securidaca Seeds and Seed Oil

Document Type : Original paper


1 Medicinal Plants Processing Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. Department of Toxicology, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran.

2 Medicinal Plants Processing Research Center, Shiraz University of Medical Sciences, Shiraz, Iran.

3 Department of Toxicology, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran.

4 Medicinal Plants Processing Research Center, Shiraz University of Medical Sciences, Shiraz, Iran. Department of Pharmacognosy, School of Pharmacy, Shiraz University of Medical Sciences, Shiraz, Iran.


Background and objectives: Although weed plants are considered undesirable in a particular situation, some weed seeds can be a valuable and cheap source of therapeutic natural compounds. Securigera securidaca (L.) Degen & Dorfl (Fabaceae) is widely distributed in Europe, Australia and Asia as a weed plant. This study investigated the bioactive compounds of S. securidaca seeds as well as its potential anti-inflammatory properties. Methods:  The fatty acid and sterol content were investigated with gas chromatography–mass spectrometry (GC-MS) and phenolic compounds were detected using high performance thin layer chromatography (HPTLC). The thermostability of the oil was studied using differential scanning calorimetry (DSC). Formalin-induced paw licking test and myeloperoxidase activity were investigated. The study was conducted by creating six groups of rats including a control group (vehicle-treated rats, 250 µL/kg, i.p.), formalin group (50 µL of 2.5% formalin), positive control (paracetamol, 100 mg/kg, i.p), and groups of S. securidaca seed oil (250, 500, 1000, 2000, and 4000 μl/kg, i.p). Results: S. securidaca seeds contained a high level of polyunsaturated fatty acid content including linoleic acid (64.602 ± 0.793%) and oleic acid (15.353 ± 0.461%). Stigmasterol and campesterol were not detected in the oil but it contained esterified β-sitosterol (6.621 ± 0.08 mg/g). The seed oil couldn’t create a significant reduction in the MPO activity. It showed a slight but not significant effect on formalin-induced pain reduction. Conclusion: The seed is a rich source of linoleic acid which makes it a good candidate to be used in the pharmaceutical industry. 


Main Subjects

[1] Porchezhian E, Ansari S. Effect of Securigera securidaca on blood glucose levels of normal and alloxan-induced diabetic rats. Pharm Biol. 2001; 39(1): 62-64.
[2] Aviram M. Flavonoids-rich nutrients with potent antioxidant activity prevent atherosclerosis development: the licorice example. Int Congr Ser. 2004; 1262: 320-327.
[3] Amin G. Popular medicinal plants of Iran. Tehran: Tehran University Press, 2005.
[4] Behbahani M, Shanehsazzadeh M, Shokoohinia Y, Soltani M. Evaluation of anti-herpetic activity of methanol seed extract and fractions of Securigera securidaca in vitro. J Antivir Antiretrovir. 2013; 5(4): 72-76.
[5] Ancolio C, Azas N, Mahiou V, Ollivier E, Di Giorgio C, Keita A, Timon-David P, Balansard G. Antimalarial activity of extracts and alkaloids isolated from six plants used in traditional medicine in Mali and Sao Tome. Phytother Res. 2002; 16(7): 646-649.
[6] Al-Hachim GM, Maki B. Effect of Securigera securidaca on electroshock seizure threshold in mice. Psychol Rep. 1969; 24(2): 551-553.
[7] Garjani A, Fathiazad F, Zakheri A, Akbari NA, Azarmie Y, Fakhrjoo A, Andalib S, Maleki-Dizaji N. The effect of total extract of Securigera securidaca L. seeds on serum lipid profiles, antioxidant status, and vascular function in hypercholesterolemic rats. J Ethnopharmacol. 2009; 126(3): 525-532.
[8] Mard S, Bahari Z, Eshaghi N, Farbood Y. Antiulcerogenic effect of Securigera securidaca L. seed extract on various experimental gastric ulcer models in rats. Pak J Biol Sci. 2008; 11(23): 2619-2623.
[9] Shahidi S, Pahlevani P. Antinociceptive effects of an extract of Securigera securidaca and their mechanisms in mice. Neurophysiology. 2013; 45(1): 34-38.
[10] Tofighi Z, Asgharian P, Goodarzi S, Hadjiakhoondi A, Ostad S, Yassa N. Potent cytotoxic flavonoids from Iranian Securigera securidaca. Med Chem Res. 2014; 23(4): 1718-1724.
[11] Minaiyan M, Moattar F, Vali A. Effect of Securigera securidaca seeds on blood glucose level of normal and diabetic rats. Iran J Pharm Sci. 2003; 2(1): 151-156.
[12] Ali AA, Mohamed MH, Kamel MS, Fouad MA, Spring O. Studies on Securigera securidacea (L.) Deg. et Dorfl. (Fabaceae) seeds, an antidiabetic Egyptian folk medicine. Pharmazie. 1998; 53(10): 710-715.
[13] Hosseinzadeh H, Ramezani M, Danaei AR. Antihyperglycaemic effect and acute toxicity of Securigera securidaca L. seed extracts in mice. Phytother Res. 2002; 16(8): 745-747.
[14] Zamula VV, Maksyutina NP, Kolesnikov DG. Cardenolides of Securigera securidaca. II. Chem Nat Compd. 1965; 1(3): 117-119.
[15] Komissarenko AN, Kovalev VN. Hydroxycoumarins and flavones of Securigera securidaca. Chem Nat Compd. 1987; 23(2): 252.
[16] Zatula VV, Kovalev IP, Kolesnikov DG. Configuration of securigenin and securigenol. Chem Nat Compd. 1969; 5(2): 111-112.
[17] Sadat-Ebrahimi S, Mir MH, Amin G, Hajimehdipoor H. Identification of amino acids in Securigera securidaca, a popular medicinal herb in Iranian folk medicine. Res J Pharmacogn. 2014; 1(1): 23-26.
[18] Patel P, Patel N, Patel P. WHO guidelines on quality control of herbal medicines. Int J Res Ayurveda Pharm. 2011; 2(4): 1148-1154.
[19] Hamedi A, Mohagheghzadeh A, Rivaz S. Preliminary pharmacognostic evaluation and volatile constituent analysis of spathe of  Phoenix dactylifera L.(Tarooneh). Phcog J. 2013; 5(2): 83-86.
[20] Pascual M, Carretero M, Slowing K, Villar A. Simplified screening by TLC of plant drugs. Pharm Biol. 2002; 40(2): 139-143.
[21] Association of Official Analytical Chemists. Official methods of analysis of the AOAC, 1990. Arlington: Association of Official Analytical Chemists Inc., 1990.
[22] Yang B, Koponen J, Tahvonen R, Kallio H. Plant sterols in seeds of two species of Vaccinium (V. myrtillus and V. vitis-idaea) naturally distributed in Finland. Eur Food Res Technol. 2003; 216(1): 34-38.
[23] Hamedi A, Ghanbari A, Razavipour R, Saeidi V, Zarshenas MM, Sohrabpour M, Azari H. Alyssum homolocarpum seeds: phytochemical analysis and effects of the seed oil on neural stem cell proliferation and differentiation. J Nat Med. 2015; 69(3): 387-396.
[24] Hamedi A, Khoshnoud MJ, Tanideh N, Abbasi F, Fereidoonnezhad M, Mehrabani D. Reproductive toxicity of Cassia absus seeds in female rats: possible progesteronic properties of chaksine and β-sitosterol. Pharm Chem J. 2015; 49(4): 268-274.
[25] Hamedi A, Sohrabpour M, Zarshenas MM, Pasdaran A. Phytochemical investigation and quantitative analysis of the fatty acids and sterol compounds of seven pharmaceutical valuable seeds. Curr Pharm Anal. 2017; 13: 1-8.
[26] Jenner AM, Brown SH. Sterol analysis by quantitative mass spectrometry. Methods Mol Biol. 2017; 1583:221-239.
[27] Jamshidzadeh A, Hamedi A, Altalqi A, Najibi A. Comparative evaluation of analgesic activities of aniseed essential and fixed oils. Int J Pharm Res Sch. 2014; 3(1): 227-235.
[28] Hamedi A, Jamshidzadeh A, Ahmadi S, Sohrabpour M, Zarshenas M. Salvia macrosiphon seeds and seed oil: pharmacognostic, anti-inflammatory and analgesic properties. Res J Pharmacogn. 2016; 3(4): 27-37.
[29] Bradley PP, Priebat DA, Christensen RD, Rothstein G. Measurement of cutaneous inflammation: estimation of neutrophil content with an enzyme marker. J Invest Dermatol. 1982; 78(3): 206-209.
[30] Maleki N, Garjani A, Nazemiyeh H, Nilfouroushan N, Eftekhar Sadat A, Allameh Z, Hasannia N. Potent anti-inflammatory activities of hydroalcoholic extract from aerial parts of Stachys inflata on rats. J Ethnopharmacol. 2001; 75(2): 213-218.
[31] Tan C, Man YC. Differential scanning calorimetric analysis of edible oils: comparison of thermal properties and chemical composition. J Am Oil Chem Soc. 2000; 77(2): 143-155.
[32] Jafari M, Kadivar M, Keramat J. Detection of adulteration in Iranian olive oils using instrumental (GC, NMR, DSC) methods. J Am Oil Chem Soc. 2009; 86(2): 103-110.
[33] Havinga RM, Hartl A, Putscher J, Prehsler S, Buchmann C, Vogl CR. Tamarindus indica L. (Fabaceae): patterns of use in traditional African medicine. J Ethnopharmacol. 2010; 127(3): 573-588.
[34] Komutarin T, Azadi S, Butterworth L, Keil D, Chitsomboon B, Suttajit M, Maede BJ. Extract of the seed coat of Tamarindus indica inhibits nitric oxide production by murine macrophages in vitro and in vivo. Food Chem Toxicol. 2004; 42(4): 649-658.
[35] Akamatsu H, Komura J, Asada Y, Niwa Y. Mechanism of anti-inflammatory action of glycyrrhizin: effect on neutrophil functions including reactive oxygen species generation. Planta Med. 1991; 57(2): 119-121.
[36] Ahmadiani A, Javan M, Semnanian S, Barat E, Kamalinejad M. Anti-inflammatory and antipyretic effects of Trigonella foenum-graecum leaves extract in the rat. J Ethnopharmacol. 2001; 75(2): 283-286.
[37] Kawabata T, Cui MY, Hasegawa T, Takano F, Ohta T. Anti-inflammatory and anti-melanogenic steroidal saponin glycosides from Fenugreek (Trigonella foenum-graecum L.) seeds. Planta Med. 2011; 77(7): 705-710.
[38] Cassatella MA. Production of cytokines by polymorphonuclear neutrophils. Immunol Today. 1995; 16(1): 21-26.
[39] Kettle A, Winterbourn C. Myeloperoxidase: a key regulator of neutrophil oxidant production. Redox Rep. 1997; 3(1): 3-15.
[40] Hazen SL, Zhang R, Shen Z, Wu W, Podrez EA, MacPherson JC, Schmitt D, Mitra SN, Mukhopadhyay C, Chen Y. Formation of nitric oxide-derived oxidants by myeloperoxidase in monocytes. Circ Res. 1999; 85(10): 950-958.
[41] Gil A. Polyunsaturated fatty acids and inflammatory diseases. Biomed Pharmacother. 2002; 56(8): 388-396.
[42] Selamoglu Z, Dusgun C, Akgul H, Gulhan MF. In-vitro antioxidant activities of the ethanolic extracts of some contained-allantoin plants. Iran J Pharm Res.  2017; 16(S): 92-98.
[43] Ziboh VA, Miller CC, Cho Y. Metabolism of polyunsaturated fatty acids by skin epidermal enzymes: generation of antiinflammatory and antiproliferative metabolites. Am J Clin Nutr. 2000; 71(1): 361-366.
[44] Shureiqi I, Chen D, Lotan R, Yang P, Newman RA, Fischer SM, Lippman SM. 15-Lipoxygenase-1 mediates nonsteroidal anti-inflammatory drug-induced apoptosis independently of cyclooxygenase-2 in colon cancer cells. Cancer Res. 2000; 60(24): 6846-6850.
[45] Campbell WB. New role for epoxyeicosatrienoic acids as anti-inflammatory mediators. Trends Pharmacol Sci. 2000; 21(4): 125-127.
[46] Node K, Huo Y, Ruan X, Yang B, Spiecker M, Ley K, Zeldin DC, Liao JK. Anti-inflammatory properties of cytochrome P450 epoxygenase-derived eicosanoids. Science. 1999; 285(5431): 1276-1279.
[47] Salem N, Pawlosky R, Wegher B, Hibbeln J. In vivo conversion of linoleic acid to arachidonic acid in human adults. Prostaglandins Leukot Essent Fatty Acids. 1999; 60(5-6): 407-410.
[48] Salem N, Wegher B, Mena P, Uauy R. Arachidonic and docosahexaenoic acids are biosynthesized from their 18-carbon precursors in human infants. Proc Natl Acad Sci. 1996; 93(1): 49-54.
[49] Williams K, Higgs G. Eicosanoids and inflammation. J Pathol. 1988; 156(2): 101-110.
[50] Khanapure SP, Garvey DS, Janero DR, Gordon Letts L. Eicosanoids in inflammation: biosynthesis, pharmacology, and therapeutic frontiers. Curr Top Med Chem. 2007; 7(3): 311-340.