Cytotoxic Potential of Centaurea bruguierana ssp. belangerana: The MTT Assay
-
Seyed Nasser Ostad
,
Afsaneh Rajabi
,
Rahim Khademi
,
Fatemeh Farjadmand
,
Mahdieh Eftekhari
,
Abbas Hadjiakhoondi
,
Mahnaz Khanavi
Abstract
The genus Centaurea with an extensive background in Iranian traditional medicine represents more than 70 species in Iran that some of them are endemic to Iran. A variety of secondary metabolites has been isolated from this genus thus far. Sesquiterpene lactones and flavonoids have been reported as main compounds of C.bruguierana. Methanolic extract and different fractions of the whole fruiting samples of Centaurea bruguierana ssp.belangerana (Asteraceae) were examined for cytotoxicity against various cell lines using MTT cytotoxicity assay in order to identify active fraction(s). The chloroform and ethyl acetate fractions of plant have demonstrated significant cytotoxicity against colon adenocarcinoma and breast ductal carcinoma cell lines, which chloroform fraction, exhibited the most potent in vitro cytotoxic activity against colon adenocarcinoma cell line, and therefore, can be considered as the potential fraction through main compounds of plant against the adenocarcinoma colon cancer cell line. Moreover, only chloroform fraction was moderately active against Swiss embryo fibroblast cell lines while the other fractions were nontoxic. To summarize, the chloroform fraction of C.bruguierana demonstrated better cytotoxic activity against all of the tested cell lines compared with the other fractions; and promisingly in some cases represented moderate to very good cytotoxicity that suggests more investigations about its phytochemical properties.
Celik S, Rosselli S, Maggio AM, Raccuglia RA, Uysal I, Kisiel W, et al. Guaianolides and lignans from the aerial parts of Centaurea ptosimopappa. Biochem Syst Ecol. 2006; 34(4): 349-52.
Rechinger KH, Heinz K, Browicz K, Persson K, Wendelbo P. Flora iranica: Akademische Druck-u. Verlagsanstalt: Graz, 1987.
Mozaffarian V. A dictionary of Iranian plant names: Latin, English, Persian. Tehran, Iran: Farhang Mo'aser, 1996.
Shoeb M, MacManus SM, Jaspars M, Trevidu J, Nahar L, Kong-Thoo-Lin P, et al. Montamine, a unique dimeric indole alkaloid, from the seeds of Centaurea montana (Asteraceae), and its in vitro cytotoxic activity against the CaCo2 colon cancer cells. Tetrahedron. 2006; 62(48): 11172-7.
Flamini G, Pardini M, Morelli I, Ertugrul K, Dural H, Bagci Y, et al. Flavonoid glycosides from Centaurea pseudoscabiosa subsp. pseudoscabiosa from Turkey. Phytochemistry. 2002; 61(4): 433-7.
Koca U, Süntar IP, Keles H, Yesilada E, Akkol EK. In vivo anti-inflammatory and wound healing activities of Centaurea iberica Trev. ex Spreng. J Ethnopharmacol. 2009; 126(3): 551-6.
Khammar A, Djeddi S. Pharmacological and Biological Properties of some Centaurea Species. European Journal of Scientific Research. 2012; 84(3): 398-416.
Akkol EK, Arif R, Ergun F, Yesilada E. Sesquiterpene lactones with antinociceptive and antipyretic activity from two Centaurea species. J Ethnopharmacol. 2009; 122(2): 210-5.
Özçelik B, Gürbüz I, Karaoglu T, Yesilada E. Antiviral and antimicrobial activities of three sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis. Microbiol Res. 2009; 164(5): 545-52.
Yesilada E, Gürbüz I, Shibata H. Screening of Turkish anti-ulcerogenic folk remedies for anti-Helicobacter pylori activity. J Ethnopharmacol. 1999; 66(3): 289-93.
Yesilada E, Gürbüz I, Bedir E, Tatli I, Khan IA. Isolation of anti-ulcerogenic sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis through bioassay-guided fractionation procedures in rats. J Ethnopharmacol. 2004; 95(2): 213-9.
Gürbüz İ, Yesilada E. Evaluation of the anti-ulcerogenic effect of sesquiterpene lactones from Centaurea solstitialis L. ssp. solstitialis by using various in vivo and biochemical techniques. J Ethnopharmacol. 2007; 112(2): 284-91.
Karamenderes C, Khan S, Tekwani BL, Jacob MR, Khan IA. Antiprotozoal and Antimicrobial Activities of Centaurea. Species Growing in Turkey. Pharm Biol. 2006; 44(7): 534-9.
Shoeb M, Jaspars M, MacManus SM, Celik S, Nahar L, Kong-Thoo-Lin P, et al. Anti-colon cancer potential of phenolic compounds from the aerial parts of Centaurea gigantea (Asteraceae). J Nat Med. 2007; 61(2): 164-9.
Sarker S, Kumarasamy Y, Shoeb M, Celik S, Yucel E, Middleton M, et al. Antibacterial and antioxidant activities of three Turkish species of the gemus. Centaurea, 2005.
Rustaiyan A, Niknejad A, Aynehchi Y. Chemical Constituents of Centaurea brugueriana. Planta Med. 1982; 44(3): 185.
Harraz F, Kassem F, El-Shaer N. Sesquiterpene lactones and flavonoids from Centaurea bruguierana. Alex J Pharm Sci. 1994; 8: 219.
Marco JA, Sanz-Cervera JF, Yuste A, Sancenón F, Carda M. Sesquiterpenes from Centaurea aspera. Phytochemistry. 2005; 66(14): 1644-50.
Robles M, Wang N, Kim R, Choi B. Cytotoxic effects of repin, a principal sesquiterpene lactone of Russian knapweed. J Neurosci Res. 1997; 47(1): 90-7.
Bicha S, Chalard P, Hammoud L, León F, Brouard I, Garcia VP, et al. Maroccanin: A New γ-lactone and Other Constituents from Centaurea maroccana Ball.(Asteraceae). Records of Naturals Products. 2013; 7: 114-8.
Medjroubi K, Benayache F, Bermejo J. Sesquiterpene lactones from Centaurea musimomum. Antiplasmodial and cytotoxic activities. Fitoterapia. 2005; 76(7): 744-6.
Shoeb M, Celik S, Jaspars M, Kumarasamy Y, MacManus SM, Nahar L, et al. Isolation, structure elucidation and bioactivity of schischkiniin, a unique indole alkaloid from the seeds of Centaurea schischkinii. Tetrahedron. 2005; 61(38): 9001-6.
Flamini G, Pardini M, Morelli I. A flavonoid sulphate and other compounds from the roots of Centaurea bracteata. Phytochemistry. 2001; 58(8): 1229-33.
Akkal S, Benayache F, Medjroubi K, Tillequin F, Seguin E. Flavonoids from Centaurea furfuracea (Asteraceae). Biochem Syst Ecol. 2003; 31(6): 641-3.
Formisano C, Rigano D, Senatore F, Bancheva S, Maggio A, Rosselli S, et al. Flavonoids in Subtribe Centaureinae (Cass.) Dumort.(Tribe Cardueae, Asteraceae): Distribution and 13C‐NMR Spectral Data. Chem Biodivers. 2012; 9(10): 2096-158.
Christensen LP, Lam J. Acetylenes and other constituents from Centaurea species. Phytochemistry. 1991; 30(10): 3289-92.
Ulubelen A, Öksüz S. Cytotoxic flavones from Centaurea urvillei. J Nat Prod. 1982; 45(3): 373-.
Baykan-Erel S, Bedir E, Khan IA, Karaalp C. Secondary metabolites from Centaurea ensiformis PH Davis. Biochem Syst Ecol. 2010; 38(5): 1056-8.
Bruno M, Rosselli S, Maggio A, Raccuglia RA, Bastow KF, Wu C-C, et al. Cytotoxic activity of some natural and synthetic sesquiterpene lactones. Planta Med. 2005; 71(12): 1176.
Bruno M, Bancheva S, Rosselli S, Maggio A. Sesquiterpenoids in subtribe Centaureinae (Cass.) Dumort (tribe Cardueae, Asteraceae): distribution, 13 C NMR spectral data and biological properties. Phytochemistry. 2013; 95: 19-93.
Koukoulitsa E, Skaltsa H, Karioti A, Demetzos C, Dimas K. Bioactive sesquiterpene lactones from Centaurea species and their cytotoxic/cytostatic activity against human cell lines in vitro. Planta Med. 2002; 68(7): 649-52.
Bruno M, Rosselli S, Maggio A, Raccuglia RA, Bastow KF, Lee K-H. Cytotoxic activity of some natural and synthetic guaianolides. J Nat Prod. 2005; 68(7): 1042-6.
Khanavi M, Ahmadi R, Rajabi A, Arfaee SJ, Hassanzadeh G, Khademi R, et al. Pharmacological and histological effects of Centaurea bruguierana ssp. belangerana on indomethacin-induced peptic ulcer in rats. J Nat Med. 2012; 66(2): 343-9.
Khanavi M, Rajabi A, Behzad M, Hadjiakhoondi A, Vatandoost H, Abaee MR. Larvicidal Activity of Centaurea bruguierana ssp. belangerana against Anopheles stephensi Larvae. Iranian journal of pharmaceutical research: IJPR. 2011; 10(4): 829.
Rajabi A, Taheri M, Khanavi M, Fallah-Bonekohal S, Baeeri M, Mohammadirad A, et al. Hypoglycemic effect of Centaurea bruguierana ssp. belangerana in streptozotocin/alloxan-induced diabetic rats through stimulation of hepatic glycogenolysis and inhibition of gluconeogenesis. National conference on natural products and medicinal plants. Tehran, Iran, 2013.
Rajabi A, Khanavi M, Khademi R, Hadjiakhoondi A, Ostad SN. Investigation on cytotoxic activity of Centaurea bruguierana ssp. belangerana. 57th International congress and annual meeting of the society for medicinal plant and natural product research; 2009 Aug. 16-20; Geneva, Switzerland. Thieme; 2009.
Ghafari S, Naghibi F, Esmaeili S, Sahranavard S, Mosaddegh M. Investigating the cytotoxic effect of some medicinal plants from northern parts of Iran. Research Journal of Pharmacognosy. 2015; 2(2): 47-51.
Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods. 1983; 65(1): 55-63.
Lee K-H, Huang E-S, Piantadosi C, Pagano JS, Geissman T. Cytotoxicity of sesquiterpene lactones. Cancer Res. 1971; 31(11): 1649-54.
Lee K-H, Furukawa H, Huang E-S. Antitumor agents. 3. Synthesis and cytotoxic activity of helenalin amine adducts and related derivatives. J Med Chem. 1972; 15(6): 609-11.
Lee K-H, Meck R, Piantadosi C, Huang E-S. Antitumor agents. 4. Cytotoxicity and in vivo activity of helenalin esters and related derivatives. J Med Chem. 1973; 16(3): 299-301.
Lee K-H, Hall IH, Mar E-C, Starnes CO, ElGebaly SA, Waddell TG, et al. Sesquiterpene antitumor agents: inhibitors of cellular metabolism. Science. 1977; 196(4289): 533-6.
Vanhaelen–Fastré R, Vanhaelen M. Activite antibiotique et cytotoxique de la cnicine et de ses produits d'hydrolyse. Planta Med. 1976; 29(02): 179-89.
Rosselli S, Maggio AM, Raccuglia RA, Morris-Natschke SL, Bastow KF, Lee K-H, et al. Acid rearrangment of epoxy-germacranolides and absolute configuration of 1beta, 10alpha-epoxy-salonitenolide. Nat Prod Commun. 2010; 5(5): 675-80.
Bach SM, Fortuna MA, Attarian R, de Trimarco JT, Catalán C, Av-Gay Y, et al. Antibacterial and cytotoxic activities of the sesquiterpene lactones cnicin and onopordopicrin. Nat Prod Commun. 2011; 6(2): 163-6.
Erel SB, Karaalp C, Bedir E, Kaehlig H, Glasl S, Khan S, et al. Secondary metabolites of Centaurea calolepis and evaluation of cnicin for anti-inflammatory, antioxidant, and cytotoxic activities. Pharm Biol. 2011; 49(8): 840-9.
Csapi B, Hajdú Z, Zupkó I, Berényi Á, Forgo P, Szabó P, et al. Bioactivity‐guided isolation of antiproliferative compounds from Centaurea arenaria. Phytother Res. 2010; 24(11): 1664-9.
Chicca A, Tebano M, Adinolfi B, Ertugrul K, Flamini G, Nieri P. Anti-proliferative activity of aguerin B and a new rare nor-guaianolide lactone isolated from the aerial parts of Centaurea deflexa. Eur J Med Chem. 2011; 46(7): 3066-70.
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| Issue | Vol 54, No 9 (2016) | |
| Section | Original Article(s) | |
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| Centaurea bruguierana ssp.belangerana Asteraceae Cytotoxicity MTT assay IC50 | ||
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