Acetylcholinesterase inhibitory activities and LC-MS analysis of the antioxidant Ferula caspica M. Bieb. and F. halophila Peşmen extracts

Acetylcholinesterase inhibitory activities and LC-MS analysis of the antioxidant Ferula caspica M. Bieb. and F. halophila Peşmen extracts

The aim of the current study is to evaluate the biological activity of F. caspica M. Bieb. which is used forthe treatment of diabetes in traditional Turkish medicine and to compare with F. halophila Peşmen. Antioxidantcapacities and total phenolic contents of the plants’ extracts were tested by DPPH radical scavenging assay and FolinCiocalteu assay, respectively. Acetylcholinesterase inhibitory activities of the extracts were investigated with the aim ofindicating whether there was a correlation with their antioxidant capacities. Different quinic acid and flavonoidderivatives which may be responsible for the activities of the extracts were detected using LC-MS screening in themethanol extracts. The methanol extract from the aerial parts of F. caspica was found to show most antioxidant capacityand acetylcholinesterase inhibitory activity.

___

  • [1] Pimenov MG, Leonov MV. The Asian Umbelliferae Biodiversity Database (ASIUM) with particular reference to South-West Asian taxa. Turk J Bot. 2004; 28: 139-145.
  • [2] Duman H, Sağıroğlu M. A new species of Ferula (Apiaceae) from South Anatolia, Turkey. Bot J Linn Soc. 2005; 147(3): 357-361. [CrossRef]
  • [3] Peşmen H. Ferula L. in: Davis PH. (Ed). Flora of Turkey and the East Aegean Islands University Press, Edinburgh, 1972, pp. 440-453.
  • [4] Pimenov MG, Kljuykov EV. Ferula divaricata (Umbelliferae), a new species from Central Anatolia, Turkey. Phytotaxa. 2013; 99(1): 35-39. [CrossRef]
  • [5] Sagıroğlu M, Duman H. Ferula mervynii (Apiaceae), a distinct new species from north-east Anatolia, Turkey. Bot J Linn Soc. 2007; 153(3): 357-362. [CrossRef]
  • [6] Sağıroğlu M, Duman H. Ferula brevipedicellata and F. duranii (Apiaceae), two new species from Anatolia, Turkey. Ann Bot Fenn. 2010; 47(4): 293-300. [CrossRef]
  • [7] Sağıroğlu M. PhD Thesis. Revision of Turkısh Ferula L. (Umbelliferae). Deparment of Biology. Instute of Science and Tecnology, Gazi University, Ankara, Turkey, 2005.
  • [8] Sağıroğlu M, Duman H. Are Ferula tenuissima and F. amanicola distinct species or not. Bio Divers Conserv. 2014; 7(3): 74-77.
  • [9] Altundag E, Ozturk M. Ethnomedicinal studies on the plant resources of east Anatolia, Turkey. Procedia Soc Behav Sci 2011; 19: 756-777. [CrossRef]
  • [10] Al-Khalil S, Aqel M, Afifi F, Al-Eisawi D. Effects of an aqueous extract of Ferula ovina on rabbit and guinea pig smooth muscle. J Ethnopharmacol. 1990; 30(1): 35-42. [CrossRef]
  • [11] Aqel MB, Al-Khalil S, Afifi F. Effects of a Ferula sinaica root extract on the uterine smooth muscle of rat and guinea pig. J Ethnopharmacol. 1991; 31(3): 291-297. [CrossRef]
  • [12] Yusufoglu HS, Soliman GA, Abdel-Rahman RF, Abdel-Kader MS, Ganaie MA, Bedir E, Sura B, Ozturk B. Antihyperglycemic and antihyperlipidemic effects of Ferula duranii in experimental type 2 diabetic rats. Int J Pharm. 2015; 11(16): 532-541. [CrossRef]
  • [13] Yusufoglu HS, Soliman GA, Abdel-Rahman RF, Abdel-Kader MS, Genaie MA, Bedir E, Sura B, Ozturk B. Antioxidant and antihyperglycemic effects of Ferula drudeana and Ferula huber-morathii in experimental diabetic rats. Int J Pharm. 2015; 11(7): 738-748. [CrossRef]
  • [14] Zhang H, Lu J, Zhou L, Jiang L, Zhou M. Antioxidant and antitumor effects of Ferula sinkiangensis K.M.Shen. Int J Clin Exp Med. 2015; 8(11): 20845-20852.
  • [15] Gudarzi H, Salimi M, Irian S, Amanzadeh A, Mostafapour Kandelous H, Azadmanesh K, Salimi M. Ethanolic extract of Ferula gummosa is cytotoxic against cancer cells by inducing apoptosis and cell cycle arrest. Nat Prod Res. 2015; 29(6): 546-550. [CrossRef]
  • [16] Bashir S, Alam M, Ahmad B, Aman A. Antibacterial, anti-fungal and phytotoxic activities of Ferula narthex Boiss. Pak J Pharm Sci. 2014; 27(6): 1819-1825.
  • [17] Betteridge DJ. What is oxidative stress? Metabolism. 2000; 49(2): 3-8. [CrossRef]
  • [18] Somogyi A, Rosta K, Pusztai P, Tulassay Z, Nagy G. Antioxidant measurements. Physiol Meas. 2007; 28(4): R41-55. [CrossRef]
  • [19] Tönnies E, Trushina E. Oxidative stress, synaptic dysfunction, and Alzheimer’s disease. J Alzheimers Dis. 2017; 57(4): 1105-1121. [CrossRef]
  • [20] Chen X, Guo C, Kong J. Oxidative stress in neurodegenerative diseases. Neural Regen Res. 2012; 7(5): 376-385. [CrossRef]
  • [21] Smith MA, Rottkamp CA, Nunomura A, Raina AK, Perry G. Oxidative stress in Alzheimer’s disease. BBA - Mol Basis Dis. 2000; 1502(1): 139-144. [CrossRef]
  • [22] Bayer TA, Wirths O. Intracellular accumulation of amyloid-beta – A predictor for synaptic dysfunction and neuron loss in Alzheimer's disease. Front Aging Neurosci. 2010; 2: 8. [CrossRef]
  • [23] Zhao Y, Zhao B. Oxidative stress and the pathogenesis of Alzheimer's disease. Oxid Med Cell Longev. 2013; 2013: 1- 10. [CrossRef]
  • [24] Kim T-S, Pae C-U, Yoon S-J, Jang W-Y, Lee NJ, Kim J-J, Lee S-J, Lee C, Paik I-H, Lee C-U. Decreased plasma antioxidants in patients with Alzheimer's disease. Int J Geriatr Psychiatry. 2006; 21(4): 344-348. [CrossRef]
  • [25] Zaman Z, Roche S, Fielden P, Frost PG, Niriella DC, Cayley AC. Plasma concentrations of vitamins A and E and carotenoids in Alzheimer's disease. Age Ageing. 1992; 21(2): 91-94. [CrossRef]
  • [26] Huang D, Ou B, Prior RL. The chemistry behind antioxidant capacity assays. J Agric Food Chem. 2005; 53(6): 1841- 1856. [CrossRef]
  • [27] Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. LWT-Food Sci Technol. 1995; 28(1): 25-30. [CrossRef]
  • [28] Berker KI, Ozdemir Olgun FA, Ozyurt D, Demirata B, Apak R. Modified Folin–Ciocalteu antioxidant capacity assay for measuring lipophilic antioxidants. J Agric Food Chem. 2013; 61(20): 4783-4791. [CrossRef]
  • [29] Lhuillier A, Fabre N, Cheble E, Oueida F, Maurel S, Valentin A, Fouraste I, Moulis C. Daucane sesquiterpenes from Ferula hermonis. J Nat Prod. 2005; 68(3): 468-471. [CrossRef]
  • [30] Alkhatib R, Hennebelle T, Joha S, Roumy V, Guzel Y, Biabiany M, Idziorek T, Preudhomme C, Quesnel B, Sahpaz S, Bailleul F. Humulane and germacrane sesquiterpenes from Ferula lycia. J Nat Prod. 2010; 73(4): 780-783. [CrossRef]
  • [31] Kurimoto S-i, Suzuki K, Okasaka M, Kashiwada Y, Kodzhimatov OK, Takaishi Y. New sesquiterpene lactone glucosides from the roots of Ferula varia. Phytochem Lett. 2012; 5(4): 729-733. [CrossRef]
  • [32] Li G, Li X, Cao L, Zhang L, Shen L, Zhu J, Wang J, Si J. Sesquiterpene coumarins from seeds of Ferula sinkiangensis. Fitoterapia. 2015; 103: 222-226. [CrossRef]
  • [33] Ellman GL, Courtney KD, Andres V, Featherstone RM. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol. 1961; 7: 88-95. [CrossRef]
  • [34] Grace SC. Phenolics as Antioxidants. in: Smirnoff, N. (Ed). Antioxidants and Reactive Oxygen Species in Plants. Blackwell Publishing Ltd, Oxford, 2005, pp. 141-168.
  • [35] Rice-Evans CA, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med. 1996; 20(7): 933-956. [CrossRef]
  • [36] Deveci E, Tel-Cayan G, Duru ME. Phenolic profile, antioxidant, anticholinesterase, and anti-tyrosinase activities of the various extracts of Ferula elaeochytris and Sideritis stricta. Int J Food Prop. 2018; 21(1): 771-783. [CrossRef]
  • [37] Zengin G, Uysal A, Diuzheva A, Gunes E, Jekő J, Cziáky Z, Picot-Allain CMN, Mahomoodally MF. Characterization of phytochemical components of Ferula halophila extracts using HPLC-MS/MS and their pharmacological potentials: A multi-functional insight. J Pharm Biomed Anal. 2018; 160: 374-382. [CrossRef]
  • [38] Maritim AC, Sanders RA, Watkins JB 3rd. Diabetes, oxidative stress, and antioxidants: A review. J Biochem Mol Toxicol. 2003; 17(1): 24-38. [CrossRef]
  • [39] Adhami H-R, Fitz V, Lubich A, Kaehlig H, Zehl M, Krenn L. Acetylcholinesterase inhibitors from galbanum, the oleo gum-resin of Ferula gummosa Boiss. Phytochem Lett. 2014; 10: lxxxii-lxxxvii. [CrossRef]
  • [40] Adhami HR, Scherer U, Kaehlig H, Hettich T, Schlotterbeck G, Reich E, Krenn L. Combination of bioautography with HPTLC-MS/NMR: A fast identification of acetylcholinesterase inhibitors from galbanum(dagger). Phytochem Anal. 2013; 24(4): 395-400. [CrossRef]
  • [41] Kumar P, Singh VK, Singh DK. Kinetics of enzyme inhibition by active molluscicidal agents ferulic acid, umbelliferone, eugenol and limonene in the nervous tissue of snail Lymnaea acuminata. Phytother Res. 2009; 23(2): 172-177. [CrossRef]
  • [42] Shekarchi M, Hajimehdipoor H, Naghibi F, Ara L, Moazzeni Zehan H. Investigating acetylcholinesterase inhibitory effects of some Ferula species. J Med Plants. 2013; 2(46): 106-112.
  • [43] Slinkard K, Singleton VL. Total phenol analysis: automation and comparison with manual methods. Am J Enol Vitic. 1977; 28: 49-55.
  • [44] Chang CC, Yang MH, Wen HM, Chern JC. Estimation of total flavonoid content in propolis by two complementary colorimetric methods. J Food Drug Anal. 2002; 10(3): 178-182.
  • [45] Abu-Reidah IM, Ali-Shtayeh MS, Jamous RM, Arráez-Román D, Segura-Carretero A. HPLC–DAD–ESI-MS/MS screening of bioactive components from Rhus coriaria L. (Sumac) fruits. Food Chem. 2015; 166: 179-191. [CrossRef]
  • [46] Abu-Reidah IM, Contreras MM, Arraez-Roman D, Segura-Carretero A, Fernandez-Gutierrez A. Reversed-phase ultra-high-performance liquid chromatography coupled to electrospray ionization-quadrupole-time-of-flight mass spectrometry as a powerful tool for metabolic profiling of vegetables: Lactuca sativa as an example of its application. J Chromatogr A. 2013; 1313: 212-227. [CrossRef]
  • [47] Barros L, Dueñas M, Ferreira ICFR, Maria Carvalho A, Santos-Buelga C. Use of HPLC–DAD–ESI/MS to profile phenolic compounds in edible wild greens from Portugal. Food Chem. 2011; 127(1): 169-173. [CrossRef]
  • [48] Clifford MN, Knight S, Kuhnert N. Discriminating between the six isomers of dicaffeoylquinic acid by LC-MS(n). J Agric Food Chem. 2005; 53(10): 3821-3832. [CrossRef]
  • [49] Dias MI, Barros L, Duenas M, Alves RC, Oliveira MB, Santos-Buelga C, Ferreira IC. Nutritional and antioxidant contributions of Laurus nobilis L. leaves: would be more suitable a wild or a cultivated sample? Food Chem. 2014; 156: 339-346. [CrossRef]
  • [50] Ferreres F, Pereira DM, Valentao P, Andrade PB. First report of non-coloured flavonoids in Echium plantagineum bee pollen: differentiation of isomers by liquid chromatography/ion trap mass spectrometry. Rapid Commun Mass Spectrom. 2010; 24(6): 801-806. [CrossRef]
  • [51] Hvattum E, Ekeberg D. Study of the collision-induced radical cleavage of flavonoid glycosides using negative electrospray ionization tandem quadrupole mass spectrometry. J Mass Spectrom. 2003; 38(1): 43-49. [CrossRef]
Journal of research in pharmacy (online)-Cover
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: Marmara Üniversitesi
Sayıdaki Diğer Makaleler

Synthesis, antibacterial and antioxidant activity of novel 12-(N-arylmethaniminyl)indolo[1,2-c]quinazolines

Aditya DIXIT, Gyanendra Kumar SHARMA, Devender PATHAK

Cefaclor monohydrate loaded microemulsion formulation for topical application: Characterization with new developed UPLC method and stability study

Umay Merve GÜVEN, A. Alper ÖZTÜRK

Crosslinking of Chrysophyllum albidum gum with calcium chloride to enhance its physicochemical, compressional and tableting properties

Lateef G. BAKRE, Keji E. AKINSANYA

In vitro antidiabetic effect, quantitative studies and UPLC-TOF-MS analysis of black tea samples from Turkish market

Nilüfer ORHAN, Hasya Nazlı EKİN, Mustafa ASLAN, Murat Kadir ŞÜKÜROĞLU

Vitamin D as a modulating agent of metformin and insulin in patients with type 2 diabetes

Fatemeh ABDI, Monireh MOVAHEDI, Mir Mohammad ALAVI NIKJE, Laleh GHANEI, Sako MIRZAIE

Characterization of phenolic compounds, total phenolic content and antioxidant activity of three Achillea species

Selman ŞABANOĞLU, Alper GÖKBULUT, M. Levent ALTUN

Effects of different sizes silica nanoparticle on the liver, kidney and brain in rats: Biochemical and histopathological evaluation

Fatma SÖĞÜT, Serap YALIN, Ebru BALLI, Pelin EROĞLU, Gülsen BAYRAK, Selma YAMAN, Ülkü ÇÖMELEKOĞLU

Phytochemical study and biological activities of Scurrula parasitica L (Loranthaceae) leaves

Kamal Ja’afar MUHAMMAD, Shajarahtunnur JAMIL, Norazah BASAR

Neusilin based liquisolid compacts of albendazole: Design, development, characterization and in vitro anthelmintic activity

Sfurti SAKHARE, Amol SHETE, Ashwini SALUNKHE, Adhikrao YADAV, Rajendra DOIJAD

Antimicrobial activity of three Scutellaria L. species from Turkey

Nurten EZER, Melike EKİZOĞLU, Zekiye Ceren ARITULUK, Ceren ÖZKUL KOÇAK, Gülin RENDA