Yavuz Bülent KÖSE, Nagehan SALTAN, Fatih GÖGER, Gökalp İŞCAN

Phenolic profile, antioxidant and anticandidal activities of Inula oculus-christi L. from Turkey

The study aimed to determine the total phenol content of the extracts prepared with different solvents (70%methanol, ethyl acetate, 5% infusion) from the aerial parts of the I. oculus-christi, as well as to evaluate the antioxidant capacity and antimicrobial activity of the plant and to determine the main components responsible for the effect. The total phenolic content of the extracts prepared from the aerial parts of I. oculus-christi was calculated in gallic acid equivalents and the total phenolic content of the species was found to be in the range of 23.8-75.3 mg GAE/g. The highest total phenol content calculated as gallic acid equivalent was detected in the 5% infusion sample. The antioxidant activity of I. oculus-christi was also tested using DPPHˈ free radical scavenging in vitro assay (IC50: 0.092-1.03 mg/mL). The 5% infusion of the plant was shown to be the most effective extract in the antioxidant activity test performed using the DPPHˈ technique. The findings revealed that there is a correlation between total phenol content and antioxidant activity, as numerous research as suggested. By using the microdilution method, extracts from the aerial parts of I. oculus-christi were tested against Candida strains, and the MIC value for C. utilis was found to be 0.03 mg/mL in 5% infusion and ethyl acetate extracts. In terms of evaluating the biological effects obtained, the chemical composition of extracts was analyzed by HPLC-MS/MS, and the main components (5-caffeoylquinic acid, 1,5-dicaffeoylquinic acid, luteolin/kaempferol, apigenin, and rutin) were determined.

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[1] Ferreira, MJP, Brant, AJC, Rufino, AR, Alvarenga, SAV, Magri, FMM, Emerenciano, VP. Prediction of occurrences of diverse chemical classes in the Asteraceae through artificial neural networks. Phytochem. Analysis.2004; 15: 389-396. [CrossRef]
[2] Bai N, Zhou Z, Zhu N, Zhang L, Quan Z, He K, Zheng QY, HOCT. Antioxidative flavonoids from the flower of Inula britannica. J. Food Lipids. 2005; 12: 141-149. [CrossRef]
[3] Manez S, Hernandez V, Giner RM, Rios JL,Recio MC. Inhibition of pro-inflammatory enzymes by inuviscolide, a sesquiterpene lactone from Inulaviscosa. Fitoterapia. 2007; 78: 329-331. [CrossRef]
[4] QinJJ, Jin HZ, Fu JJ, Hu XJ, Zhu Y, Shen YH, Yan SK, Zhang WD.Antranilic acid derivatives from Inula japonica. Chin. Chem. Lett. 2008; 19: 556-558. [CrossRef]
[5] Seca AML, Grigore A, Pinto DCGA, Silva MS. The genus Inula and their metabolites: From ethnopharmacological to medicinal uses. J. Ethnopharmacol. 2014; 154: 286–310. [CrossRef]
[6] Seca AML., Pinto DCGA, Silva AMS. Metabolomic profile of the Genus Inula. Chem. Biodiversity. 2015; 12: 859-906. [CrossRef]
[7] Zhao YM, Zhang ML, Shi QW, Kiyota HK. Chemical constituents of plants from the Genus Inula. Chem. Biodiversity. 2006; 3: 371-384. [CrossRef]
[8] Berk S, Tepe B & Arslan S. Screening of the antioxidant, antimicrobial and DNA damage protection potentials of the aqueous extract of Inula oculus-christi. Afr J Pharm Pharmacol. 2011; 5(14): 1695-1702. [CrossRef]
[9] Saygı Ş, Konuklugil B, Kutsal O, Uzbay İT, Deniz G, Gören Z. Assessment of therapeutic effect of Inula heterolepsis Boiss in alcoholic rats. Phytother. Res. 2003; 17: 683-687. [CrossRef]
[10] Stojakowska A, Michalska K, Malarz J. Simultaneous, quantification of eudesmanolides and thymol derivatives from tissues of Inula helenium and I. royleana by reversed-phase. Phytochem Analysis. 2006; 17(3): 157-161. [CrossRef]
[11] Gökbulut A, Kaiser M, Brun R, Sarer E, Schmidt TJ. 9β-Hydroxyparthenolide Esters from Inula montbretiana and TheirAntiprotozoal Activity. PlantaMed. 2012;78:225-229. [CrossRef]
[12] Orhan N, Gökbulut A, Orhan DD.Antioxidant potential and carbohydrate digestive enzyme inhibitory effects of five Inula species and their major compounds. S Afr J Bot. 2017; 111: 86-92. [CrossRef]
[13] Güner A, Aslan S, Ekim T, Vural M, Babac MT (Eds).List of Turkish flora vascular plants. Nezahat Gokyigit Botanical Garden and Flora Research Fondation, Istanbul, 2012, pp. 175.
[14] Tuzlacı E, Doğan A. Turkish folk medicinal plants, IX: Ovacık (Tunceli). J Res Pharm. 2010; 14: 136-143. [CrossRef]
[15] Öztürk F, Ölçücü C. Ethnobotanical features of some plants in the district of Şemdinli (Hakkari-Turkey). Int J Acad Res. 2011; 3: 120-125.
[16] Moon JY, Lee S, Jeong S, Kim JC, Ahn KS, Mosaddik A, Cho SK. Free radical-scavenging activities and cytoprotective effect of polyphenol-rich ethyl acetate fraction of guava (Psidium cattleianum) leaves on H2O2- treated HepG2 Cell. J Korean Soc Appl Biol Chem. 2013; 56: 687-694. [CrossRef]
[17] Vajs V, Nevešćanin M, Macura S, Juranić N, Menković N, Milosavljević S. Sesquiterpene lactones from the aerial parts of Inula oculus-christi. Fitoterapia. 2003; 74: 508-510. [CrossRef]
[18] Trendafilova A, Todorova M, Ivanova V, Aneva I. Phenolic constituents and antioxidant capacity of Inula oculuschristi from Bulgaria. Bulg Chem Commun. 2017; 49:176-180.
[19] Ivanoa V, Trendafilova A, Todorova M, Danova K, Dimitrov D. Phytochemical Profile of Inula britannica from Bulgaria. Nat Prod Commun. 2017; 12(2): 153-154. [CrossRef]
[20] Bucchini A, Ricci D, Messina F, Marcotullio MC, Curini M, Giamperi L.Antioxidant and antifungal activity of different extracts obtained from aerial parts of Inula crithmoidesL. Nat Prod Res. 2015; 29(12):1173-1176. [CrossRef]
[21] Ahmad N, Anwar F, Hameed S, Boyce M.C.Antioxidant and antimicrobial attributes of different solvent extracts from leaves and flowers of akk [Calotropis procera (Ait.) Ait. F]. J Med Plants Res. 2011; 5: 4879-4887. [CrossRef]
[22] Sultana B, Anwar F, Ashraf M. Effect of extraction solvent/technique on the antioxidant activity of selected medicinal plant extracts. Molecules. 2009; 14: 2167-2180. [CrossRef]
[23] Gökbulut A, Özhan O, Satılmış B, Batçıoğlu K, Günal S, Şarer E. Antioxidant and Antimicrobial Activities, and Phenolic Compounds of Selected Inula species from Turkey. Nat Prod Commun. 2013; 8(4): 475-478. [CrossRef]
[24] Omezzine F, Daami-Remadi M, Rinez A, Ladhari A,Haouala R. In vitro assessment of Inula ssp. organic extracts fortheir antifungal activity against some pathogenic and antagonistic fungi. Afr J Microbiol Res. 2011; 5: 3527-3531. [CrossRef]
[25] Bucchini A, Giamperi L & Ricci D. Total Polyphenol Content, in vitro Antifungal and Antioxidant Activities of Callus Cultures from Inula crithmoides. Nat Prod Commun. 2013; 8: 1587-1590. [CrossRef]
[26] Degerli S, Berk S, Malatyali E. Screening of the in vitro amoebicidal activities of Pastinacaarmenea (Fisch. &C.A.Mey.) and Inulaoculus-christi (L.) on Acantha moebacastellanii cysts and trophozoites. Parasitol Res. 2012; 110:565–570. [CrossRef]
[27] Kilic O. Chemical Composition of TwoInula sp. (Asteraceae) Species from Turkey. Iğdır Univ. J. Inst. Sci. &Tech. 2014; 4(1): 15-19.
[28] Silinsin M, Bursal E. UHPLC-MS/MS phenolic profiling and in vitro antioxidant activities of Inulagraveolens (L.) Desf. Nat Prod Res. 2018; 32(12): 1467-1471. [CrossRef]
[29] Rhimi W, Hlel R, Ben Salem I, Boulila A, Rejeb A, Saidi M. Dittrichiaviscosa L. Ethanolic Extract Based Ointment with Antiradical, Antioxidant, and Healing Wound.BioMedRes. Int. 2019; 2019: 1-10. [CrossRef]
[30] Lee NH, Hong J, Kim JY , Chiang MH. Antioxidant Properties and Protective Effects of Inulabritannica var. chinensis Regel on Oxidative Stress-induced Neuronal Cell Damage. Korean J FoodSci Technol. 2009; 41(1): 87-92.
[31] Albayrak S, Korkmaz Cınar AE, Paksoy MY, Aksoy A. An investigation on antioxidant and antimicrobial activities of four Inulahelenium L. taxa. Iran. J Sci Technol 2018; 39: 473-483. [CrossRef]
[32] Spiridon I, Nechita CB, Niculaua M, Silion M, Armatu A, Teacă1 CA, Bodîrlău R. Antioxidant and chemical properties of Inula helenium root extracts. Cent Eur J Chem. 2013; 11(10):1699-1709. [CrossRef]
[33] Chahmi N, Anissi J, Jennan S, Farah A, Sendide K, Hassouni ME. Antioxidanta ctivities and total phenol content of Inula viscosa extracts selected from three regions of Morocco. Asian Pac J Trop Biomed. 2015; 5(3): 228-233. [CrossRef]
[34] Mohti H, Taviano F, Cacciola F, Dugo P, Mondello L, Marino A, Crisafi G, Benameur Q, Zaid A, Miceli N.Inulaviscosa (L.) Aiton leaves and flower buds: Effect of extraction solvent/technique on their antioxidant ability, antimicrobial properties and phenolic profile.Nat Prod Res. 2020; 34:1, 46-52. [CrossRef]
[35] Gökbulut A, Gunal S, Sarer E. Antioxidant and Antimicrobial Activities and Phenolic Compounds of Inula peacockiana and Inula thapsoidess sp.thapsoides. Chem Nat Compd. 2016; 52:119-122. [CrossRef]
[36] Hernández V, Recio MC, Máñez S, Giner RM, Ríos JL. Effects of naturally occurring dihydroflavonols from Inula viscosa on inflammation and enzymes involved in the arachidonic acid metabolism. Life Sci. 2007; 81: 480-488. [CrossRef]
[37] Zhang HB, Wen JK, Wang YY, Zheng B, Han M. Flavonoids from Inula britannica L. inhibit injury-induced neointimal formation by suppressing oxidative-stress generation. J Ethnopharmacol. 2009; 126: 176–183. [CrossRef]
[38] Zhang HB, Wen JK, Zhang J, Miao SB, Ma GY, Waang YY, Zheng B, Han M. Flavonoids from Inula britannica reduces oxidative stress through inhibiting expression and phosphorylation of p47phox in VSMCs. Pharm Biol. 2011; 49(8): 815–820. [CrossRef]
[39] Talib WH, Abu Zarga MH, Mahasneh AM. Antiproliferative, Antimicrobial and Apoptosis Inducing Effects of Compounds Isolated from Inula viscosa. Molecules. 2012; 17, 3291-3303. [CrossRef]
[40] Gökbulut A. Determination of Hispidulin in the flowers of Inulaviscosa (L.) Aiton Using HPLC and HPTLC Methods. Turk J Pharm Sci. 2016; 13(2): 159-166. [CrossRef]
[41] Oskay M,Sarı D.Antimicrobial screening of some Turkish medicinal plants. Pharm Biology. 2007; 45: 176-181. [CrossRef]
[42] Talib WH, Mahasneh AM. Antimicrobial, cytotoxicity and phytochemical screening of Jordanian plants used in traditional medicine. Molecules. 2010; 15(3):1811–1824. [CrossRef]
[43] Thapliyal S, Goel KK, Goel N. Antiinflammatory activity of Inula cuspidata Leaf Extract. Asian J Chem. 2011; 23(2): 943-944.
[44] CLSI (NCCLS) M27-A2 Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts; Approved Standard—Second Edition. 2002.
[45] Gao X, Ohlander M, Jeppsson N, Björk L, Trajkovski V. Changes in antioxidant effects and their relationship to phytonutrients in fruits of Sea Buckthorn (Hippophaerhamnoides L.) during maturation. J Agric FoodChem.. 2000;48(5): 1485-1490. [CrossRef]
[46] Göger F, Köse YB, Göger G, Demirci F. Phytochemical characterization of phenolics by LC-MS/MS and biological evaluation of Ajuga orientalis fromTurkey.Bangladesh J of Pharmacol. 2015; 10: 639-644. [CrossRef]