Determination of Phytochemical Profile, Antiquorum Sensing and Antioxidant Activities of Tragopogon oligolepis
Yıl 2022,
Cilt: 13 Sayı: 3, 522 - 530, 20.12.2022
Ahu Reis
,
Tuğba Mazlum Şen
,
Ebru Önem
,
Özlem Saral
,
Mutlu Gültepe
Öz
Objective: In this study it was aimed to examine antiquorum sensing, antioxidant activities by using root and aerial parts extracts of Tragopogon oligolepis. Also phenolic content was detected using HPLC analysis.
Material-Method: Antioxidant activity was detected by DPPH, FRAP methods and phenolic content HPLC. Antiquorum sensing activity was investigated by using pyocyanin and swarming motility assay on Pseudomonas aeruginosa PAO1.
Results: Phytochemical profile findings showed that 12 components were detected in the root and 10 components in the aerial parts. The main components were found chlorogenic acid and o-coumaric acid. According to the obtained of antioxidant levels the aerial parts extracts of T. oligolepis had the best antioxidant property in our results. The amount of DPPH (0.60 ± 0.01 mg/ml) and phenolic content (6.55±0.18 mg GAE/g sample) was determined to be high in the aerial parts. In the FRAP analysis, high reducing power was found in the roots (12.62±0.36 μmol FeSO4/g sample). According to these results, although T. oligolepis extracts do not reach very high amounts in terms of antioxidant results, it is thought to be a plant that can be evaluated in terms of removing oxidant effects. The results of antiquorum sensing activity showed that both root and aerial parts extract showed strong inhibitory effect on swarming motility 62%, %65 rate respectively.
Conclusions: Tragopogon oligolepis, an endemic species, can be evaluated as an antiquorum sensing inhibitor candidate with its phytochemical contents.
Kaynakça
- [1] Bell, C.D., Mavrodiev,E.V., Soltis, P.S., Calaminus, A.K., Albach, D.C., Cellinese, N., Garcia-Jacas, N. and Soltis, D.E. 2012. Rapid diversification of Tragopogon and ecological associates in Eurasia, Journal of Evolutionary Biology. https://doi.org/10.1111/j.1420-9101.2012.02616.x.
- [2] Gültepe, M. Coşkunçelebi, K., Makbul, S., Güzel, M.E. 2021 Contribution to the taxonomy of little known Tragopogon species endemic to Turkey. Nordic Journal of Botany. 39:1-7.
- [3] Davis, P., H., Mill, R., R. ve Tan, K., 1988. Tragopogon L. –In: Davis, P. H., Mill, R. R. & Tan, K. (eds.), Flora of Turkey and the East Aegean Islands (Suppl. 1). Vol. 10, Edinburgh Univ. Press, Edinburgh, 169-170.
- [4] Hartvig, P. ve Strid, A., 1987. Nev Taxa and New Record from the Mountains of SW and SC Turkey, Botanische Jahrbücher für Systematik, Pflanzengeschichte und Pflanzengeog raphie, 108, 2,3, 301-341.
- [5] Varut, R.M., Rotaru, L.T. and Varut, M.C. 2017. QSPR Correlation of Physico-chemical Descriptors with the Molecular Surface Area and Rf of Ten Polyphenolic Compounds, Separated from Vegetal Extracts by TLC, Rev. Chim (Bucharest). 68(8), 1776-177.
- [6] Asfour, H.Z. 2018. Anti-Quorum Sensing Natural Compounds. J Microsc Ultrastruct, 6(1), 1-10. doi: 10.4103/JMAU.JMAU_10_18. PMID: 30023261.
- [7] Zaman, S. B., Hussain, M.A., Nye, R., Mehta, V., Mamun, K.T. and Hossain, N.2017. A Review on Antibiotic Resistance: Alarm Bells are Ringing, Cureus. 9(6). https://doi.org/10.7759/cureus.1403.
- [8] Gonelimali, F.D., Lin, J., Miao, W., Xuan, J., Charles, F., Chen, M. and Hatab, S.R. 2018. Antimicrobial properties and mechanism of action of some plant extracts against food pathogens and spoilage microorganisms. Front. Microbiol, 9, 1–9. https://doi.org/10.3389/fmicb.2018.01639.
- [9] Martínez, F.J. Á., Catalán, E. B., López, M. H., Micol, V. 2021. Antibacterial plant compounds, extracts and essential oils: An updated review on their effects and putative mechanisms of action, Phytomedicine, 90. https://doi.org/10.1016/j.phymed.2021.153626.
- [10] Adonizio, A., Kong, K.F., Mathee, K. 2008. Inhibition of quorum sensing-controlled virulence factor production in Pseudomonas aeruginosa by south Florida plant extracts, Antimicrob. Agents Chemother, 52, 198–203. https://doi.org/10.1128/AAC.00612-07.
- [11] Slinkard, K. and Singleton, V.L . 1977. Total phenol analysis: Automation and comparison with manual methods. Am J Enol Viticult, 28, 49-55.
- [12] Benzie, I.FF. and Szeto, Y.T. 1999. Total antioxidant capacity of teas by the ferric reducing/antioxidant power assay. J Agr Food Chem 47, 633- 636. https://doi.org/10.1021/jf9807768.
- [13] Pokorny, J., Yanishlieva, N. and Gordon, M. 2001. Antioxidants in Food, CRC Pres, USA.
- [14] Köhler, T., Curty, L.K., Barja, F., van Delden, C. and Pechère, J.C. 2000. Swarming of Pseudomonas aeruginosa is dependent on cell-to-cell signaling and requires flagella and pili. J Bacteriol, 182(21), 5990-6. doi: 10.1128/JB.182.21.5990-5996.2000.
- [15] Essar, D.W., Eberly, L., Hadero, A. and Crawford, I.P. 1990. Identification and characterization of genes for a second anthranilate synthase in Pseudomonas aeruginosa: Interchangeability of the two anthranilate synthase and evolutionary implications, J. Bacteriol. 172, 884–900. https://doi.org/10.1128/jb.172.2.884-900.1990.
- [16] Ceylan, S., Cetin, S., Camadan, Y., Saral, O., Ozsen, O. and Tutus, A. 2019. Antibacterial and antioxidant activities of traditional medicinal plants from the Erzurum region of Turkey. Irish Journal of Medical Science. https://doi.org/10.1007/s11845-019-01993-x.
- [17] Duthie, G. and Crozier, A. 2000. Plant-derived phenolic antioxidants. Curr Opin Lipidol 11, 43–7.
- [18] Duh, P.D., Tu, Y.Y. and Yen, G.C . 1999. Antioxidant activity of water extract of harn jyur (Chyrsanthemum morifolium Ramat). Leb Wissenschaft Technol Food Sci Technol 32(5), 269–277. https://doi.org/10.1006/fstl.1999.0548.
- [19] Cakir, A., Mavi, A., Yıldırım, A., Duru, M.E., Harmandar, M. and Kazaz, C. 2003. Isolation and characterization of antioxidant phenolic compounds from the aerial parts of Hypericum hyssopifolium L. By activity-guided fractionation. J Ethnopharmacol, 87,73–83. https://doi.org/10.1016/S0378-8741(03)00112-0.
- [20] Farzaei, M.H., Rahimi, R., Attar, F. and et al. 2014. Chemical composition, antioxidant and antimicrobial activity of essential oil and extracts of Tragopogon graminifolius, a medicinal herb from Iran. Nat Prod Commun PMID: 24660479.
- [21] Ugur, A., Sarac, N., Ceylan, O., Emin Duru, M., Okmen, G. and Varol, O. 2010. Chemıcal composıtıon of endemıc tragopogon olıgolepıs and studıes on the antımıcrobıal actıvıty agaınst multı-antıbıotıc resıstant bacterıa. acta hortic. 853, 299-306,DOI: 10.17660.
- [22] Uysal, S., Senkardes, İ., Mollica, A., Zengin, G., Emre, G. and et al. 2018. Biologically-active compounds from two members of the Asteraceae family: Tragopogon dubius Scop. and Tussilago farfara L. Journal of Biomolecular Structure & Dynamics 37(12). DOI:10.1080/07391102.2018.1506361.
- [23] Sareedenchai, V., Ganzera, M., Ellmerer, E.P., Lohwasser, V. and Zidorn, C. 2009. Phenolic compounds from Tragopogon porrifolius L. Biochemical Systematics and Ecology, 3(3), 234-236. DOI : 10.1016/j.bse.2009.03.004.
- [24] Granica, S., Piwowarski, J.P., Randozzo, A., Schneider, P., Granica, B.Z. and Zidorn, C. 2015. Novel stilbenoids, including cannabispiradienone glycosides, from Tragopogon tommasinii (Asteraceae, Cichorieae) and their potential anti-inflammatory activity. Phytochemistry, 117, 254-266. DOI: 10.1016/j.phytochem.2015.06.018.
- [25] Abdalla, M.A and Zidorn, C. 2020. The genus Tragopogon (Asteraceae) : A review of its traditional uses, phytochemistry and pharmacological properties, Journal of Ethnopharmacology, 250: 112466. DOI: 10.1016/j.jep.2019.112466.
- [26] Smolarz, H.D and Krzaczek, T. 1988. Phytochemical stduies of the herb, Tragopogon orientalis L. (Asteraceae) 2. Components of a methanol extract. Acta Societatis Botanicorum Poloniase, 57, 93-105. ISSN: 0001-6977.
- [27] Falahi, E., Delshadian, Z., Ahmaduand, H. and Jokar, S.S. 2019. Head space valotile constituents and antioxidant properties of five traditional Iranian wild edible plants grown in West of Iran. Agriculture and Food 4(4), 1034-1053. DOI: 10.3934/agrfood.2019.4.1034.
- [28] Önem, E. 2022. New green solutions against bacterial resistance: palmarosa (Cymbopogon martini) essential oil and quorum sensing. Sustainable Chemistry and Pharmacy, 25,100587.
- [29] Martínez, O. F., Rigueiras P.O., Pires Á.S., Porto W.F., Silva O.N., Nunez C.F. and Franco, O.L. 2018. Interference with quorum-sensing signal biosynthesis as a promising therapeutic strategy against multidrug-resistant pathogens, Front. Cell Infect. Microbiol, 8, 444.
- [30] Fuentes, G.A., Curiel, Q.E., Correa,B. J. and et al. (2020). N-Heterocycles Scaffolds as Quorum Sensing Inhibitors. Design, Synthesis, Biological and Docking Studies. Int J Mol Sci, 21(24), 9512.
- [31] Önem, E., Tüzün, B. and Akkoç, S. 2021. Anti-quorum sensing activity in Pseudomonas aeruginosa PA01 of benzimidazolium salts: electronic, spectral and structural investigations as theoretical approach, J Biomol Struct Dyn, doi: 10.1080/07391102.2021.1890222.
Tragopogon oligolepis’ın Fitokimyasal İçeriği, Antioksidan ve Antiquorum Sensing Özelliğinin Belirlenmesi
Yıl 2022,
Cilt: 13 Sayı: 3, 522 - 530, 20.12.2022
Ahu Reis
,
Tuğba Mazlum Şen
,
Ebru Önem
,
Özlem Saral
,
Mutlu Gültepe
Öz
Amaç: Bu çalışmada, Tragopogon oligolepis'in kök ve toprak üstü kısım ekstraktları kullanılarak antiquorum sensing ve antioksidan aktivitelerinin incelenmesi amaçlanmıştır. Ayrıca HPLC analizi kullanılarak fenolik içerik tespit edilmiştir.
Gereç Yöntem: Antioksidan aktivite DPPH, FRAP yöntemleri ve fenolik içerik HPLC ile tespit edildi. Çevreyi algılama aktivitesi, Pseudomonas aeruginosa PAO1 üzerinde piyosiyanin ve kayma hareketi testi kullanılarak araştırıldı.
Bulgular: Fitokimyasal profil bulguları, kökte 12 bileşen ve toprak üstü kısımlarda 10 bileşen tespit edildiğini göstermiştir. Ana bileşenler klorojenik asit ve o-kumarik asit olarak bulunmuştur. Elde edilen antioksidan seviyelerine göre, sonuçlarımızda en iyi antioksidan özelliği T. oligolepis'in toprak üstü kısımları ekstreleri göstermiştir. Toprak üstü kısımlarda DPPH (0.60 ± 0.01 mg/mL) ve fenolik içerik (6.55±0.18 mg GAE/g numune) miktarının yüksek olduğu belirlendi. FRAP analizinde köklerde yüksek indirgeme tespit edildi (12.62±0.36 μmol FeSO4/g numune). Antiquorum sensing sonuçlarına göre ise kök ve toprak üstü ektraktları kayma hareketi üzerine %62 ve %65 oranında güçlü inhibisyon etki göstermiştir.
Sonuç: Elde edilen sonuçlar neticesinde endemik bir tür olan T. oligolepis, fitokimyasal içeriği ile antiquorum sensing inhibitör adayı olarak değerlendirilebilir.
Kaynakça
- [1] Bell, C.D., Mavrodiev,E.V., Soltis, P.S., Calaminus, A.K., Albach, D.C., Cellinese, N., Garcia-Jacas, N. and Soltis, D.E. 2012. Rapid diversification of Tragopogon and ecological associates in Eurasia, Journal of Evolutionary Biology. https://doi.org/10.1111/j.1420-9101.2012.02616.x.
- [2] Gültepe, M. Coşkunçelebi, K., Makbul, S., Güzel, M.E. 2021 Contribution to the taxonomy of little known Tragopogon species endemic to Turkey. Nordic Journal of Botany. 39:1-7.
- [3] Davis, P., H., Mill, R., R. ve Tan, K., 1988. Tragopogon L. –In: Davis, P. H., Mill, R. R. & Tan, K. (eds.), Flora of Turkey and the East Aegean Islands (Suppl. 1). Vol. 10, Edinburgh Univ. Press, Edinburgh, 169-170.
- [4] Hartvig, P. ve Strid, A., 1987. Nev Taxa and New Record from the Mountains of SW and SC Turkey, Botanische Jahrbücher für Systematik, Pflanzengeschichte und Pflanzengeog raphie, 108, 2,3, 301-341.
- [5] Varut, R.M., Rotaru, L.T. and Varut, M.C. 2017. QSPR Correlation of Physico-chemical Descriptors with the Molecular Surface Area and Rf of Ten Polyphenolic Compounds, Separated from Vegetal Extracts by TLC, Rev. Chim (Bucharest). 68(8), 1776-177.
- [6] Asfour, H.Z. 2018. Anti-Quorum Sensing Natural Compounds. J Microsc Ultrastruct, 6(1), 1-10. doi: 10.4103/JMAU.JMAU_10_18. PMID: 30023261.
- [7] Zaman, S. B., Hussain, M.A., Nye, R., Mehta, V., Mamun, K.T. and Hossain, N.2017. A Review on Antibiotic Resistance: Alarm Bells are Ringing, Cureus. 9(6). https://doi.org/10.7759/cureus.1403.
- [8] Gonelimali, F.D., Lin, J., Miao, W., Xuan, J., Charles, F., Chen, M. and Hatab, S.R. 2018. Antimicrobial properties and mechanism of action of some plant extracts against food pathogens and spoilage microorganisms. Front. Microbiol, 9, 1–9. https://doi.org/10.3389/fmicb.2018.01639.
- [9] Martínez, F.J. Á., Catalán, E. B., López, M. H., Micol, V. 2021. Antibacterial plant compounds, extracts and essential oils: An updated review on their effects and putative mechanisms of action, Phytomedicine, 90. https://doi.org/10.1016/j.phymed.2021.153626.
- [10] Adonizio, A., Kong, K.F., Mathee, K. 2008. Inhibition of quorum sensing-controlled virulence factor production in Pseudomonas aeruginosa by south Florida plant extracts, Antimicrob. Agents Chemother, 52, 198–203. https://doi.org/10.1128/AAC.00612-07.
- [11] Slinkard, K. and Singleton, V.L . 1977. Total phenol analysis: Automation and comparison with manual methods. Am J Enol Viticult, 28, 49-55.
- [12] Benzie, I.FF. and Szeto, Y.T. 1999. Total antioxidant capacity of teas by the ferric reducing/antioxidant power assay. J Agr Food Chem 47, 633- 636. https://doi.org/10.1021/jf9807768.
- [13] Pokorny, J., Yanishlieva, N. and Gordon, M. 2001. Antioxidants in Food, CRC Pres, USA.
- [14] Köhler, T., Curty, L.K., Barja, F., van Delden, C. and Pechère, J.C. 2000. Swarming of Pseudomonas aeruginosa is dependent on cell-to-cell signaling and requires flagella and pili. J Bacteriol, 182(21), 5990-6. doi: 10.1128/JB.182.21.5990-5996.2000.
- [15] Essar, D.W., Eberly, L., Hadero, A. and Crawford, I.P. 1990. Identification and characterization of genes for a second anthranilate synthase in Pseudomonas aeruginosa: Interchangeability of the two anthranilate synthase and evolutionary implications, J. Bacteriol. 172, 884–900. https://doi.org/10.1128/jb.172.2.884-900.1990.
- [16] Ceylan, S., Cetin, S., Camadan, Y., Saral, O., Ozsen, O. and Tutus, A. 2019. Antibacterial and antioxidant activities of traditional medicinal plants from the Erzurum region of Turkey. Irish Journal of Medical Science. https://doi.org/10.1007/s11845-019-01993-x.
- [17] Duthie, G. and Crozier, A. 2000. Plant-derived phenolic antioxidants. Curr Opin Lipidol 11, 43–7.
- [18] Duh, P.D., Tu, Y.Y. and Yen, G.C . 1999. Antioxidant activity of water extract of harn jyur (Chyrsanthemum morifolium Ramat). Leb Wissenschaft Technol Food Sci Technol 32(5), 269–277. https://doi.org/10.1006/fstl.1999.0548.
- [19] Cakir, A., Mavi, A., Yıldırım, A., Duru, M.E., Harmandar, M. and Kazaz, C. 2003. Isolation and characterization of antioxidant phenolic compounds from the aerial parts of Hypericum hyssopifolium L. By activity-guided fractionation. J Ethnopharmacol, 87,73–83. https://doi.org/10.1016/S0378-8741(03)00112-0.
- [20] Farzaei, M.H., Rahimi, R., Attar, F. and et al. 2014. Chemical composition, antioxidant and antimicrobial activity of essential oil and extracts of Tragopogon graminifolius, a medicinal herb from Iran. Nat Prod Commun PMID: 24660479.
- [21] Ugur, A., Sarac, N., Ceylan, O., Emin Duru, M., Okmen, G. and Varol, O. 2010. Chemıcal composıtıon of endemıc tragopogon olıgolepıs and studıes on the antımıcrobıal actıvıty agaınst multı-antıbıotıc resıstant bacterıa. acta hortic. 853, 299-306,DOI: 10.17660.
- [22] Uysal, S., Senkardes, İ., Mollica, A., Zengin, G., Emre, G. and et al. 2018. Biologically-active compounds from two members of the Asteraceae family: Tragopogon dubius Scop. and Tussilago farfara L. Journal of Biomolecular Structure & Dynamics 37(12). DOI:10.1080/07391102.2018.1506361.
- [23] Sareedenchai, V., Ganzera, M., Ellmerer, E.P., Lohwasser, V. and Zidorn, C. 2009. Phenolic compounds from Tragopogon porrifolius L. Biochemical Systematics and Ecology, 3(3), 234-236. DOI : 10.1016/j.bse.2009.03.004.
- [24] Granica, S., Piwowarski, J.P., Randozzo, A., Schneider, P., Granica, B.Z. and Zidorn, C. 2015. Novel stilbenoids, including cannabispiradienone glycosides, from Tragopogon tommasinii (Asteraceae, Cichorieae) and their potential anti-inflammatory activity. Phytochemistry, 117, 254-266. DOI: 10.1016/j.phytochem.2015.06.018.
- [25] Abdalla, M.A and Zidorn, C. 2020. The genus Tragopogon (Asteraceae) : A review of its traditional uses, phytochemistry and pharmacological properties, Journal of Ethnopharmacology, 250: 112466. DOI: 10.1016/j.jep.2019.112466.
- [26] Smolarz, H.D and Krzaczek, T. 1988. Phytochemical stduies of the herb, Tragopogon orientalis L. (Asteraceae) 2. Components of a methanol extract. Acta Societatis Botanicorum Poloniase, 57, 93-105. ISSN: 0001-6977.
- [27] Falahi, E., Delshadian, Z., Ahmaduand, H. and Jokar, S.S. 2019. Head space valotile constituents and antioxidant properties of five traditional Iranian wild edible plants grown in West of Iran. Agriculture and Food 4(4), 1034-1053. DOI: 10.3934/agrfood.2019.4.1034.
- [28] Önem, E. 2022. New green solutions against bacterial resistance: palmarosa (Cymbopogon martini) essential oil and quorum sensing. Sustainable Chemistry and Pharmacy, 25,100587.
- [29] Martínez, O. F., Rigueiras P.O., Pires Á.S., Porto W.F., Silva O.N., Nunez C.F. and Franco, O.L. 2018. Interference with quorum-sensing signal biosynthesis as a promising therapeutic strategy against multidrug-resistant pathogens, Front. Cell Infect. Microbiol, 8, 444.
- [30] Fuentes, G.A., Curiel, Q.E., Correa,B. J. and et al. (2020). N-Heterocycles Scaffolds as Quorum Sensing Inhibitors. Design, Synthesis, Biological and Docking Studies. Int J Mol Sci, 21(24), 9512.
- [31] Önem, E., Tüzün, B. and Akkoç, S. 2021. Anti-quorum sensing activity in Pseudomonas aeruginosa PA01 of benzimidazolium salts: electronic, spectral and structural investigations as theoretical approach, J Biomol Struct Dyn, doi: 10.1080/07391102.2021.1890222.