Abstract
Achillea species (Asteraceae) are important medicinal foods widely used as traditional medicine, herbal tea, and food additives. In the present study, the chemical composition, antioxidant, cytotoxicity, and enzyme inhibitory activities (α-amylase, α-glucosidase, cholinesterase, and tyrosinase) of the essential oils (EOs) and ethanolic (EtOH) extracts from flowers and leaves of Achillea filipendulina were investigated. The EOs were characterized by the presence of 35 and 38 volatile constituents, representing 98.88% and 97.26% of the flowers and leaves oils, respectively. Chrysanthenyl acetate (19.11% and 16.26%), 1,8-cineole (17.18% and 12.01%), borneol (9.70% and 7.66%), and α-pinene (9.60% and 8.77%) were identified as the major compounds. Phenolics profiling showed 11 phenolic acid and flavonoids are presented in this herb flower and leaves EtOH extracts of which chlorogenic acid (214.95 and 154.54 mg/100 g extract), cinnamic acid (116.67 and 90.41 mg/100 g extract), and apigenin (204.89 and 228.28 mg/100 g extract) were the major ingredients. Moreover, the extracts contained significant amounts of total phenolics, flavonoids, tannins, and saponin compounds. All samples showed moderate to high inhibitory effects against key enzyme linked to Alzheimer’s and diabetes diseases. Furthermore, the extracts exhibited promising antityrosinase activity. Evaluation of antiproliferative activity exerted that flower of the plant had the highest effect on MCF-7 and Hep-G2 cell lines, while the plant essential oil didn’t have significant effect. Overall, our findings indicated that A. filipendulina has great potential for designing novel industrial formulations including pharmaceuticals and cosmeceuticals.
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Abbreviations
- EOs:
-
Essential oils
- EtOH:
-
Ethanolic
- TPC:
-
Total phenolic content
- TFC:
-
Total flavonoid content
- TTC:
-
Total tannin content
- TSC:
-
Total saponin content
- EDTA:
-
Ethylenediaminetetraacetic acid
- AChE:
-
Acetylcholinesterase
- BChE:
-
Butyrylcholinesterase
References
B. Asghari, S. Mafakheri, M.M. Zarrabi, S.A. Erdem, I.E. Orhan, M.B. Bahadori, South Afr. J. Bot. 120, 191 (2019)
M.B. Bahadori, B. Kirkan, C. Sarikurkcu, O. Ceylan, Ind. Crop. Prod. 131, 85 (2019)
X.T. Si, M.L. Zhang, Q.W. Shi, H. Kiyota, Chem. Biodivers. 3, 1163 (2006)
S.I. Ali, B. Gopalakrishnan, V. Venkatesalu, Phytother Res 31, 1140 (2017)
S. Saeidnia, A. Gohari, N. Mokhber-Dezfuli, F. Kiuchi, DARU J. Pharm. Sci. 19, 173 (2011)
G. Honda, E. Yeşilada, M. Tabata, E. Sezik, T. Fujita, Y. Takeda, Y. Takaishi, T. Tanaka, J. Ethnopharmacol. 53, 75 (1996)
T. Berramdane, N. Gourine, I. Bombarda, M. Yousfi, J. Food Meas. Charact. 12, 1779 (2018)
M. Skočibušić, N. Bezić, V. Dunkić, A. Radonić, Fitoterapia 75, 733 (2004)
S.M.H. Alfatemi, J.S. Rad, M.S. Rad, S. Mohsenzadeh, J.A.T. da Silva, 3 Biotechnol. 5, 39 (2015)
A. Ardestani, R. Yazdanparast, Food Chem. 104, 21 (2007)
G. Stojanović, N. Radulović, T. Hashimoto, R. Palić, J. Ethnopharmacol. 101, 185 (2005)
M. Ünlü, D. Daferera, E. Dönmez, M. Polissiou, B. Tepe, A. Sökmen, J. Ethnopharmacol. 83, 117 (2002)
M.I. Dias, L. Barros, M. Dueñas, E. Pereira, A.M. Carvalho, R.C. Alves, M.B.P. Oliveira, C. Santos-Buelga, I.C. Ferreira, Food Chem. 141, 4152 (2013)
M. Mosayebi, G. Amin, H. Arzani, H. Azarnivand, M. Maleki, A. Shafaghat, Asian J. Plant Sci. 7, 779 (2008)
N. Hasimi, S. Kizil, V. Tolan, J. Essent. Oil Bear. Pl. 18, 678 (2015)
D. Sadyrbekov, E. Suleimenov, E. Tikhonova, G. Atazhanova, A. Tkachev, S. Adekenov, Chem. Nat. Compd. 42, 294 (2006)
M. Rahimmalek, B.E.S. Tabatabaei, N. Etemadi, S.A.H. Goli, A. Arzani, H. Zeinali, Ind. Crop. Prod. 29, 348 (2009)
F.S. Sharopov, W.N. Setzer, Der Pharm. Chem. 2, 134 (2010)
R.P. Adams, Identification of essential oil components by gas chromatography/mass spectroscopy, 4th edn. (Allured Publishing Corporation, Carol Stream, IL, 2007)
R. Khademian, B. Asghari, B. Sedaghati, Y. Yaghoubian, Ind. Crop. Prod. 136, 129 (2019)
M.B. Bahadori, L. Dinparast, G. Zengin, C. Sarikurkcu, S. Bahadori, B. Asghari, N. Movahhedin, Int. J. Food Prop. 20, 1761 (2017)
S.A. Pilerood, J. Prakash, J. Food Sci. Technol. 51, 845 (2014)
A. Aktumsek, G. Zengin, G.O. Guler, Y.S. Cakmak, A. Duran, Food Chem. Toxicol. 55, 290 (2013)
G. Zengin, C. Sarikurkcu, E. Gunes, A. Uysal, R. Ceylan, S. Uysal, H. Gungor, A. Aktumsek, Food Funct. 6, 2794 (2015)
R. Petlevski, D. Flajs, Z. Kalođera, M.Z. Končić, S. Afr, J. Bot. 85, 17 (2013)
G. Zengin, C. Sarikurkcu, A. Aktumsek, R. Ceylan, O. Ceylan, Ind. crop. prod. 53, 244 (2014)
B. Asghari, P. Salehi, A. Sonboli, S.N. Ebrahimi, Iranian. J. Pharm. Res. 14, 609 (2015)
Y.H. Jo, G.U. Seo, H.G. Yuk, S.C. Lee, Food Res. Int. 47, 197 (2012)
N. Movahhedin, G. Zengin, M.B. Bahadori, C. Sarikurkcu, S. Bahadori, L. Dinparast, Ind. Crop. Prod. 94, 89 (2016)
M.B. Bahadori, M. Eskandani, M. De Mieri, M. Hamburger, H. Nazemiyeh, Food Chem. Toxicol. 120, 155 (2018)
A. Orav, E. Arak, A. Raal, Nat. Prod. Res. 20, 1082 (2006)
K. Jaimand, M. Rezaee, J. Essent. Oil Res. 13, 354 (2001)
K. Javidnia, R. Miri, H. Sadeghpour, DARU J. Pharm. Sci. 12, 63 (2004)
M. Rahimmalek, B.E.S. Tabatabaei, A. Arzani, N. Etemadi, Biochem. Syst. Ecol. 37, 354 (2009)
O. Gudaityte, P.R. Venskutonis, Biochem. Syst. Ecol. 35, 582 (2007)
S.G. Sparg, M.E. Light, J. van Staden, J. Ethnopharmacol. 94, 219 (2004)
F. Shahidi, P. Ambigaipalan, J. Funct. Foods 18, 820 (2015)
S. Gharibi, B.E.S. Tabatabaei, G. Saeidi, S.A.H. Goli, M. Talebi, Ind. Crop. Prod. 50, 154 (2013)
S. Keser, S. Celik, S. Turkoglu, O. Yilmaz, I. Turkoglu, Turk. J. Pharm. Sci. 10, 385 (2013)
D. Salar Bashi, B.S. Fazly Bazzaz, A. Sahebkar, M.M. Karimkhani, A. Ahmadi, Pharm. Biol. 50, 1168 (2012)
S. Khan Richa, H. Kaur, R. Jhamta, J. Pharmacogn. Phytochem. 8, 258 (2019)
I.M. El-Ashmawy, N.A. Al-Wabel, A.E. Bayad, Asian Pac. J. Trop. Med. 9, 228 (2016)
N. Ali, S.W.A. Shah, I. Shah, G. Ahmed, M. Ghias, I. Khan, BMC Comple. Altern. Med. 11, 106 (2011)
M. Afshari, M. Rahimmalek, M. Miroliaei, Chem. Biodivers. 15, e1800075 (2018)
T. Taşkın, D. Taşkın, E. Rayaman, T. Dikpınar, S. Süzgeç-Selçuk, T. Arabacı, Anal. Lett. 51, 33 (2018)
C.I.G. Tuberoso, P. Montoro, S. Piacente, G. Corona, M. Deiana, M.A. Dessì, C. Pizza, P. Cabras, J. Pharmaceut. Biomed. 50, 440 (2009)
D. Taşkın, T. Taşkın, E. Rayaman, Ind. Crop. Prod. 111, 555 (2018)
M.A. Yilmaz, A. Ertas, I. Yener, M. Akdeniz, O. Cakir, M. Altun, I. Demirtas, M. Boga, H. Temel, J. Pharmaceut. Biomed. 154, 413 (2018)
S. Şabanoglu, A. Gokbulut, M.L. Altun, J. Res. Pharm. 23, 567 (2019)
M. Rezaei, A. Ghasemi Pirbalouti, J. Food Meas. Charact. 13, 2470 (2019)
İ. Gülçın, M. Oktay, E. Kıreçcı, Ö.İ. Küfrevıoǧlu, Food Chem. 83, 371 (2003)
T. Şerbetçi, N. Özsoy, B. Demirci, A. Can, Ş. Kültür, K.C. Başer, Ind. Crop. Prod. 36, 599 (2012)
H. Valizadeh, A. Sonboli, F.M. Kordi, H. Dehghan, M.B. Bahadori, Pharmaceu. Sci. 21, 18 (2015)
B.D. Craft, A.L. Kerrihard, R. Amarowicz, R.B. Pegg, Compr. Rev. Food Sci. F. 11, 148 (2012)
F. Hichri, N. Ben Salah, A. Omri, A.S.M. Hossan, H. Ben Jannat, S. Afr. J. Bot. 116, 1 (2018)
A. Farouk, H. Ali, A.R. Al-Khalifa, M. Mohsen, R. Fikry, Int. J. Food Prop. 22, 395 (2019)
S. Albayrak, N. Silahtarlıoğlu, Orient. Pharm. Exp. Med. 1 (2019)
S. Konyalioglu, C. Karamenderes, J. Ethnopharmacol. 102, 221 (2005)
A. Venditti, F. Maggi, S. Vittori, F. Papa, A.M. Serrilli, M. Di Cecco, G. Ciaschetti, M. Mandrone, F. Poli, A. Bianco, Pharm. Biol. 53, 1505 (2015)
S.F. Mirahmadi, R. Norouzi, Food Biosci. 18, 53 (2017)
M.B. Bahadori, F. Maggi, G. Zengin, B. Asghari, M. Eskandani 145, 112089 (2020)
B. Asghari, G. Zengin, M.B. Bahadori, M. Abbas-Mohammadi, L. Dinparast, Eur. J. Integr. Med. 22, 44 (2018)
D. Kalita, D.G. Holm, D.V. LaBarbera, J.M. Petrash, S.S. Jayanty, PLoS ONE 13, e0191025 (2018)
D.D. Orhan, Bioactive food as dietary interventions for diabetes (Second Edition), Chapter 25, May Achillea species be a source of treatment for Diabetes mellitus? (Academic Press Publisher, New York, 2019) p. 375
G. Zengin, A. Aktumsek, R. Ceylan, S. Uysal, A. Mocan, G.O. Guler, M.F. Mahomoodally, J. Glamočlija, A. Ćirić, M. Soković, Food Funct. 8, 1152 (2017)
S. Parvez, M. Kang, H.S. Chung, H. Bae, Phytother. Res. 21, 805 (2007)
G. Zengin, G. Bulut, A. Mollica, M.Z. Haznedaroglu, A. Dogan, A. Aktumsek, Food Chem. Toxicol. 107, 597 (2017)
P. Anand, B. Singh, Arch. Pharm. Res. 36, 375 (2013)
A. Ertaş, M. Boğa, N. Haşİmİ, Y. Yeşİl, A.C. Gören, G. Topçu, U. Kolak, Turk. J. Chem. 38, 592 (2014)
B. Csupor-Löffler, Z. Hajdú, I. Zupkó, B. Réthy, G. Falkay, P. Forgo, J. Hohmann, Phytother. Res. 23, 672 (2009)
F. Maggi, M. Bramucci, C. Cecchini, M.M. Coman, A. Cresci, G. Cristalli, G. Lupidi, F. Papa, L. Quassinti, G. Sagratini, S. Vittori, Fitoterapia 80, 313 (2009)
G. Oboh, O.M. Agunloye, S.A. Adefegha, A.J. Akinyemi, A.O. Ademiluyi, J. Basic Clin. Physiol. Pharmacol. 26, 165 (2015)
S. Adisakwattana, K. Sookkongwaree, S. Roengsumran, A. Petsom, N. Ngamrojnavanich, W. Chavasiri, S. Deesamer, S. Yibchok-anun, Bioorg. Med. Chem. Lett. 14, 2893 (2004)
K. Tadera, Y. Minami, K. Takamatsu, T. Matsuoka, J. Nutr. Sci. Vitaminol. 52, 149 (2006)
Y.Q. Li, F.C. Zhou, F. Gao, J.S. Bian, F. Shan, J. Agric. Food Chem. 57, 11463 (2009)
S. Adisakwattana, P. Chantarasinlapin, H. Thammarat, S. Yibchok-anun, J. Enzyme Inhib. Med. Chem. 24, 1194 (2009)
T.J. Ha, J.H. Lee, M.H. Lee, B.W. Lee, H.S. Kwon, C.H. Park, K.B. Shim, H.T. Kim, I.Y. Baek, D.S. Jang, Food Chem. 135, 1397 (2012)
J. Xiao, G. Kai, K. Yamamoto, X. Chen, Crit. Rev. Food Sci. Nutr. 53, 818 (2013)
M. Fan, H. Ding, G. Zhang, X. Hu, D. Gong, LWT-Food Sci. Technol. 107, 25 (2019)
D. Szwajgier, K. Borowiec, J. Inst. Brew. 118, 40 (2012)
G. Oboh, O.M. Agunloye, A.J. Akinyemi, A.O. Ademiluyi, S.A. Adefegha, Neurochem. Res. 38, 413 (2013)
L.B. Roseiro, A.P. Rauter, M.L.M. Serralheiro, Nutr. Aging. 1, 99 (2012)
R. Zheng, S. Su, J. Li, Z. Zhao, J. Wei, X. Fu, R.H. Liu, Ind. Crop. Prod. 107, 360 (2017)
S. Ramos, M. Alía, L. Bravo, L. Goya, J. Agric. Food Chem. 53, 1271 (2005)
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The partial financial assistance from Imam Khomeini International University is gratefully acknowledged.
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BA: Conceptualization, Supervision, Methodology, Investigation, Writing original draft. SM: Statistical analysis, Investigation. GZ: Investigation, Editing. LD: Writing, Editing. MBB: Investigation, Editing.
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Asghari, B., Mafakheri, S., Zengin, G. et al. In-depth study of phytochemical composition, antioxidant activity, enzyme inhibitory and antiproliferative properties of Achillea filipendulina: a good candidate for designing biologically-active food products. Food Measure 14, 2196–2208 (2020). https://doi.org/10.1007/s11694-020-00466-5
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DOI: https://doi.org/10.1007/s11694-020-00466-5