Phytochemical profile of petals from black Dahlia pinnata by flow injection analysis-electrospray ionization-Fourier transform ion cyclotron resonance mass spectrometry.
Dahlia pinnata
FIA-ESI-FTICR-MS
phytochemical analysis
Journal
Phytochemical analysis : PCA
ISSN: 1099-1565
Titre abrégé: Phytochem Anal
Pays: England
ID NLM: 9200492
Informations de publication
Date de publication:
Dec 2023
Dec 2023
Historique:
revised:
04
07
2023
received:
18
03
2023
accepted:
09
07
2023
medline:
4
12
2023
pubmed:
31
7
2023
entrez:
30
7
2023
Statut:
ppublish
Résumé
Dahlia pinnata Cav. is a flower native to Mexico that has many applications; in particular, its petals have been used for ornamental, food, and medicinal purposes, for example to treat skin rashes and skin cracks. It has been reported that the medicinal properties of plants are generally related to the phytochemical constituents they possess. However, there are few studies on black D. pinnata. The present study was aimed at qualitatively and quantitatively determining the phytochemical profile of petals from black D. pinnata. Phytochemicals from Dahlia petals were extracted by consecutive maceration (hexane, dichloromethane, and methanol); then, the extracts were analyzed through colorimetric assays and UV-Vis spectroscopy for qualitative identification and quantification of phytochemical compounds, respectively. The methanolic extract was analyzed by flow injection analysis-electrospray ionization-Fourier transform ion cyclotron resonance mass spectrometry (FIA-ESI-FTICR-MS) in negative and positive mode. Quantitative phytochemical profiling of the methanolic extract by UV-Vis spectroscopy indicated high contents of phenolic compounds (34.35 ± 3.59 mg EQ/g plant) and sugars (23.91 ± 1.99 mg EQ/g plant), while the qualitative profiling by FIA-ESI-FTICR-MS allowed the tentative identification of several flavonoids and phenolic acids. Kaempferol-3-rutinoside, pelargonidin-3-(6″-malonylglucoside)-5-glucoside, rutin, kaempferol-3-(2″,3″-diacetyl-4″-p-coumaroylrhamnoside), and myricetin-3-(2‴-galloylrhamnoside) were the main compounds detected. The results expand our knowledge of the phytochemical constituents of petals from black D. pinnata.
Substances chimiques
Kaempferols
0
Plant Extracts
0
Methanol
Y4S76JWI15
Phytochemicals
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1009-1021Subventions
Organisme : Consejo Nacional de Ciencia y Tecnología
ID : 302670
Organisme : Consejo Nacional de Ciencia y Tecnología
ID : CF-2019/6669
Organisme : Instituto Politécnico Nacional
ID : 1533-2021
Organisme : Instituto Politécnico Nacional
ID : 20220296
Informations de copyright
© 2023 John Wiley & Sons, Ltd.
Références
Lim TK. Edible Medicinal And Non-Medicinal Plants. Springer Netherlands; 2014. doi:10.1007/978-94-007-7395-0
Velu G, Palanichamy V, Rajan AP. Phytochemical and pharmacological importance of plant secondary metabolites in modern medicine. In: Bioorganic Phase in Natural Food: An Overview. Springer International Publishing; 2018:135-156. doi:10.1007/978-3-319-74210-6_8
Thirumurugan D, Cholarajan A, Raja SSS, Vijayakumar R. An introductory chapter: secondary metabolites. In: Secondary Metabolites-Sources and Applications. InTech; 2018. doi:10.5772/intechopen.79766
Koc S, Isgor BS, Isgor YG, Shomali Moghaddam N, Yildirim O. The potential medicinal value of plants from Asteraceae family with antioxidant defense enzymes as biological targets. Pharm Biol. 2015;53(5):746-751. doi:10.3109/13880209.2014.942788
Pires TCSP, Dias MI, Barros L, Ferreira ICFR. Nutritional and chemical characterization of edible petals and corresponding infusions: valorization as new food ingredients. Food Chem. 2017;220:337-343. doi:10.1016/j.foodchem.2016.10.026
Granados-Balbuena SY, Santacruz-Juárez E, Canseco-González D, et al. Identification of anthocyanic profile and determination of antioxidant activity of Dahlia pinnata petals: a potential source of anthocyanins. J Food Sci. 2022;87(3):957-967. doi:10.1111/1750-3841.16072
Mardina V, Halimatussakdiah, Harmawan T, et al. Preliminary phytochemical screening of different solvent extracts of flower and whole plant of Wedelia biflora. IOP Conf Ser Mater Sci Eng. 2020;725:012077. doi:10.1088/1757-899X/725/1/012077
Awaad SA, Alothman MR, Zain YM, Alqasoumi SI, Alothman EA. Quantitative and qualitative analysis for standardization of Euphorbia cuneata Vahl. Saudi Pharm J. 2017;25(8):1175-1178. doi:10.1016/j.jsps.2017.08.001
María R, Shirley M, Xavier C, et al. Preliminary phytochemical screening, total phenolic content and antibacterial activity of thirteen native species from Guayas province Ecuador. J King Saud Univ Sci. 2017;30(4):500-505. doi:10.1016/j.jksus.2017.03.009
Pascale R, Bianco G, Cataldi TRI, et al. Mass spectrometry-based phytochemical screening for hypoglycemic activity of Fagioli di Sarconi beans (Phaseolus vulgaris L.). Food Chem. 2018;242:497-504. doi:10.1016/j.foodchem.2017.09.091
Makkar HPS, Siddhuraju P, Becker K. Saponins; 2007:93-100. doi:10.1007/978-1-59745-425-4_16
Sampietro DA, Catalan CA, Vattuone MA. Isolation, Identification and Characterization of Allelochemicals/Natural Products. 1st ed. Science Publishers; 2009. doi:10.1201/9780367803636
Başkan KS, Tütem E, Akyüz E, Özen S, Apak R. Spectrophotometric total reducing sugars assay based on cupric reduction. Talanta. 2016;147:162-168. doi:10.1016/j.talanta.2015.09.049
Shyu YS, Lin JT, Chang YT, Chiang CJ, Yang DJ. Evaluation of antioxidant ability of ethanolic extract from dill (Anethum graveolens L.) flower. Food Chem. 2009;115(2):515-521. doi:10.1016/j.foodchem.2008.12.039
Dudonné S, Vitrac X, Coutière P, Woillez M, Mérillon JM. Comparative study of antioxidant properties and total phenolic content of 30 plant extracts of industrial interest using DPPH, ABTS, FRAP, SOD, and ORAC assays. J Agric Food Chem. 2009;57(5):1768-1774. doi:10.1021/jf803011r
Granados-Balbuena SY, Chicatto-Gasperín V, Aztatzi-Rugerio L, et al. Comparative study of anthocyanin extraction methods in Dahlia pinnata petals. J Appl Botany Food Qual. 2022;95:1-5. doi:10.5073/JABFQ.2022.095.001
Vuolo MM, Lima VS, Maróstica Junior MR. Phenolic compounds. In: Bioactive Compounds. Elsevier; 2019:33-50. doi:10.1016/B978-0-12-814774-0.00002-5
Rolnik A, Olas B. The plants of the Asteraceae family as agents in the protection of human health. Int J Mol Sci. 2021;22(6):3009. doi:10.3390/ijms22063009
Sharma R, Karunambigai A, Gupta S, Arumugam N. Evaluation of biologically active secondary metabolites isolated from the toothache plant Acmella ciliata (Asteraceae). Adv Trad Med. 2021;22(4):713-722. doi:10.1007/s13596-021-00584-5
Zidorn C. Altitudinal variation of secondary metabolites in flowering heads of the Asteraceae: trends and causes. Phytochem Rev. 2010;9(2):197-203. doi:10.1007/s11101-009-9143-7
Zidorn C, Gottschlich G, Stuppner H. Chemosystematic investigations on phenolics from flowerheads of Central European taxa of Hieracium sensu lato (Asteraceae). Plant Syst Evol. 2002;231(1-4):39-58. doi:10.1007/s006060200010
Saravanan Y, Devaraj BS, Velusamy NK, Soundirarajan PS, Kandaswamy K. Phytochemical extracts of Leucas aspera and Dahlia pinnata exhibit antimicrobial properties in Escherichia coli and Enterococcus faecalis. Curr Biotechnol. 2021;9(4):297-303. doi:10.2174/2211550109999201027201433
Lara-Cortés E, Martín-Belloso O, Osorio-Díaz P, Barrera-Necha LL, Sánchez-López JA, Bautista-Baños S. Antioxidant capacity, nutritional and functional composition of edible dahlia flowers. Rev Chapingo Ser Hortic. 2014;20(1):101-116. doi:10.5154/r.rchsh.2013.07.024
Kenny O, Smyth TJ, Walsh D, Kelleher CT, Hewage CM, Brunton NP. Investigating the potential of under-utilised plants from the Asteraceae family as a source of natural antimicrobial and antioxidant extracts. Food Chem. 2014;161:79-86. doi:10.1016/j.foodchem.2014.03.126
Hammad M, Albu C, Matar S, et al. Biological activities of the hydro-alcoholic and aqueous extracts of Achillea biebersteinii Afan. (Asteraceae) grown in Jordan. Afr J Pharm Pharmacol. 2013;7(25):1686-1694. doi:10.5897/AJPP2012.1490
Guiné RPF, Pedro A, Matos J, Barracosa P, Nunes C, Gonçalves FJ. Evaluation of phenolic compounds composition, antioxidant activity and bioavailability of phenols in dried thistle flower. Journal of Food Measurement and Characterization. 2017;11(1):192-203. doi:10.1007/s11694-016-9386-0
Arituluk ZC, Tatli Çankaya II, Gencler Ozkan AM. Antioxidant activity, total phenolic and flavonoid contents of some Tanacetum L. (Asteraceae) taxa growing in Turkey. FABAD J Pharm Sci. 2017;41:17-25.
Eruygur N, Taban Akça K, Üstün O, Tekin M. In vitro antioxidant and enzyme inhibition activity of Tanacetum argyrophyllum (K. Koch) Tzvelev var. argyrophyllum extract. Turk J Pharm Sci. 2021;19(4):377-382. doi:10.4274/tjps.galenos.2021.96493
Chen GL, Chen SG, Xie YQ, et al. Total phenolic, flavonoid and antioxidant activity of 23 edible flowers subjected to in vitro digestion. J Funct Foods. 2015;17:243-259. doi:10.1016/j.jff.2015.05.028
Petkova N, Mihaylova D. Flower heads of Onopordum tauricum Willd. and Carduus acanthoides L.-source of prebiotics and antioxidants. Emir J Food Agric. 2016;28(10):732. doi:10.9755/ejfa.2016-05-544
Wang Z, Hwang SH, Guillen Quispe YN, Gonzales Arce PH, Lim SS. Investigation of the antioxidant and aldose reductase inhibitory activities of extracts from Peruvian tea plant infusions. Food Chem. 2017;231:222-230. doi:10.1016/j.foodchem.2017.03.107
Han AR, Nam B, Kim BR, et al. Phytochemical composition and antioxidant activities of two different color chrysanthemum flower teas. Molecules. 2019;24(2):329. doi:10.3390/molecules24020329
Chethan J. Evaluation of antioxidant and antibacterial activities of methanolic flower extract of Wedelia trilobata (L.) Hitch. Afr J Biotechnol. 2012;11(41). doi:10.5897/AJB11.3729
Li J, Xiong Z, Zeng K, et al. Characteristics and evolution of nitrogen in the heavy components of algae pyrolysis bio-oil. Environ Sci Technol. 2021;55(9):6373-6385. doi:10.1021/acs.est.1c00676
He Z, Sleighter RL, Hatcher PG, et al. Molecular level comparison of water extractives of maple and oak with negative and positive ion ESI FT-ICR mass spectrometry. J Mass Spectrom. 2019;54(8):655-666. doi:10.1002/jms.4379
He Z, Guo M, Sleighter RL, Zhang H, Chanel F, Hatcher PG. Characterization of defatted cottonseed meal-derived pyrolysis bio-oil by ultrahigh resolution electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. J Anal Appl Pyrolysis. 2018;136:96-106. doi:10.1016/j.jaap.2018.10.018
Deguchi A, Tatsuzawa F, Hosokawa M, Doi M, Ohno S. Quantitative evaluation of the contribution of four major anthocyanins to black flower coloring of dahlia petals. Hort J. 2016;85(4):340-350. doi:10.2503/hortj.MI-121
He Z, Liu S, Nam S, Klasson KT, Cheng HN. Molecular level characterization of the effect of roasting on the extractable components of glandless cottonseed by Fourier transform ion cyclotron resonance mass spectrometry. Food Chem. 2023;403:134404. doi:10.1016/j.foodchem.2022.134404
Cuyckens F, Claeys M. Mass spectrometry in the structural analysis of flavonoids. J Mass Spectrom. 2004;39(1):1-15. doi:10.1002/jms.585
Bruno M, Maggio A, Rosselli S, Safder M, Bancheva S. The metabolites of the genus Onopordum (Asteraceae): chemistry and biological properties. Curr Org Chem. 2011;15(6):888-927. doi:10.2174/138527211794518880
Park C, Chae S, Park SY, et al. Anthocyanin and carotenoid contents in different cultivars of chrysanthemum (Dendranthema grandiflorum Ramat.) flower. Molecules. 2015;20(6):11090-11102. doi:10.3390/molecules200611090
Parola-Contreras I, Guevara-González RG, Feregrino-Pérez AA, et al. Phenolic compounds and antioxidant activity of methanolic extracts from leaves and flowers of chilcuague (Heliopsis longipes, Asteraceae). Bot Sci. 2020;99(1):149-160. doi:10.17129/botsci.2671
Pljevljakušić D, Bigović D, Janković T, Jelačić S, Šavikin K. Sandy everlasting (Helichrysum arenarium (L.) Moench): botanical, chemical and biological properties. Front Plant Sci. 2018;9:9. doi:10.3389/fpls.2018.01123
Xu LW, Chen J, Qi HY, Shi YP. Phytochemicals and their biological activities of plants in Tagetes L. Chin Herb Med. 2012;4(2):103-117. doi:10.3969/j.issn.1674-6384.2012.02.004
Vanden Braber NL, Novotny Nuñez I, Bohl L, et al. Soy genistein administered in soluble chitosan microcapsules maintains antioxidant activity and limits intestinal inflammation. J Nutr Biochem. 2018;62:50-58. doi:10.1016/j.jnutbio.2018.08.009
de Oliveira S, de Souza GA, Eckert CR, et al. Evaluation of antiradical assays used in determining the antioxidant capacity of pure compounds and plant extracts. Quim Nova. 2014;37(3). doi:10.5935/0100-4042.20140076
Sánchez-Marzo N, Pérez-Sánchez A, Ruiz-Torres V, et al. Antioxidant and photoprotective activity of apigenin and its potassium salt derivative in human keratinocytes and absorption in Caco-2 cell monolayers. Int J Mol Sci. 2019;20(9):2148. doi:10.3390/ijms20092148
Duymuş HG, Göger F, Başer KHC. In vitro antioxidant properties and anthocyanin compositions of elderberry extracts. Food Chem. 2014;155:112-119. doi:10.1016/j.foodchem.2014.01.028
Rahman Mazumder MA, Hongsprabhas P. Genistein as antioxidant and antibrowning agents in in vivo and in vitro: a review. Biomed Pharmacother. 2016;82:379-392. doi:10.1016/j.biopha.2016.05.023
Sharma S, Ali A, Ali J, Sahni JK, Baboota S. Rutin: therapeutic potential and recent advances in drug delivery. Expert Opin Investig Drugs. 2013;22(8):1063-1079. doi:10.1517/13543784.2013.805744
Kashyap D, Sharma A, Tuli HS, et al. Apigenin: a natural bioactive flavone-type molecule with promising therapeutic function. J Funct Foods. 2018;48:457-471. doi:10.1016/j.jff.2018.07.037
Rahman S, Mathew S, Nair P, Ramadan WS, Vazhappilly CG. Health benefits of cyanidin-3-glucoside as a potent modulator of Nrf2-mediated oxidative stress. Inflammopharmacology. 2021;29(4):907-923. doi:10.1007/s10787-021-00799-7
Hassanein EHM, Sayed AM, Hussein OE, Mahmoud AM. Coumarins as modulators of the Keap1/Nrf2/ARE signaling pathway. Oxid Med Cell Longev. 2020;2020:1675957. doi:10.1155/2020/1675957
Baranwal A, Aggarwal P, Rai A, Kumar N. Pharmacological actions and underlying mechanisms of catechin: a review. Mini Rev Med Chem. 2022;22(5):821-833. doi:10.2174/1389557521666210902162120
Hroboňová K, Jablonský M, Májek P. Optimization and application of green solvent extraction of natural bioactive coumarins from Lamiaceae and Asteraceae herbal plants. J Mol Liq. 2021;338:116691. doi:10.1016/j.molliq.2021.116691
Al-Abbasi SHA, Al-Khesraji TOH, Meran SHS. Flavonoid contents of some species from Cynarea and Cichorea tribes (Asteraceae) in Iraq. Plant Arch. 2020;20(1):2707-2710.
Dhatwalia J, Kumari A, Verma R, et al. Phytochemistry, pharmacology, and nutraceutical profile of Carissa species: an updated review. Molecules. 2021;26(22):7010. doi:10.3390/molecules26227010
Wang W, Jin J, Xu H, Shi Y, Boersch M, Yin Y. Comparative analysis of the main medicinal substances and applications of Echium vulgare L. and Echium plantagineum L.: a review. J Ethnopharmacol. 2022;285:114894. doi:10.1016/j.jep.2021.114894
Yamauchi S, Hayashi Y, Kirikihira T, Masuda T. Synthesis and antioxidant activity of olivil-type lignans. Biosci Biotechnol Biochem. 2005;69(1):113-122. doi:10.1271/bbb.69.113
Pérez-Bonilla M, Salido S, van Beek TA, Altarejos J. Radical-scavenging compounds from olive tree (Olea europaea L.) wood. J Agric Food Chem. 2014;62(1):144-151. doi:10.1021/jf403998t
Salehi B, Venditti A, Sharifi-Rad M, et al. The therapeutic potential of apigenin. Int J Mol Sci. 2019;20(6):1305. doi:10.3390/ijms20061305