Molecular Networking Reveals Antioxidant Properties and Phenolic Profiles of Four Rosaceae Seeds
Abstract
1. Introduction
2. Results and Discussion
2.1. Yield, Total Polyphenol, and Total Flavonoid Content
2.2. DPPH, ABTS Radical Scavenging Activity, and FRAP Assay
2.3. LC–MS Data Analysis
3. Materials and Methods
3.1. Chemicals
3.2. Materials
3.3. Extraction and Yield Measurement
3.4. Total Polyphenol Content
3.5. Total Flavonoid Content
3.6. DPPH Radical Scavenging Activity
3.7. ABTS Radical Scavenging Activity
3.8. FRAP Assay
3.9. LC–MS/MS Analysis
3.10. LC–MS/MS Data Analysis
3.11. Statistical Analysis
4. Conclusions
Author Contributions
Funding
Data Availability Statement
Conflicts of Interest
References
- Singh, N.; Rajini, P.S. Free radical scavenging activity of an aqueous extract of potato peel. Food Chem. 2004, 85, 611–616. [Google Scholar] [CrossRef]
- Ganapaty, S.; Chandrashekhar, V.; Chitme, H.; Narsu, M.L. Free radical scavenging activity of gossypin and nevadensin: An: In-vitro: Evaluation. Indian J. Pharmacol. 2007, 39, 281–283. [Google Scholar] [CrossRef]
- Chung, H.Y.; Sung, B.; Jung, K.J.; Zou, Y.; Yu, B.P. The molecular inflammatory process in aging. Antioxid. Redox Signal. 2006, 8, 572–581. [Google Scholar] [CrossRef]
- Yang, H.S.; Hwang, I.G.; Choi, A.-J.; Choe, J.-S. Neuroprotective effect of Deodeok (Codonopsis lanceolata) bud extracts in H2O2-stimulated SH-SY5Y cells. J. Nutr. Health 2023, 56, 140–154. [Google Scholar] [CrossRef]
- Cho, W.J.; Yoon, H.S.; Kim, Y.H.; Kim, J.M.; Yoo, I.J.; Han, M.-D.; Bang, I.S. Cytoprotective effects and gene expression patterns observed based on the antioxidant activity of Lonicera japonica extract. J. Life Sci. 2013, 23, 989–997. [Google Scholar] [CrossRef]
- Suh, H.-J.; Chung, M.-S.; Cho, Y.-H.; Kim, J.-W.; Kim, D.-H.; Han, K.-W.; Kim, C.-J. Estimated daily intakes of butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and tert-butyl hydroquinone (TBHQ) antioxidants in Korea. Food Addit. Contam. 2005, 22, 1176–1188. [Google Scholar] [CrossRef]
- Stankovic, J.S.K.; Selakovic, D.; Mihailovic, V.; Rosic, G. Antioxidant supplementation in the treatment of neurotoxicity induced by platinum-based chemotherapeutics—A review. Int. J. Mol. Sci. 2020, 21, 7753. [Google Scholar] [CrossRef]
- Chang, K.S.; Chang, J.H. Comparison on Anti-oxidant Effects of Pigment Extracts from Fabaceae 5 species. J. Korean Appl. Sci. Technol. 2020, 37, 7–16. [Google Scholar]
- Xu, X.; Liu, A.; Hu, S.; Ares, I.; Martínez-Larrañaga, M.-R.; Wang, X.; Martínez, M.; Anadón, A.; Martínez, M.-A. Synthetic phenolic antioxidants: Metabolism, hazards and mechanism of action. Food Chem. 2021, 353, 129488. [Google Scholar] [CrossRef] [PubMed]
- Shi, J.; Xu, J.; Liu, X.; Goda, A.A.; Salem, S.H.; Deabes, M.M.; Ibrahim, M.I.; Naguib, K.; Mohamed, S.R. Evaluation of some artificial food preservatives and natural plant extracts as an antimicrobial agents for safety. Discov. Food 2024, 4, 89. [Google Scholar] [CrossRef]
- Khan, I.; Ahmad, S. The impact of natural antioxidants on human health. In Functional Food Products and Sustainable Health; Springer: Berlin/Heidelberg, Germany, 2020; pp. 11–24. [Google Scholar]
- Burdette, J.E.; Chen, S.N.; Lu, Z.Z.; Xu, H.; White, B.E.; Fabricant, D.S.; Liu, J.; Fong, H.H.; Farnsworth, N.R.; Constantinou, A.I.; et al. Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: Bioassay-directed isolation and characterization of active principles. J. Agric. Food Chem. 2002, 50, 7022–7028. [Google Scholar]
- Chipiti, T.; Ibrahim, M.A.; Koorbanally, N.A.; Islam, M.S. In vitro antioxidant activities of leaf and root extracts of Albizia antunesiana harms. Acta Pol. Pharm. 2013, 70, 1035–1043. [Google Scholar]
- Xu, D.; Hu, M.-J.; Wang, Y.-Q.; Cui, Y.-L. Antioxidant activities of quercetin and its complexes for medicinal application. Molecules 2019, 24, 1123. [Google Scholar] [CrossRef]
- Lee, S.O.; Lee, H.J.; Yu, M.H.; Im, H.G.; Lee, I.S. Total polyphenol contents and antioxidant activities of methanol extracts from vegetables produced in Ullung Island. Korean J. Food Sci. Technol. 2005, 37, 233–240. [Google Scholar]
- Judd, W.S.; Campbell, C.S.; Kellogg, E.A.; Stevens, P.F.; Donoghue, M.J. Plant systematics: A phylogenetic approach. Ecol. Mediterránea 1999, 25, 215. [Google Scholar]
- Smith, T. Plant Systematics by Michael G. Simpson. Syst. Bot. 2006, 31, 631–632. [Google Scholar]
- Min, S.J.; Jeung-Youb, A. Biological activities of rosaceae plants extracts. J. Soc. Cosmet. Sci. Korea 2004, 30, 499–502. [Google Scholar]
- Kim, S. Biological Activities of Rosa Family Plants and Antihepatotoxic Effect of Rosa rugosa. Ph.D. Thesis, Yosu National University, Yosu, Republic of Korea, 2006. [Google Scholar]
- Oszmianski, J.; Wojdylo, A.; Lamer-Zarawska, E.; Swiader, K. Antioxidant tannins from Rosaceae plant roots. Food Chem. 2007, 100, 579–583. [Google Scholar]
- Jo, S.Y.; Kim, Y.M. Extract of Malus sieboldii Suppresses IgE-mediated Mast Cell Activation through Inhibition of Syk Kinase. Korean J. Pharmacogn. 2018, 49, 298–304. [Google Scholar]
- Yang, I.J.; Byeon, S.H.; Baik, J.S.; Lee, N.H. Phenolic compounds from the branches of Malus sieboldii (Regel) Rehder and their antioxidative activities. J. Korean Chem. Soc. 2015, 59, 353–357. [Google Scholar]
- Na, M.K.; An, R.B.; Min, B.S.; Lee, S.M.; Kim, Y.H.; Bae, K.H. Chemical constituents from Sorbus commixta. Nat. Prod. Sci. 2002, 8, 62–65. [Google Scholar]
- Ullah, H.A.; Lee, Y.Y.; Kim, S.D.; Rhee, M.H. Duchesnea indica Extract Attenuates Coal Fly Ash-Induced Inflammation in Murine Alveolar Macrophages through the NF-KappaB Pathway. Evid-Based Complement. Altern. Med. 2021, 2021, 5546052. [Google Scholar]
- Park, J.M.; Lee, J.Y.; Park, T.S.; Hyun, S.J.; Kim, H.H.; Cho, Y.J.; Kwon, O.J.; Son, A.R.; Kim, D.S.; An, B.J. A Study on the Cosmeceutical activities of Prunus sargentii R. Korean Soc. Appl. Biol. Chem. 2008, 51, 70–78. [Google Scholar]
- Yang, S.A.; Cho, J.H.; Pyo, B.S.; Kim, S.M.; Lee, K.I. Comparison of the physiological activities of extracts from different parts of Prunus sargentii. Korean J. Med. Crop Sci. 2012, 20. [Google Scholar]
- Zhang, M.-Q.; Zhang, J.; Zhang, Y.-T.; Sun, J.-Y.; Prieto, M.A.; Simal-Gandara, J.; Putnik, P.; Li, N.-Y.; Liu, C. The link between the phenolic composition and the antioxidant activity in different small berries: A metabolomic approach. LWT 2023, 182, 114853. [Google Scholar] [CrossRef]
- Ramos, A.E.F.; Evanno, L.; Poupon, E.; Champy, P.; Beniddir, M.A. Natural products targeting strategies involving molecular networking: Different manners, one goal. Nat. Prod. Rep. 2019, 36, 960–980. [Google Scholar] [CrossRef]
- Ernst, M.; Kang, K.B.; Caraballo-Rodríguez, A.M.; Nothias, L.-F.; Wandy, J.; Chen, C.; Wang, M.; Rogers, S.; Medema, M.H.; Dorrestein, P.C. MolNetEnhancer: Enhanced molecular networks by integrating metabolome mining and annotation tools. Metabolites 2019, 9, 144. [Google Scholar] [CrossRef]
- Lee, M.S.; Park, J.Y.; Im, M.J.; Choi, S.Y.; Han, J.S.; Oh, Y.J.; Yang, H.J. Investigation of antioxidant and sugar-containing chemical profiles of three Aster species combined with LC/MS mass spectrometry data and molecular networking approaches. J. Chitin Chitosan 2024, 29, 215–221. [Google Scholar] [CrossRef]
- Liaqat, M.; Kakar, I.U.; Akram, M.; Hussain, S.; Kakar, M.U.; Ahmad, N.; Faryal, R. Antimicrobial and Phytochemical Exploration of Duchesnea indica plant. Plant Cell Biotechnol. Mol. Biol. 2021, 22, 74–85. [Google Scholar]
- Kim, K.C.; Kim, J.-S. Comparative analysis of the antioxidant activity in ethanol and water extracts from different parts of Sorbus commixta. J. Plant Biotechnol. 2025, 52, 156–162. [Google Scholar] [CrossRef]
- Kim, M.-B.; Park, J.-S.; Lim, S.-B. Antioxidant activity and cell toxicity of pressurised liquid extracts from 20 selected plant species in Jeju, Korea. Food Chem. 2010, 122, 546–552. [Google Scholar] [CrossRef]
- Shan, S.; Huang, X.; Shah, M.H.; Abbasi, A.M. Evaluation of polyphenolics content and antioxidant activity in edible wild fruits. BioMed Res. Int. 2019, 2019, 1381989. [Google Scholar] [CrossRef] [PubMed]
- Jadaun, J.S.; Yadav, R.; Yadav, N.; Bansal, S.; Sangwan, N.S. Influence of Genetics on the secondary metabolites of plants. In Natural Secondary Metabolites: From Nature, Through Science, to Industry; Springer: Berlin/Heidelberg, Germany, 2023; pp. 403–433. [Google Scholar]
- Lee, M.-Y.; Yoo, M.-S.; Whang, Y.-J.; Jin, Y.-J.; Hong, M.H.; Pyo, Y.H. Vitamin C, total polyphenol, flavonoid contents and antioxidant capacity of several fruit peels. Korean J. Food Sci. Technol. 2012, 44, 540–544. [Google Scholar] [CrossRef]
- Saavedra-Molina, A.; Lemus-de la Cruz, J.; Landa-Moreno, C.; Murillo-Villicaña, M.; García-Berumen, C.; Montoya-Pérez, R.; Manzo-Avalos, S.; Aguilera-Méndez, A.; Salgado-Garciglia, R.; Cortés-Rojo, C. Antioxidant Activity of Natural Products from Medicinal Plants. In The Power of Antioxidants-Unleashing Nature’s Defense Against Oxidative Stress; IntechOpen: London, UK, 2024. [Google Scholar]
- Yoo, K.M.; Kim, D.O.; Lee, C.Y. Evaluation of different methods of antioxidant measurement. Food Sci. Biotechnol. 2007, 16, 177–182. [Google Scholar]
- Hyon, J.-S.; Kang, S.-M.; Han, S.-W.; Kang, M.-C.; Oh, M.-C.; Oh, C.-K.; Kim, D.-W.; Jeon, Y.-J.; Kim, S.-H. Flavonoid component changes and antioxidant activities of fermented Citrus grandis Osbeck peel. J. Korean Soc. Food Sci. Nutr. 2009, 38, 1310–1316. [Google Scholar] [CrossRef]
- Gan, R.-Y.; Kong, K.-W.; Li, H.-B.; Wu, K.; Ge, Y.-Y.; Chan, C.-L.; Shi, X.-M.; Corke, H. Separation, identification, and bioactivities of the main gallotannins of red sword bean (Canavalia gladiata) coats. Front. Chem. 2018, 6, 39. [Google Scholar] [CrossRef]
- Kandar, C.C. Secondary metabolites from plant sources. In Bioactive Natural Products for Pharmaceutical Applications; Pal, D., Nayak, A.K., Eds.; Springer: Cham, Switzerland, 2020; pp. 329–377. [Google Scholar]
- Aluko, O.O.; Ninkuu, V.; Jianpei, Y.; Chen, S.; Zeng, H.; Dakurah, F.D. Phenylpropanoids metabolism: Recent insight into stress tolerance and plant development cues. Front Plant Sci. 2025, 16, 1571825. [Google Scholar]
- Oszmanski, J. Polyphenols as antioxidants in food. Przem. Spo 1995, 3, 94–96. [Google Scholar]
- Hwang, H.-J.; Yoon, J.A.; Shin, K.-O. Chemical properties of lignans, their effects on human health, and the enhancement of milk function of lignans. J. Dairy Sci. Biotechnol. Biotechnol. 2018, 36, 81–94. [Google Scholar] [CrossRef]
- Venugopala, K.N.; Rashmi, V.; Odhav, B. Review on natural coumarin lead compounds for their pharmacological activity. BioMed Res. Int. 2013, 2013, 963248. [Google Scholar] [CrossRef]
- Lee, I.R.; Yang, M.Y. Phenolic compounds from Duchesnea chrysantha and their cytotoxic activities in human cancer cell. Arch. Pharmacal Res. 1994, 17, 476–479. [Google Scholar] [CrossRef] [PubMed]
- Hu, W.; Shen, W.; Wang, M.-H. Free radical scavenging activity and protective ability of methanolic extract from Duchesnea indica against protein oxidation and DNA damage. J. Food Sci. Nutr. 2009, 14, 277–282. [Google Scholar] [CrossRef][Green Version]
- Kim, J.M.; Jang, D.S.; Lee, Y.M.; Yoo, J.L.; Kim, Y.S.; Kim, J.H.; Kim, J.S. Aldose-Reductase-and Protein-Glycation-Inhibitory Principles from the Whole Plant of Duchesnea chrysantha. Chem. Biodivers. 2008, 5, 352–356. [Google Scholar] [CrossRef]
- Kajdžanoska, M.; Gjamovski, V.; Stefova, M. HPLC-DAD-ESI-MSn identification of phenolic compounds in cultivated strawberries from Macedonia. Maced. J. Chem. Chem. Eng. 2010, 29, 181–194. [Google Scholar] [CrossRef]
- Zhu, M.; Dong, X.; Guo, M. Phenolic profiling of Duchesnea indica combining macroporous resin chromatography (MRC) with HPLC-ESI-MS/MS and ESI-IT-MS. Molecules 2015, 20, 22463–22475. [Google Scholar] [CrossRef]
- Peng, B.; Hu, Q.; Sun, L.; Liu, X.; Li, J.; Chang, Q.; Wang, L.; Tang, J. Duchesnea phenolic fraction inhibits tumor growth through restoring the Th1/Th2 balance in U14 cervical cancer bearing mice. Chin. Med. 2012, 3, 42–45. [Google Scholar] [CrossRef]
- Quave, C.L.; Estevez-Carmona, M.; Compadre, C.M.; Hobby, G.; Hendrickson, H.; Beenken, K.E.; Smeltzer, M.S. Ellagic acid derivatives from Rubus ulmifolius inhibit Staphylococcus aureus biofilm formation and improve response to antibiotics. PLoS ONE 2012, 7, e28737. [Google Scholar] [CrossRef]
- Kilic, I.; Yeşiloğlu, Y.; Bayrak, Y. Spectroscopic studies on the antioxidant activity of ellagic acid. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 2014, 130, 447–452. [Google Scholar]
- Mishra, S.; Vinayak, M. Ellagic acid inhibits PKC signaling by improving antioxidant defense system in murine T cell lymphoma. Mol. Biol. Rep. 2014, 41, 4187–4197. [Google Scholar] [CrossRef] [PubMed]
- Ríos, J.-L.; Giner, R.M.; Marín, M.; Recio, M.C. A pharmacological update of ellagic acid. Planta Med. 2018, 84, 1068–1093. [Google Scholar] [CrossRef]
- Folin, O.; Denis, W. A colorimetric method for the determination of phenols (and phenol derivatives) in urine. J. Biol. Chem. 1915, 22, 305–308. [Google Scholar]
- Zhishen, J.; Mengcheng, T.; Jianming, W. The determination of flavonoid contents in mulberry and their scavenging effects on superoxide radicals. Food Chem. 1999, 64, 555–559. [Google Scholar] [CrossRef]
- Blois, M.S. Antioxidant determinations by the use of a stable free radical. Nature 1958, 181, 1199–1200. [Google Scholar] [CrossRef]
- Re, R.; Pellegrini, N.; Proteggente, A.; Pannala, A.; Yang, M.; Rice-Evans, C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic. Biol. Med. 1999, 26, 1231–1237. [Google Scholar] [CrossRef] [PubMed]
- Benzie, I.F.; Strain, J.J. The ferric reducing ability of plasma (FRAP) as a measure of “antioxidant power”: The FRAP assay. Anal. Biochem. 1996, 239, 70–76. [Google Scholar] [CrossRef]
- Hu, L.; Zhang, H.; Hu, Z.; Chin, Y.; Li, G.; Huang, J.; Zhang, X.; Jiang, B.; Hu, Y. Differentiation of three commercial tuna species through Q-Exactive Orbitrap mass spectrometry based lipidomics and chemometrics. Food Res. Int. 2022, 158, 111509. [Google Scholar] [CrossRef]
- Wang, M.; Carver, J.J.; Phelan, V.V.; Sanchez, L.M.; Garg, N.; Peng, Y.; Nguyen, D.D.; Watrous, J.; Kapono, C.A.; Luzzatto-Knaan, T. Sharing and community curation of mass spectrometry data with Global Natural Products Social Molecular Networking. Nat. Biotechnol. 2016, 34, 828–837. [Google Scholar] [CrossRef]





| Scientific Name | Yield (%) | Total Polyphenols (mg GAE/g of Extracts) | Total Flavonoids (mg RE/g of Extracts) |
|---|---|---|---|
| Malus sieboldii | 6.55 ± 0.02 b | 74.95 ± 0.02 c | 24.73 ± 0.41 c |
| Sorbus commixta | 7.77 ± 0.01 a | 103.54 ± 0.02 b | 69.25 ± 1.75 b |
| Duchesnea indica | 3.04 ± 0.00 d | 335.63 ± 0.03 a | 230.14 ± 2.90 a |
| Prunus sargentii | 4.86 ± 0.01 c | 76.77 ± 0.02 c | 10.86 ± 0.22 c |
| Scientific Name | IC50 [μg/mL] | FRAP * (μM FeSO4 eq/mg of Extract) | |
|---|---|---|---|
| DPPH Radical Scavenging Activity | ABTS Radical Scavenging Activity | ||
| Ascorbic acid | 19.27 ± 0.51 a | 4.88 ± 1.53 a | 6815.38 ± 39.49 a |
| Malus sieboldii | 626.58 ± 19.73 d | 166.53 ± 8.43 d | 301.11 ± 3.75 d |
| Sorbus commixta | 423.79 ± 13.93 c | 99.29 ± 0.41 c | 619.01 ± 0.62 c |
| Duchesnea indica | 106.50 ± 1.42 b | 10.24 ± 0.02 b | 3950.47 ± 21.48 b |
| Prunus sargentii | 927.90 ± 29.13 e | 219.65 ± 1.20 e | 356.07 ± 5.44 d |
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Lim, M.J.; Park, J.; Lee, M.S.; Choi, S.Y.; Yang, H.; Kim, T.; Na, C.S. Molecular Networking Reveals Antioxidant Properties and Phenolic Profiles of Four Rosaceae Seeds. Plants 2025, 14, 3749. https://doi.org/10.3390/plants14243749
Lim MJ, Park J, Lee MS, Choi SY, Yang H, Kim T, Na CS. Molecular Networking Reveals Antioxidant Properties and Phenolic Profiles of Four Rosaceae Seeds. Plants. 2025; 14(24):3749. https://doi.org/10.3390/plants14243749
Chicago/Turabian StyleLim, Mi Jeong, Jinyoung Park, Min Sung Lee, Seong Yeon Choi, Heejung Yang, Taewan Kim, and Chae Sun Na. 2025. "Molecular Networking Reveals Antioxidant Properties and Phenolic Profiles of Four Rosaceae Seeds" Plants 14, no. 24: 3749. https://doi.org/10.3390/plants14243749
APA StyleLim, M. J., Park, J., Lee, M. S., Choi, S. Y., Yang, H., Kim, T., & Na, C. S. (2025). Molecular Networking Reveals Antioxidant Properties and Phenolic Profiles of Four Rosaceae Seeds. Plants, 14(24), 3749. https://doi.org/10.3390/plants14243749

