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Fruit extracts of Rosa canina L. and Rosa pimpinellifolia L.: Phytochemical profiles, in vitro antioxidant, anti-inflammatory, xanthine oxidase inhibitory effects, and in silico molecular dynamics studies

Year 2025, Volume: 28 Issue: 3, 636 - 649

Yunus Başar , Semiha Yenigün , Mehmet Hakkı Alma , İbrahim Demirtas , Tevfik Ozen

https://doi.org/10.18016/ksutarimdoga.vi.1639294

Abstract

In this study, the phytochemical and biological activities of Rosa canina (RC) and R. pimpinellifolia (RP) fruit methanol extracts were investigated. HPLC analysis revealed that RP and RC extracts contained high amounts of ascorbic acid and gallic acid as the major components. In GC-MS/MS analysis, oleic acid, linoleic acid, and palmitic acid methyl ester were the most abundant compounds in both extracts. The total phenolic contents of RP and RC were 17.28±0.10 and 5.19±0,22 mg GAE/g extract, respectively. DPPH˙ scavenging activities of the extracts (13.45±0.21 µg/mL for RC and 3.41±0.05 µg/mL for RP) were observed to be higher than ascorbic acid (42.15±1.35 µg/mL). The reducing power capacities of RC and ascorbic acid were 55.57±3.23 and 87.24±2.44 µg/mL, respectively. According to the BSA denaturation assay, the anti-inflammatory effect of RP was found to be more effective at low doses with DFS and similar to the effect at high doses. RC extract showed high xanthine oxidase (XO) inhibition with an IC50 value of 2.28±0.25 µg/mL. The binding affinities of ascorbic and gallic acid with XO were determined as 6.20 and 6.60 kcal/mol, respectively. In addition, molecular dynamics simulations of the complexes were applied for 100 ns and observed to be stable. Binding energies were determined by performing MM/PBSA, and it was recorded that a high level of gallic acid was found at 21.50 kcal/mol. In this way, the phytochemical constituents and biological activities of two different rosehip species were compared, and ideas for their use in food, cosmetics, and medicine were presented.

Keywords

Rosa canina Rosa pimpinellifolia Phytochemistry Antioxidant Anti-inflammatory

Ethical Statement

yok

Supporting Institution

Ondokuz Mayis University Iğdır University

Project Number

BAP01-2024-4682 ..... YİP0723İ01

Thanks

Ondokuz Mayis University Iğdır University

References

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  • Başar, Y., & Erenler, R. (2024). Phytochemical analysis of Silybum marianum flowers: Quantitative analysis of natural compounds and molecular docking application. Turkish Journal of Biodiversity, 7(1), 20-31. https://doi.org/https://doi.org/10.38059/biodiversity.1450643
  • Başar, Y., Gül, F., Nas, M. S., Alma, M. H., & Çalımlı, M. H. (2024b). Investigation of value-added compounds derived from oak wood using hydrothermal processing techniques and comprehensive analytical approaches (HPLC, GC-MS, FT-IR, and NMR). International Journal of Chemistry and Technology, 8(1), 53-61.
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  • Fetni, S., Bertella, N., Ouahab, A., Zapater, J. M. M., & Fernandez, S. D. P.-T. (2020). Composition and biological activity of the Algerian plant Rosa canina L. by HPLC-UV-MS. Arabian Journal of Chemistry, 13(1), 1105-1119.
  • Gautam, V., Nimmanpipug, P., Zain, S. M., Rahman, N. A., & Lee, V. S. (2021). Molecular dynamics simulations in designing DARPins as phosphorylation-specific protein binders of ERK2. Molecules, 26(15), 4540. https://doi.org/https://doi.org/10.3390/molecules26154540
  • Golmakani, E., Mohammadi, A., Sani, T. A., & Kamali, H. (2014). Phenolic and flavonoid content and antioxidants capacity of pressurized liquid extraction and perculation method from roots of Scutellaria pinnatifida A. Hamilt. subsp alpina (Bornm) Rech. f. The Journal of Supercritical Fluids, 95, 318-324. https://doi.org/ https://doi.org/10.1016/j.supflu.2014.09.020
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  • Guven, L., Ozgen, U., Seçen, H., Sener, S., Badem, M., Celik, G., & Yayli, N. (2021). Phytochemical studies on the seeds, pseudofruits, and roots of Rosa pimpinellifolia. J. Res. Pharm, 25(2), 153-163.
  • Güneş, M., & Şen, S. M. (2001). Tokat Yöresinde Doğal Olarak Yetişen Kuşburnuların (Rosa spp.) Seleksiyon Yoluyla Islahı Üzerinde Bir Araştırma. Bahçe, 30(1), 9-16.
  • Güneş, S. (2011). Ümitvar bir kuşburnu (Rosa canina) genotipinin farklı iki lokasyondaki fenolojik, morfolojik ve pomolojik özellikleri Gaziosmanpaşa Üniversitesi, Fen Bilimleri Enstitüsü.
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Rosa canina ve Rosa pimpinellifolia meyve özütleri: Fitokimyasal profilleri, in vitro antioksidan, anti-inflamatuar, ksantin oksidaz inhibitör etkileri ve in silico moleküler dinamik çalışmaları

Year 2025, Volume: 28 Issue: 3, 636 - 649

Yunus Başar , Semiha Yenigün , Mehmet Hakkı Alma , İbrahim Demirtas , Tevfik Ozen

https://doi.org/10.18016/ksutarimdoga.vi.1639294

Abstract

Bu çalışmada, Rosa canina (RC) ve R. pimpinellifolia (RP) meyve metanol özütlerinin fitokimyasal ve biyolojik aktiviteleri araştırılmıştır. HPLC'de, RP ve RC özütleri ana bileşenler olarak büyük miktarlarda askorbik asit ve gallik asit içermektedir. GC-MS/MS'de, her özütte en yüksek miktarlarda oleik asit, linoleik asit ve palmitik asit metil esteri bulunmuştur. RP ve RC'nin toplam fenol içerikleri sırasıyla 17.28±0.10 ve 5.19±0,22 mg GAE/g özüt olarak bulunmuştur. Özütlerin DPPH˙ süpürücü aktivitesinin (RC için 13.45±0.21 µg/mL ve RP için 3.41±0.05 µg/mL), askorbik asitten (42.15±1.35 µg/mL) daha yüksek olduğu gözlenmiştir. RC ve askorbik asidin indirgeyici güç kapasiteleri sırasıyla 55,57±3,23 ve 87,24±2,44 µg/mL olarak bulundu. BSA denatürasyon deneyine göre, RP'nin anti-inflamatuar etkisinin DFS ile düşük dozlarda daha etkili olduğu ve yüksek dozlardaki etkiye benzer olduğu bulundu. RC özütü, 2,28±0,25 µg/mL'lik IC50 değeri ile yüksek ksantin oksidaz (XO) inhibisyonu gösterdi. Askorbik ve gallik asidin XO ile bağlanma afiniteleri sırasıyla -6,20 ve -6,60 kcal/mol olarak belirlendi. Ayrıca, komplekslerin moleküler dinamik simülasyonları 100 ns boyunca uygulandı ve kararlı oldukları gözlendi. Bağlanma enerjileri MM/PBSA yapılarak belirlendi ve gallik asidin yüksek değerinin -21,50 kcal/mol olarak bulunduğu kaydedildi. Bu şekilde iki farklı kuşburnu türünün fitokimyasal bileşenleri ve biyolojik aktiviteleri karşılaştırılmış ve gıda, kozmetik ve ilaç gibi alanlarda kullanımına yönelik fikirler sunulmuştur.

Keywords

Rosa canina Rosa pimpinellifolia Fitokimyasal Antioksidan Anti-inflamatuar

Project Number

BAP01-2024-4682 ..... YİP0723İ01

References

  • Abraham, M. J., Murtola, T., Schulz, R., Páll, S., Smith, J. C., Hess, B., & Lindahl, E. (2015). GROMACS: High performance molecular simulations through multi-level parallelism from laptops to supercomputers. SoftwareX, 1, 19-25. https://doi.org/https://doi.org/10.1016/j.softx.2015.06.001
  • Akkoc, S., Karatas, H., Muhammed, M. T., Kökbudak, Z., Ceylan, A., Almalki, F., Laaroussi, H., & Ben Hadda, T. (2023). Drug design of new therapeutic agents: Molecular docking, molecular dynamics simulation, DFT and POM analyses of new Schiff base ligands and impact of substituents on bioactivity of their potential antifungal pharmacophore site. Journal of Biomolecular Structure and Dynamics, 41(14), 6695-6708. https://doi.org/https://doi.org/10.1080/07391102.2022.2111360
  • Atienza, S. G., Torres, A. M., Millan, T., & Cubero, J. I. (2005). Genetic diversity in Rosa as revealed by RAPDs. Agriculturae Conspectus Scientificus, 70(3), 75-85.
  • Başar, Y., Demirtaş, İ., Yenigün, S., İpek, Y., Özen, T., & Behçet, L. (2024a). Molecular docking, molecular dynamics, MM/PBSA approaches and bioactivity studies of nepetanudoside B isolated from endemic Nepeta aristata. Journal of Biomolecular Structure and Dynamics, 1-14.
  • Başar, Y., & Erenler, R. (2024). Phytochemical analysis of Silybum marianum flowers: Quantitative analysis of natural compounds and molecular docking application. Turkish Journal of Biodiversity, 7(1), 20-31. https://doi.org/https://doi.org/10.38059/biodiversity.1450643
  • Başar, Y., Gül, F., Nas, M. S., Alma, M. H., & Çalımlı, M. H. (2024b). Investigation of value-added compounds derived from oak wood using hydrothermal processing techniques and comprehensive analytical approaches (HPLC, GC-MS, FT-IR, and NMR). International Journal of Chemistry and Technology, 8(1), 53-61.
  • Başar, Y., Yenigün, S., Gül, F., Ozen, T., Demirtas, İ., Alma, M. H., & Temel, S. (2024c). Phytochemical profiling, molecular docking and ADMET prediction of crude extract of Atriplex nitens Schkuhr for the screening of antioxidant and urease inhibitory. International Journal of Chemistry and Technology, 8(1), 62-71.
  • Bjelkmar, P., Larsson, P., Cuendet, M. A., Hess, B., & Lindahl, E. (2010). Implementation of the CHARMM force field in GROMACS: analysis of protein stability effects from correction maps, virtual interaction sites, and water models. Journal of chemical theory and computation, 6(2), 459-466. https://doi.org/https://doi.org/10.1021/ct900549r
  • Blois, M. S. (1958). Antioxidant determinations by the use of a stable free radical. Nature, 181(4617), 1199-1200. https://doi.org/ https://doi.org/10.1038/1811199a0
  • Chrubasik, C., Roufogalis, B. D., Müller‐Ladner, U., & Chrubasik, S. (2008). A systematic review on the Rosa canina effect and efficacy profiles. Phytotherapy Research: An International Journal Devoted to Pharmacological and Toxicological Evaluation of Natural Product Derivatives, 22(6), 725-733.
  • Çınar, İ., & Çolakoğlu, A. S. (2004). Potential health benefits of rose hip products. I International Rose Hip Conference 690, 253-258.
  • Çolak, A., Dönmez, A., Bulduk, İ., Torunoğlu, E. İ., & Aytar, E. C. (2025). Determination of Pomological and Chemical Properties and Molecular Docking Analysis of Crataegus orientalis and Crataegus orientalis subsp. orientalis Species and Subspecies in Sandıklı (Afyonkarahisar). Kahramanmaraş Sütçü İmam Üniversitesi Tarım ve Doğa Dergisi, 28(2), 446-458.
  • Doğan, A., Kazankaya, A., Çelik, F., & Uyak, C. (2006). Kuşburnunun halk hekimliğindeki yeri ve bünyesindeki bileşenler açısından yararları. II. Ulusal Üzümsü Meyveler Sempozyumu, Tokat, Türkiye, 14 - 16 Eylül 2006,, 47-53.
  • Encü, T. (2015). Doğu Anadolu bölgesinin bazı lokasyonlarından (Van-Hakkari-Şırnak) alınan kuşburnu (Rosa canina L.) meyvelerinin pomolojik ve bazı biyokimyasal özelliklerinin belirlenmesi. Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Bahçe Bitkileri Anabilim Dalı Yüksek lisans Tezi, Van.
  • Ercisli, S., Orhan, E., & Esitken, A. (2007). Fatty acid composition of Rosa species seeds in Turkey. Chemistry of Natural Compounds, 43(5), 605-606.
  • Fattahi, S., Jamei, R., & Hosseini, S. S. (2012). Antioxidant and antiradical activities of Rosa canina and Rosa pimpinellifolia fruits from West Azerbaijan. Iranian Journal of Plant Physiology, 2(4), 523-529.
  • Fetni, S., Bertella, N., Ouahab, A., Zapater, J. M. M., & Fernandez, S. D. P.-T. (2020). Composition and biological activity of the Algerian plant Rosa canina L. by HPLC-UV-MS. Arabian Journal of Chemistry, 13(1), 1105-1119.
  • Gautam, V., Nimmanpipug, P., Zain, S. M., Rahman, N. A., & Lee, V. S. (2021). Molecular dynamics simulations in designing DARPins as phosphorylation-specific protein binders of ERK2. Molecules, 26(15), 4540. https://doi.org/https://doi.org/10.3390/molecules26154540
  • Golmakani, E., Mohammadi, A., Sani, T. A., & Kamali, H. (2014). Phenolic and flavonoid content and antioxidants capacity of pressurized liquid extraction and perculation method from roots of Scutellaria pinnatifida A. Hamilt. subsp alpina (Bornm) Rech. f. The Journal of Supercritical Fluids, 95, 318-324. https://doi.org/ https://doi.org/10.1016/j.supflu.2014.09.020
  • Gostner, J. M., Becker, K., Ueberall, F., & Fuchs, D. (2015). The good and bad of antioxidant foods: an immunological perspective. Food and Chemical Toxicology, 80, 72-79.
  • Guven, L., Ozgen, U., Seçen, H., Sener, S., Badem, M., Celik, G., & Yayli, N. (2021). Phytochemical studies on the seeds, pseudofruits, and roots of Rosa pimpinellifolia. J. Res. Pharm, 25(2), 153-163.
  • Güneş, M., & Şen, S. M. (2001). Tokat Yöresinde Doğal Olarak Yetişen Kuşburnuların (Rosa spp.) Seleksiyon Yoluyla Islahı Üzerinde Bir Araştırma. Bahçe, 30(1), 9-16.
  • Güneş, S. (2011). Ümitvar bir kuşburnu (Rosa canina) genotipinin farklı iki lokasyondaki fenolojik, morfolojik ve pomolojik özellikleri Gaziosmanpaşa Üniversitesi, Fen Bilimleri Enstitüsü.
  • İlisulu, K. (1992). İlaç ve baharat bitkileri. Ankara Üniversitesi Ziraat Fakültesi.
  • Kandikattu, K., Kumar, P. B. R., Priya, R. V., Kumar, K. S., & Rathore, R. S. B. (2013). Evaluation of anti-inflammatory activity of Canthium parviflorum by in-vitro method. Indian Journal of Research in Pharmacy and Biotechnology, 1(5), 729-731.
  • Keleş, F., & Kökosmanlı, M. (1996). Kuşburnu ve kuşburnu çayında C vitamini. Kuşburnu sempozyumu, 5-6. Kutbay, H., & Kılınç, M. (1996). Kuşburnu (Rosa L.) Türlerinin Taksonomik Özellikleri ve Türkiye’deki Yayılışı. Kuşburnu sempozyumu, 5(6), 75-83.
  • Li, Z., Zhang, W., Abubaker, M. A., Shu, Q., & Liu, Y. (2025). In silico identification and experimental validation of two types of angiotensin-converting enzyme (ACE) and xanthine oxidase (XO) milk inhibitory peptides. Food Chemistry, 464, 141864. https://doi.org/https://doi.org/10.1016/j.foodchem.2024.141864
  • Liu, X., Shi, D., Zhou, S., Liu, H., Liu, H., & Yao, X. (2018). Molecular dynamics simulations and novel drug discovery. Expert Opinion on Drug Discovery, 13(1), 23-37. https://doi.org/https://doi.org/10.1080/17460441.2018.1403419
  • Macit, M. G., & Köse, Y. B. (2015). Medicinal plants used for folk medicine in Oltu (Erzurum/Turkey). Biological Diversity and Conservation, 8(2), 74-80.
  • Majewski, M., Ruiz-Carmona, S., & Barril, X. (2019). An investigation of structural stability in protein-ligand complexes reveals the balance between order and disorder. Communications Chemistry, 2(1), 110, 1-8. https://doi.org/https://doi.org/10.1038/s42004-019-0205-5
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There are 46 citations in total.

Details

Primary Language English
Subjects Pharmaceutical Botany
Journal Section RESEARCH ARTICLE
Authors

Yunus Başar 0000-0002-7785-3242

Semiha Yenigün 0000-0002-1979-5427

Mehmet Hakkı Alma 0000-0001-6323-7230

İbrahim Demirtas 0000-0001-8946-647X

Tevfik Ozen 0000-0003-0133-5630

Project Number BAP01-2024-4682 ..... YİP0723İ01
Early Pub Date May 1, 2025
Publication Date
Submission Date February 13, 2025
Acceptance Date April 11, 2025
Published in Issue Year 2025Volume: 28 Issue: 3

Cite

APA Başar, Y., Yenigün, S., Alma, M. H., Demirtas, İ., et al. (2025). Fruit extracts of Rosa canina L. and Rosa pimpinellifolia L.: Phytochemical profiles, in vitro antioxidant, anti-inflammatory, xanthine oxidase inhibitory effects, and in silico molecular dynamics studies. Kahramanmaraş Sütçü İmam Üniversitesi Tarım Ve Doğa Dergisi, 28(3), 636-649. https://doi.org/10.18016/ksutarimdoga.vi.1639294
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