Bioactivity-guided isolation and quantification of Chlorogenic acid from Calystegia silvatica (Kit.) Griseb. (Convolvulaceae)

Year 2025, Volume: 12 Issue: 1, 158 - 165

Merve Yüzbaşıoğlu Baran , Sıla Özlem Sener , Şeyda Kanbolat , Merve Badem , Ufuk Özgen

Abstract

This study aimed to investigate the bioactivity-guided isolation and quantification of chlorogenic acid from Calystegia silvatica, a plant traditionally utilized for its medicinal properties. The most cytotoxic aqueous sub-extract was subjected to open column chromatography to assess its cytotoxic activity against MCF-7 breast cancer cells using a resazurin reduction assay. The structure of the most active pure compound was determined to be chlorogenic acid (IC50= 36.44 ± 2.18 μg/mL) using 1D and 2D NMR spectroscopy. A validated high-performance liquid chromatography-diode array detector (HPLC-DAD) method was employed for the quantification of chlorogenic acid, which resulted in a content of 10.05 mg/g crude extract. The results indicate the potential of Calystegia silvatica as a source of chlorogenic acid with cytotoxic activity.

Keywords

Chlorogenic acid, Resazurin assay, Calystegia silvatica, HPLC-DAD, Cytotoxic activity

References

• Ayelign, A., Sabally, K. (2013). Determination of chlorogenic acids (CGA) in coffee beans using HPLC. American Journal of Research Communication, 1(2), 78-91.
• Chen, H., Engkvist, O., Wang, Y., Olivecrona, M., & Blaschke, T. (2018). The rise of deep learning in drug discovery. Drug Discovery Today, 23(6), 1241 1250. https://doi.org/10.1016/j.drudis.2018.01.039
• Dado, A., Asresahegn, Y., Goroya, K. (2019). Determination of chlorogenic acid content in beans and leaves of coffea arabica using uv/vis spectrometer. African Journal of Pure and Applied Chemistry, 13(5), 58-63. https://doi.org/10.5897/ajpac2018.0780
• Derbak, L., Vaglica, A., Badalamenti, N., Porrello, A., Ilardi, V., Rebbas, K., Bruno, M. (2023). The chemical composition of the essential oils of two Mediterranean species of Convolvulaceae: Convolvulus althaeoides subsp. tenuissimus collected in Sicily (Italy) and Calystegia silvatica collected in Algeria. Natural Product Research, 1-10.
• Deka, S.J., Gorai, S., Manna, D., & Trivedi, V. (2017). Evidence of PKC binding and translocation to explain the anticancer mechanism of chlorogenic acid in breast cancer cells. Current Molecular Medicine, 17(1), 79-89.
• Farah, A., & Lima, J. (2019). Consumption of chlorogenic acids through coffee and health implications. Beverages, 5(1), 11.
• Farah, A., Monteiro, M., Donangelo, C.M., & Lafay, S. (2008). Chlorogenic acids from green coffee extract are highly bioavailable in humans. The Journal of Nutrition, 138(12), 2309-2315.
• Kuete, V., Mbaveng, A.T., Nono, E.C., Simo, C.C., Zeino, M., Nkengfack, A.E., & Efferth, T. (2016). Cytotoxicity of seven naturally occurring phenolic compounds towards multi-factorial drug-resistant cancer cells. Phytomedicine, 23(8), 856-863.
• Petiti, J., Revel, L., & Divieto, C. (2024). Standard operating procedure to optimize resazurin-based viability assays. Biosensors, 14(4), 156.
• Sato, Y., Itagaki, S., Kurokáwa, T., Ogura, J., Kobayashi, M., Hirano, T., Iseki, K. (2011). In vitro and in vivo antioxidant properties of chlorogenic acid and caffeic acid. International Journal of Pharmaceutics, 403(1 2), 136 138. https://doi.org/10.1016/j.ijpharm.2010.09.035
• Sener, S.O., Çoşkunçelebi, K., Terzioğlu, S., Nalçaoğlu, A., Gençkaya, T.P., Özgen, U., ... Yüzbaşıoğlu Baran, M. (2023). A comprehensive ethnobotanical survey of medicinal plants for 80 villages in Trabzon (Türkiye). Turkish Journal of Botany, 47(6), 464-510. https://doi.org/10.55730/1300-008x.2780
• Singh, J. (1996). International conference on harmonization (ICH) of technical requirements for the registration of pharmaceuticals for human use validation of analytical procedures: methodology, ICH-Q2B, Geneva.
• Suberu, J.O., Romero‐Canelón, I., Sullivan, N., Lapkin, A.A., & Barker, G.C. (2014). Comparative cytotoxicity of artemisinin and cisplatin and their interactions with chlorogenic acids in MCF7 breast cancer cells. ChemMedChem, 9(12), 2791 2797. https://doi.org/10.1002/cmdc.201402285
• Yang, J., Kwon, Y.S., & Kim, M.J. (2015). Isolation and characterization of bioactive compounds from Lepisorus thunbergianus (Kaulf.). Arabian Journal of Chemistry, 8(3), 407-413.
• Youssef, A.M., Maaty, D.A., & Al-Saraireh, Y.M. (2023). Phytochemical analysis and profiling of antitumor compounds of leaves and stems of Calystegia silvatica (Kit.) Griseb. Molecules, 28(2), 630.