ISSN 2308-4057 (Печать),
ISSN 2310-9599 (Онлайн)

Properties of plant extracts and component composition: column chromatography and IR spectroscopy

Medicinal plants contain various biologically active substances. This study aimed to investigate properties of plant extracts and component composition of plant raw materials from the continental part Kaliningrad region (Guards district). For this, we used column chromatography and IR spectroscopy.
The objects of the study were samples of plant extracts of Eryngium maritimum, Hedysarum neglectum, Melilotus officinalis, and Aesculus hippocastanum. To produce medicinal plant extracts, we prepared methanol extraction by the Soxhlet method for 8 h (15 cycles). The antioxidant activity of the studied samples was determined by their ability to reduce the radical 2,2-diphenyl-1-picrylhydrazyl. The disk-diffusion method was used to evaluate the antimicrobial activity of the plant extracts against such test strains as Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa, and Candida albicans.
In the extracts, 3,4-dihydroxybenzoic acid, astragalin, luteolin-7-glucoside, rosmarinic acid, and chlorogenic acid were identified. However, more research is needed to determine which of the individual phenolic compounds in E. maritimum, H. neglectum, M. officinalis, and A. hippocastanum are involved in exhibiting antioxidant activity. It was found that the plant extract of H. neglectum had activity against the bacterium B. subtilis and the mold fungus C. albicans, while the plant extract of E. maritimum was detrimental to the growth and development of both Gram-positive and Gram-negative bacteria.
Infrared spectroscopy can help in further studies to determine properties of medicinal plants to ensure the safety and efficacy of plant-based products.
Ключевые слова
Medicinal plants, Eryngium maritimum, Melilotus officinalis, Hedysarum neglectum, Aesculus hippocastanum, extracts, infrared spectroscopy, antioxidant properties
This research was funded by the Russian Science Foundation (RSF) , grant number 22-16-00044.
  1. Altemimi A, Lakhssassi N, Baharlouei A, Watson DG, Lightfoot DA. Phytochemicals: Extraction, isolation, and identification of bioactive compounds from plant extracts. Plants. 2017;6(4).
  2. Akharaiyi FC, Ehis-Eriakha CB, Olagbemide PT, Igbudu FH. Hyptis suaveolens L. leaf extracts in traditional health care systems. Foods and Raw Materials. 2023;11(2):293–299.
  3. Batçıoğlu K, Küçükbay F, Alagöz MA, Günal S, Yilmaztekin Y. Antioxidant and antithrombotic properties of fruit, leaf, and seed extracts of the Halhalı olive (Olea europaea L.) native to the Hatay region in Turkey. Foods and Raw Materials. 2023;11(1):84–93.
  4. Manley L, Shi Z. Characterizing drug product continuous manufacturing residence time distributions of major/minor excipient step changes using near infrared spectroscopy and process parameters. International Journal of Pharmaceutics. 2018;551(1–2):60–66.
  5. Babich O, Sukhikh S, Prosekov A, Asyakina L, Ivanova S. Medicinal plants to strengthen immunity during a pandemic. Pharmaceuticals. 2020;13(10).
  6. Atasoy N, Yücel UM. Antioxidants from plant sources and free radicals. In: Ahmad R, Blumenberg M, editors. Reactive oxygen species. IntechOpen; 2022.
  7. Chassagne F, Samarakoon T, Porras G, Lyles JT, Dettweiler M, Marquez L, et al. A systematic review of plants with antibacterial activities: A taxonomic and phylogenetic perspective. Frontiers in Pharmacology. 2021;11.
  8. Koczoń P, Hołaj-Krzak JT, Palani BK, Bolewski T, Dabrowski J, Bartyzel BJ, et al. The analytical possibilities of FT-IR spectroscopy powered by vibrating molecules. International Journal of Molecular Sciences. 2023;24(2).
  9. Ahmed W, Azmat R, Khan SM, Khan MS, Qayyum A, Mehmood A, et al. Pharmacological studies of Adhatoda vasica and Calotropis procera as resource of bio-active compounds for various diseases. Pakistan Journal of Pharmaceutical Sciences. 2018;31(5):1975–1983.
  10. Napreenko MG, Napreenko-Dorokhova TV. The main patterns of present-day zonal vegetation development in Kaliningrad oblast, Russian Federation (Southeastern Baltic), inferred by palynological data. Vestnik of Saint Petersburg University. Earth Sciences. 2020;65(2):337–361. (In Russ.).
  11. Ahmed W, Azmat R, Mehmood A, Qayyum A, Ahmed R, Khan SU, et al. The analysis of new higher operative bioactive compounds and chemical functional group from herbal plants through UF-HPLC-DAD and Fourier transform infrared spectroscopy methods and their biological activity with antioxidant potential process as future green chemical assay. Arabian Journal of Chemistry. 2021;14(2).
  12. Arumugam B, Subramaniam A, Alagaraj P. A review on impact of medicinal plants on the treatment of oral and dental diseases. Cardiovascular and Hematological Agents in Medicinal Chemistry. 2020;18(2):79–93.
  13. Amantayeva ME, Kozhanova KK. Study plants of the genus Eryngium as perspective sources for obtaining phyto-substances. Vestnik KazNMU. 2019;(1):446–448. (In Russ.).
  14. Roshanravan N, Asgharian P, Dariushnejad H, Mesri Alamdari N, Mansoori B, Mohammadi A, et al. Eryngium billardieri induces apoptosis via Bax gene expression in pancreatic cancer cells. Advanced Pharmaceutical Bulletin. 2018;8(4):667–674.
  15. Lin H, Zhang Z, Markl D, Zeitler JA, Shen Y. A review of the applications of OCT for analysing pharmaceutical film coatings. Applied Sciences. 2018;8(12).
  16. Almenova GP, Muradova SZ. Economic significance of Melilotus officinalis L. Pall. from the Fabaceae Lindl family crop wild relatives of cultivated plants of the Republic of Karakalpakstan. Academic Research in Educational Sciences. 2021;2(3):861–866. (In Russ.).
  17. Ahmed W, Azmat R, Qayyum A, Mehmood A, Khan SM, Liaquat M, et al. The role of chitosan to prolonged the fresh fruit quality during storage of grapefruit cv. ray ruby. Pakistan Journal of Botany. 2018;50(1):151–159.
  18. Li W, Wang H, Dong A. Preparative separation of alkaloids from stem of Euchresta tubulosa Dunn. by high-speed counter-current chromatography using stepwise elution. Molecules. 2019;24(24).
  19. Nguyen T-D, Nguyen T-H-A, Do T-H, Tran VT-H, Nguyen H-A, Pham D-V. Anti-inflammatory effect of a triterpenoid from Balanophora laxiflora: Results of bioactivity-guided isolation. Heliyon. 2022;8(3).
  20. Baliyan S, Mukherjee R, Priyadarshini A, Vibhuti A, Gupta A, Pandey RP, et al. Determination of antioxidants by DPPH radical scavenging activity and quantitative phytochemical analysis of Ficus religiosa. Molecules. 2022;27(4).
  21. Markl D, Bawuah P, Ridgway C, van den Ban S, Goodwin DJ, Ketolainen J, et al. Fast and non-destructive pore structure analysis using terahertz time-domain spectroscopy. International Journal of Pharmaceutics. 2018;537(1–2):102–110.
  22. Zimina MI, Sukhih SA, Babich OO, Noskova SYu, Abrashina AA, Prosekov AYu. Investigating antibiotic activity of the genus bacillus strains and properties of their bacteriocins in order to develop next-generation pharmaceuticals. Foods and Raw Materials. 2016;4(2):92–100.
  23. Johansson J, Sparén A, Wikström H, Tajarobi P, Koch R, Lundin P, et al. Optical porosimetry by gas in scattering media absorption spectroscopy (GASMAS) applied to roller compaction ribbons. International Journal of Pharmaceutics. 2021;592.
  24. Jackson P, Borman P, Campa C, Chatfield M, Godfrey M, Hamilton P, et al. Using the analytical target profile to drive the analytical method lifecycle. Analytical Chemistry. 2019;91(4):2577–2585.
  25. Manandhar S, Luitel S, Dahal RK. In vitro antimicrobial activity of some medicinal plants against human pathogenic bacteria. Journal of Tropical Medicine. 2019;2019.
  26. Goodwin DJ, van den Ban S, Denham M, Barylski I. Real time release testing of tablet content and content uniformity. International Journal of Pharmaceutics. 2018;537(1–2):183–192.
  27. Harms ZD, Shi Z, Kulkarni RA, Myers DP. Characterization of near-infrared and Raman spectroscopy for in-line monitoring of a low-drug load formulation in a continuous manufacturing process. Analytical Chemistry. 2019;91(13):8045–8053.
  28. Yun Y-H, Li H-D, Deng B-C, Cao D-S. An overview of variable selection methods in multivariate analysis of near-infrared spectra. TrAC – Trends in Analytical Chemistry. 2019;113:102–115.
  29. Atalay H, Kahriman F, Alatürk F. Estimation of dry matter, crude protein and starch values in mixed feeds by near-infrared reflectance (NIR) spectroscopy. Journal of Istanbul Veterinary Sciences. 2020;4(3):125–130.
  30. Ciuca MD, Racovita RC. Curcumin: Overview of extraction methods, health benefits, and encapsulation and delivery using microemulsions and nanoemulsions. International Journal of Molecular Sciences. 2023;24(10).
  31. Peris-Díaz MD, Krężel A. A guide to good practice in chemometric methods for vibrational spectroscopy, electrochemistry, and hyphenated mass spectrometry. TrAC – Trends in Analytical Chemistry. 2021;135.
  32. Junaedi EC, Lestari K, Muchtaridi M. Infrared spectroscopy technique for quantification of compounds in plant-based medicine and supplement. Journal of Advanced Pharmaceutical Technology and Research. 2021;12(1):1–7.
  33. Fatmarahmi DC, Susidarti RA, Swasono RT, Rohman A. Identification and quantification of metamizole in traditional herbal medicines using spectroscopy FTIR-ATR combined with chemometrics. Research Journal of Pharmacy and Technology. 2021;14(8):4413–4419.
  34. Otsuka M. Comparative particle size determination of phenacetin bulk powder by using Kubelka-Munk theory and principal component regression analysis based on near-infrared spectroscopy. Powder Technology. 2004;141(3):244–250.
  35. Wang Y, Yang Y, Sun H, Dai J, Zhao M, Teng C, et al. Application of a data fusion strategy combined with multivariate statistical analysis for quantification of puerarin in Radix puerariae. Vibrational Spectroscopy. 2020;108.
  36. Shi Z, Hermiller J, Muñoz SG. Estimation of mass-based composition in powder mixtures using Extended Iterative Optimization Technology (EIOT). AIChE Journal. 2019;65(1):87–98.
  37. Wilde AS, Haughey SA, Galvin-King P, Elliott CT. The feasibility of applying NIR and FT-IR fingerprinting to detect adulteration in black pepper. Food Control. 2019;100:1–7.
  38. Kamal M, Munawar AA, Sulaiman MI. Comparison of principal component and partial least square regression method in NIRS data analysis for cocoa bean quality assessment. IOP Conference Series: Earth and Environmental Science. 2021;667.
  39. Mishal MR, Islam TT, Antor SH, Rahman T. A quantitative analysis of glucose from enhanced NIR spectra through linear regression model coupled with optimized bandpass filtering. Proceedings. 2018;2(13).
  40. Grosskopf EK, Simmonds MSJ, Wallis CJ. Combining near-infrared (NIR) analysis and modelling as a fast and reliable method to determine the authenticity of agarwood (Aquilaria spp.). Analytica. 2023;4(2):231–238.
  41. Li H, Jiang D, Cao J, Zhang D. Near-infrared spectroscopy coupled chemometric algorithms for rapid origin identification and lipid content detection of Pinus koraiensis seeds. Sensors. 2020;20(17).
  42. Savitzky A, Golay MJE. Smoothing and differentiation of data by simplified least square procedure. Analytical Chemistry. 1964;36(8):1627–1639.
  43. Yang Y, Wu Y, Li W, Liu X, Zheng J, Zhang W, et al. Determination of geographical origin and icariin content of Herba Epimedii using near infrared spectroscopy and chemometrics. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2018;191:233–240.
  44. Johnson JB, Walsh KB, Naiker M, Ameer K. The use of infrared spectroscopy for the quantification of bioactive compounds in food: A review. Molecules. 2023;28(7).
  45. Crouter A, Briens L. Methods to assess mixing of pharmaceutical powders. AAPS PharmSciTech. 2019;20.
  46. Baltacıoğlu H, Baltacıoğlu C, Okur I, Tanrıvermiş A, Yalıç M. Optimization of microwave-assisted extraction of phenolic compounds from tomato: Characterization by FTIR and HPLC and comparison with conventional solvent extraction. Vibrational Spectroscopy. 2021;113.
  47. Kadiroglu P. FTIR spectroscopy for prediction of quality parameters and antimicrobial activity of commercial vinegars with chemometrics. Journal of the Science of Food and Agriculture. 2018;98(11):4121–4127.
  48. Markl D, Strobel A, Schlossnikl R, Bøtker J, Bawuah P, Ridgway C, et al. Characterisation of pore structures of pharmaceutical tablets: A review. International Journal of Pharmaceutics. 2018;538(1–2):188–214.
  49. Markl D, Wang P, Ridgway C, Karttunen A-P, Bawuah P, Ketolainen J, et al. Resolving the rapid water absorption of porous functionalised calcium carbonate powder compacts by terahertz pulsed imaging. Chemical Engineering Research and Design. 2018;132:1082–1090.
  50. Nagy B, Farkas A, Borbás E, Vass P, Nagy ZK, Marosi G. Raman spectroscopy for process analytical technologies of pharmaceutical secondary manufacturing. AAPS PharmSciTech. 2018;20.
  51. Sisay MA, Mammo W, Yaya EE. Phytochemical studies of Melilotus officinalis. Bulletin of the Chemical Society of Ethiopia. 2021;35(1):141–150.
  52. Nagy B, Petra D, Galata DL, Démuth B, Borbás E, Marosi G, et al. Application of artificial neural networks for Process Analytical Technology-based dissolution testing. International Journal of Pharmaceutics. 2019;567.
  53. Palmer J, O’Malley CJ, Wade MJ, Martin EB, Page T, Montague GA. Opportunities for process control and quality assurance using online NIR analysis to a continuous wet granulation tableting line. Journal of Pharmaceutical Innovation. 2020;15:26–40.
  54. Pauli V, Roggo Y, Pellegatti L, Nguyen Trung NQ, Elbaz F, Ensslin S, et al. Process analytical technology for continuous manufacturing tableting processing: A case study. Journal of Pharmaceutical and Biomedical Analysis. 2019;162:101–111.
  55. Sacher S, Wahl P, Weißensteiner M, Wolfgang M, Pokhilchuk Ye, Looser B, et al. Shedding light on coatings: Real-time monitoring of coating quality at industrial scale. International Journal of Pharmaceutics. 2019;566:57–66.
  56. Zaborenko N, Shi Z, Corredor CC, Smith-Goettler B, Zhang L, Hermans A, et al. First-principles and empirical approaches to predicting in vitro dissolution for pharmaceutical formulation and process development and for product release testing. The AAPS Journal. 2019;21.
  57. Dmitrieva AI, Drozdova MYu, Dolganyuk VF. Development of methods for purification of individual biological active substances obtained from extracts of Hedysarum neglectum.
  58. Küp FÖ, Çoşkunçay S, Duman F. Biosynthesis of silver nanoparticles using leaf extract of Aesculus hippocastanum (horse chestnut): Evaluation of their antibacterial, antioxidant and drug release system activities. Materials Science and Engineering: C. 2020;107.
  59. Kumar B, Smita K, Cumbal L. Biosynthesis of silver nanoparticles using Lavender leaf and their applications for catalytic, sensing and antioxidant activities. Nanotechnology Reviews. 2016;5(6):521–528.
  60. Khar’kov YK, Mbarga MJA, Martynenkova AV, Podoprigora VI, Volina EG, Azova MM, et al. Assessment of antimicrobial activity of ethanolic and aqueous extracts of Aesculus hippocastanum L. (horse chestnut) bark against bacteria isolated from urine of patients diagnosed positive to urinary tract infections. Frontiers in Bioscience (Scholar). 2022;14(2).
  61. Dahash SL, Abass OK, Abdul-Razaq MM, Al-Kuraishy HM, Al-Gareeb AI. Aesculus hippocastanum-derived extract β-aescin and in vitro antibacterial activity. Journal of Microscopy and Ultrastructure. 2021;9(1):26–30.
  62. Ehsani A, Alizadeh O, Hashemi M, Afshari A, Aminzare M. Phytochemical, antioxidant and antibacterial properties of Melilotus officinalis and Dracocephalum moldavica essential oils. Veterinary Research Forum. 2017;8(3):223–229.
  63. Yu M, Gouvinhas I, Rocha J, Barros AIRNA. Phytochemical and antioxidant analysis of medicinal and food plants towards bioactive food and pharmaceutical resources. Scientific Reports. 2021;11.
  64. Zhang C, Xin X, Zhang J, Zhu S, Niu E, Zhou Z, et al. Comparative evaluation of the phytochemical profiles and antioxidant potentials of olive leaves from 32 cultivars grown in China. Molecules. 2022;27(4).
  65. Mosyagin VV, Ryzhkova GF, Bialyaev AG, Minenkov NA, Kanunnikova TV, Lebedeva NV. Infrared spectroscopy of cosmetic gels based on medicinal plants. Advances in Health Sciences Research, Volume 28. Atlantis Press; 2020. pp. 12–15.
  66. Prosekov AYu, Babich OO, Bespomestnykh KV. Identification of industrially important lactic acid bacteria in foodstuffs. Foods and Raw Materials. 2013;1(2):42–45.
Как цитировать?
Babich OO, Samsuev IG, Tcibulnikova AV, Zemlyakova ES, Popov AD, Ivanova SA, et al. Properties of plant extracts and component composition: column chromatography and IR spectroscopy. Foods and Raw Materials. 2024;2(2):373–387. 
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