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Isolation and Identification of Terpenoids from Artocarpus camansi Leaves Based on Column Chromatography and UV-IR Spectroscopy
Abstract
This study aims to isolate and identify terpenoid compounds from kluwih leaves (Artocarpus camansi). Extraction was done using methanol solvent, followed by n-hexane fractionation, which produced a concentrated blackish green extract. Compounds were separated through column chromatography with silica gel as the stationary phase and n-hexane as the mobile phase, and a mixture of n-hexane: ethyl acetate, producing eight fractions. The third fraction, obtained as green crystals, exhibited a positive reaction to the Liebermann-Burchard reagent, a specific test for the presence of terpenoid compounds. The observed colour change indicated the presence of terpenoids, making this fraction a promising candidate for isolation and detailed analysis. After recrystallisation, white needle-shaped crystals were obtained with a melting point of 141–142.8°C. Purity testing using thin layer chromatography (TLC) showed a single spot in various eluents, indicating that the isolated compound was pure. Further characterisation using UV spectroscopy showed maximum absorption at 210.2 nm, while IR spectroscopy showed the presence of OH, methyl, and non-conjugated C=C double bonds. Based on these data, the isolated compounds can be identified as terpenoid compounds. This study provides a basis for further studies on the structure and biological activity of kluwih leaves.
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References
Adnan, Navia, Z. I., Jamil, M., & Suwardi, A. B. (2023). The diversity and traditional knowledge of wild edible vegetables in Aceh, Indonesia. Ethnobotany Research and Applications, 26(2). https://doi.org/10.32859/era.26.49.1-16
Balachandran, S., De Somer, T., Hogie, J., Roosen, M., Meers, E., & De Meester, S. (2024). An energy-efficient upconcentration of the bio-based carboxylic acids using multiple-effect evaporators. Journal of Environmental Management, 370, 122709. https://doi.org/10.1016/j.jenvman.2024.122709
Benjamin, M. A. Z., Mohd Mokhtar, R. A., Iqbal, M., Abdullah, A., Azizah, R., Sulistyorini, L., Mahfudh, N., & Zakaria, Z. A. (2024). Medicinal plants of Southeast Asia with anti-α-glucosidase activity as potential source for type-2 diabetes mellitus treatment. Journal of Ethnopharmacology, 330, 118239. https://doi.org/10.1016/j.jep.2024.118239
Bryliakov, K. P. (2024). Mechanisms of C(sp3)–H and C=C selective oxidative heterofunctionalizations by non-heme Fe and Mn mimics of oxygenase enzymes. Coordination Chemistry Reviews, 508, 215793. https://doi.org/10.1016/j.ccr.2024.215793
Câmara, J. S., Perestrelo, R., Ferreira, R., Berenguer, C. V., Pereira, J. A. M., & Castilho, P. C. (2024). Plant-Derived Terpenoids: A Plethora of Bioactive Compounds with Several Health Functions and Industrial Applications—A Comprehensive Overview. Molecules, 29(16). https://doi.org/10.3390/molecules29163861
Chen, H.-Y., Jin-Yu, L., Shu-Li, L., Li-Qiong, G., Jun-Fang, L., Guang-Hong, W., Jun, L., & and Ye, Z.-W. (2023). Progress in biological activities and biosynthesis of edible fungi terpenoids. Critical Reviews in Food Science and Nutrition, 63(25), 7288–7310. https://doi.org/10.1080/10408398.2022.2045559
Chen, R., Wang, M., Keasling, J. D., Hu, T., & Yin, X. (2024). Expanding the structural diversity of terpenes by synthetic biology approaches. Trends in Biotechnology, 42(6), 699–713. https://doi.org/10.1016/j.tibtech.2023.12.006
Dai, F., Zhuang, Q., Huang, G., Deng, H., & Zhang, X. (2023). Infrared Spectrum Characteristics and Quantification of OH Groups in Coal. ACS Omega, 8(19), 17064–17076. https://doi.org/10.1021/acsomega.3c01336
Das, D. D., Nikita, S., Viney, C., & and Chawla, P. A. (2024). Current Trends of Analytical Techniques for Bioactive Terpenoids: A Review. Critical Reviews in Analytical Chemistry, 54(8), 2984–3000. https://doi.org/10.1080/10408347.2023.2219757
Fu, S., & Liu, B. (2024). Naturally Occurring [4+2] Type Terpenoid Dimers Assembled through Unmatched-electron-demand Cycloaddition. Chemistry – A European Journal, 30(69), e202402786. https://doi.org/10.1002/chem.202402786
Hao, W., & Cardin, D. B. (2023). Full Evaporative Vacuum Extraction─A Quantitative and Green Approach for Analysis of Semivolatile Organic Compounds in Drinking Water and Surface Water Using GC-MS. Analytical Chemistry, 95(8), 3959–3967. https://doi.org/10.1021/acs.analchem.2c03414
Hasegawa, T., Yanagisawa, H., Nagasawa, T., Sato, R., Numadate, N., & Hama, T. (2024). Infrared Band Strengths of Dangling OH Features in Amorphous Water at 20 K. The Astrophysical Journal, 969(2), 134. https://doi.org/10.3847/1538-4357/ad5318
Hu, Z., Liu, X., Tian, M., Ma, Y., Jin, B., Gao, W., Cui, G., Guo, J., & Huang, L. (2021). Recent progress and new perspectives for diterpenoid biosynthesis in medicinal plants. Medicinal Research Reviews, 41(6), 2971–2997. https://doi.org/10.1002/med.21816
Johnson, B., Addolorato, G., Lesch, O., Liu, L., & Rodd, Z. A. (2023). A critical scientific evaluation of a purportedly negative data report – response to Seneviratne et al. 2022. Frontiers in Psychiatry, 14(October). https://doi.org/10.3389/fpsyt.2023.1271229
Kamran, S., Sinniah, A., Abdulghani, M. A. M., & Alshawsh, M. A. (2022). Therapeutic Potential of Certain Terpenoids as Anticancer Agents: A Scoping Review. Cancers, 14(5). https://doi.org/10.3390/cancers14051100
Khandelia, T., Panigrahi, P., Ghosh, S., Mandal, R., Doley, B., & Patel, B. K. (2024). Solvent Dictated Organic Transformations. Chemistry – An Asian Journal, 19(24), e202400603. https://doi.org/10.1002/asia.202400603
Kouno, H., Amuti, S., Saito, Y., Fukuyoshi, S., Miyake, K., Goto, M., Newman, D. J., O’Keefe, B. R., Lee, K.-H., & Nakagawa-Goto, K. (2024). Isolation, Characterization, and Antiproliferative Activity of Terpenoids from the Tropical Plant Turraea delphinensis. Journal of Natural Products, 87(7), 1763–1777. https://doi.org/10.1021/acs.jnatprod.4c00313
Kumar, S., Ahmad, R., Saeed, S., Azeem, M., Mozūraitis, R., Borg-Karlson, A. K., & Zhu, G. (2022). Chemical Composition of Fresh Leaves Headspace Aroma and Essential Oils of Four Coriander Cultivars. Frontiers in Plant Science, 13(February), 1–9. https://doi.org/10.3389/fpls.2022.820644
Lhotáková, Z., Neuwirthová, E., Potůčková, M., Červená, L., Hunt, L., Kupková, L., Lukeš, P., Campbell, P., & Albrechtová, J. (2025). Mind the leaf anatomy while taking ground truth with portable chlorophyll meters. Scientific Reports, 15(1), 1855. https://doi.org/10.1038/s41598-024-84052-5
Liang, Y.-F., Bilal, M., Tang, L.-Y., Wang, T.-Z., Guan, Y.-Q., Cheng, Z., Zhu, M., Wei, J., & Jiao, N. (2023). Carbon–Carbon Bond Cleavage for Late-Stage Functionalization. Chemical Reviews, 123(22), 12313–12370. https://doi.org/10.1021/acs.chemrev.3c00219
Liu, T., Dai, M., Zhu, H., Huang, Y., Chen, J., Li, M., Guo, Y., Huang, C., La, C., Wang, Z., Wang, Z., Ren, Z., Ye, C., Zheng, X., & Wang, Y. (2023). Activity-guided isolation and identification of antiherpesvirus and antineuroinflammatory active terpenoids from Artemisia vulgaris L. based on the LC-MS/MS molecular network. Phytochemistry, 216, 113863. https://doi.org/10.1016/j.phytochem.2023.113863
Mali, S. N., Pandey, A., de Oliveira, M. S., & Jawarkar, R. D. (2024). A decade review of analysis of essential oils from genus Artocarpus: Its phytochemistry and pharmacology. Pharmacological Research - Natural Products, 2, 100016. https://doi.org/10.1016/j.prenap.2024.100016
Maqsood, M., Anam Saeed, R., Sahar, A., & Khan, M. I. (2022). Mulberry plant as a source of functional food with therapeutic and nutritional applications: A review. Journal of Food Biochemistry, 46(11), e14263. https://doi.org/10.1111/jfbc.14263
Melese, G. M., Aychiluhim, T. B., Yessuf, A. M., & Eshete, M. (2024). Identification and characterization of phytochemicals in methanolic extract of roots of Datura fastuosa using various techniques. Future Journal of Pharmaceutical Sciences, 10(1). https://doi.org/10.1186/s43094-024-00682-6
Navia, Z. I., Suwardi, A. B., Nuraini, Adnan, Baihaqi, Yakob, M., Lubis, P., & Chairul. (2024). Diversity and ethnobotany of useful plants in Bandar Pusaka, Aceh Tamiang District, Indonesia. Ethnobotany Research and Applications, 28(100), 1–26. https://doi.org/10.32859/era.28.35.1-26
Pinto, M., Soares, C., Pereira, R., Rodrigues, J. A., Fidalgo, F., & Valente, I. M. (2022). Untargeted metabolomic profiling of fresh and dried leaf extracts of young and mature Eucalyptus globulus trees indicates differences in the presence of specialized metabolites. Frontiers in Plant Science, 13(November), 1–18. https://doi.org/10.3389/fpls.2022.986197
Singh, S., Marayathungal, J. H., Das, D. K., Khan, A. A., Bakthavatsalam, R., Hathwar, V. R., & Kundu, J. (2024). Rational Design of Zero-dimensional Manganese(II) Halide Hybrids with Suppressed Melting Temperatures. The Journal of Physical Chemistry C, 128(35), 14849–14859. https://doi.org/10.1021/acs.jpcc.4c04444
Stoyanov, E. S., Bagryanskaya, I. Y., & Stoyanova, I. V. (2023). Substitution of H Atoms in Unsaturated (Vinyl-Type) Carbocations by Cl or O Atoms. International Journal of Molecular Sciences, 24(13), 1–9. https://doi.org/10.3390/ijms241310734
Tacker, R. C., Rakovan, J., Harlov, D., Hughes, J. M., & Cichy, S. B. (2024). The OH-stretching region in infrared spectra of the apatite OH-Cl binary system. American Mineralogist, 109(12), 2086–2094. https://doi.org/10.2138/am-2023-9059
Tousif, M. I., Nazir, M., Riaz, N., Saleem, M., Tauseef, S., Azam, S. M., Arfan Yawer, M., & Zengin, G. (2023). Terpenoids as Human Neutrophil Elastase (HNE) Inhibitors: A Comprehensive Review of Natural Anti-inflammatory Isoprenoids. ChemBioChem, 24(22), e202300346. https://doi.org/10.1002/cbic.202300346
Wang, Q., Zhao, X., Jiang, Y., Jin, B., & Wang, L. (2023). Functions of Representative Terpenoids and Their Biosynthesis Mechanisms in Medicinal Plants. Biomolecules, 13(12). https://doi.org/10.3390/biom13121725
Wang, W., Zhang, J.-M., Jin, M.-L., Jing, C.-Q., & Zhang, W. (2025). A 9R-like 2D hybrid metal halide with remarkably low melting temperature. Chemical Communications, 61(2), 362–365. https://doi.org/10.1039/D4CC05616G
Wen, J., Zhu, L., & Li, M. (2020). C−C Coupling Reactions for the Synthesis of Two-Dimensional Conjugated Polymers. ChemPlusChem, 85(12), 2636–2651. https://doi.org/10.1002/cplu.202000643
Xu, Y., Lin, S., He, R., Zhang, Y., Gao, Q., Ng, D. K. P., & Geng, J. (2021). C=C Bond Oxidative Cleavage of BODIPY Photocages by Visible Light. Chemistry – A European Journal, 27(44), 11268–11272. https://doi.org/10.1002/chem.202101833
Yang, C. Y., Huang, P. H., Tseng, C. H., & Yen, F. L. (2021). Topical artocarpus communis nanoparticles improved the water solubility and skin permeation of raw a. Communis extract, improving its photoprotective effect. Pharmaceutics, 13(9). https://doi.org/10.3390/pharmaceutics13091372
Yao, P., & Liu, Y. (2022). Terpenoids : Natural Compounds for Non-Alcoholic Fatty Liver. Molecules, 28(1), 1–37. https://doi.org/10.3390/molecules28010272
Zang, Y., Sun, R., Feng, R., Zhu, H., & Li, X. (2025). Recent Advances of Terpenoids with Intriguing Chemical Skeletons and Biological Activities. Chinese Journal of Chemistry, 43(4), 443–469. https://doi.org/10.1002/cjoc.202400697
Zasimov, P. V, Volosatova, A. D., Góbi, S., Keresztes, B., Tyurin, D. A., Feldman, V. I., & Tarczay, G. (2024). Infrared spectroscopy of the α-hydroxyethyl radical isolated in cryogenic solid media. The Journal of Chemical Physics, 160(2), 24308. https://doi.org/10.1063/5.0177189
Zhang, M., Sui, H., Yang, H., Li, X., He, L., & Liu, J. (2021). Adsorption–Desorption Behaviors of Methanol and Ethyl Acetate on Silica Gel: Modeling and Experimental Tests. Industrial & Engineering Chemistry Research, 60(4), 1829–1838. https://doi.org/10.1021/acs.iecr.0c05205
Zielińska-Błajet, M., & Feder-Kubis, J. (2020). Monoterpenes and their derivatives—recent development in biological and medical applications. International Journal of Molecular Sciences, 21(19), 1–38. https://doi.org/10.3390/ijms21197078
DOI: https://doi.org/10.33394/j-ps.v13i3.15526
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