ANTIOXIDANT POTENTIALS OF PARAMIGNYA TRIMERA LEAVES
Main Article Content
Abstract
Paramignya trimera or “XAO TAM PHAN,” a traditional medicinal plant native to Vietnam, has been utilized in Asian countries for its therapeutic properties. The primary objective of this research was to isolate bioactive compounds from the leaves of P. trimera using a bio-guided routine based on antioxidant properties. The free radical DPPH scavenging activity of various extracts was evaluated, and the most active extract, extract EA, was selected for further chemical investigation. Three compounds, namely luteolin (1), scopoletin (2), and ostruthin (3), were isolated from the extract EA of Paramignya trimera leaves. The chemical structures of these compounds were elucidated by comparing their spectroscopic data with previously reported literature data. Upon the free radical DPPH scavenging activity, compound 2 exhibited strong activity with an IC50 value of 7.1 mM.
Keywords
antioxidant, DPPH, luteolin, ostruthin, Paramignya trimera, scopoletin
Article Details
References
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Piao, X., Byun, H. S., Lee, S.-R., Ju, E., Park, K. A., Sohn, K.-C., Quan, K. T., Lee, J., Na, M., & Hur, G. M. (2021). 8-Geranylumbelliferone isolated from Paramignya trimera triggers RIPK1/RIPK3-dependent programmed cell death upon TNFR1 ligation. Biochemical Pharmacology, 192, 114733. https://doi.org/10.1016/j.bcp.2021.114733
Quan, K. T., Park, H. B., Yuk, H., Lee, S. J., & Na, M. (2021). Paratrimerins J–Y, dimeric coumarins isolated from the stems of Paramignya trimera. Journal of Natural Products, 84(2), 310–326. https://doi.org/10.1021/acs.jnatprod.0c00978
Tran D., Hoai Tran T., Trung Nguyen N., & Hoang Dang P. (2023). Flavonoids from leaves of Paramignya trimera (Rutaceae). Science and Technology Development Journal - Natural Sciences. https://doi.org/10.32508/stdjns.v7i3.1264
Tran, T. H., Le, T. H., Nguyen, T.-H. T., Binh Vong, L., Nguyen, M. T. T., Nguyen, N. T., & Dang, P. H. (2023). A new apotirucallane-type protolimonoid from the leaves of Paramignya trimera. Natural Product Research, 1–9. https://doi.org/10.1080/14786419.2023.2293145
Trinh, D. H., Tran, P. T., Trinh, B. T. D., Nguyen, H. T., Nguyen, H. D., Ha, L. D., & Nguyen, L.-H. D. (2020). Coumarins and acridone alkaloids with α-glucosidase inhibitory and antioxidant activity from the roots of Paramignya trimera. Phytochemistry Letters, 35, 94–98. https://doi.org/10.1016/j.phytol.2019.10.010
Dang, P. H., Le, T. H., Phan, P. K. T., Le, P. T. T., Nguyen, M. T. T., & Nguyen, N. T. (2017). Two acridones and two coumarins from the roots of Paramignya trimera. Tetrahedron Letters, 58(16), 1553–1557. https://doi.org/10.1016/j.tetlet.2017.02.083
Doan, Q. T., Ho, V. D., Le, T. N., Le, T. A., Nguyen, T. H., & Ahn, R. (2019). Constituents of essential oils from the leaves of Paramignya trimera (Oliv.) Guillaum from Vietnam. Natural Product Research, 33(3), 391–395. https://doi.org/10.1080/0972060X.2019.1582362
Duong, T. H., Phuong, T. T., Ly, H. D., Vy, N. T., Son, D. V., & Hoa, N. D. L. (2016). Coumarin và acridon alkaloid từ rễ cây Xáo tam phân. [Coumarins and acridone alkaloids from the roots of Paramignya trimera]. VNU Journal of Science: Natural Sciences and Technology, 32(4), 115–123.
Duong, T.-H., Tran, T.-M.-D., To, P.-M., Phan, N.-H.-N., Nguyen, T.-P., Le, H. T., & Sichaem, J. (2024). Potential antioxidant compounds from the spores of Dicranopteris linearis and the branches of Averrhoa bilimbi. Antioxidants, 13, 1319–1333.
Gökbulut, A., Satilmiş, B., Batçioğlu, K., Çeti̇N, B., & Şarer, E. (2012). Antioxidant activity and luteolin content of Marchantia polymorpha L. Turkish Journal of Biology. https://doi.org/10.3906/biy-1106-15
Le, N. T., Ho, D. V., Doan, T. Q., Le, A. T., Raal, A., Usai, D., Sanna, G., Carta, A., Rappelli, P., Diaz, N., Cappuccinelli, P., Zanetti, S., Nguyen, H. T., & Donadu, M. G. (2020). Biological activities of essential oils from leaves of Paramignya trimera (Oliv.) Guillaum and Limnocitrus littoralis (Miq.) Swingle. Antibiotics, 9(4), 207. https://doi.org/10.3390/antibiotics9040207
Lin, L.-C., Pai, Y.-F., & Tsai, T.-H. (2015). Isolation of luteolin and luteolin-7- O -glucoside from Dendranthema morifolium Ramat Tzvel and their pharmacokinetics in rats. Journal of Agricultural and Food Chemistry, 63(35), 7700–7706. https://doi.org/10.1021/jf505848z
Nguyen, M. T. T., Dang, P. H., Nguyen, T. N., Bui, L. T. T., Nguyen, H. X., Le, T. H., Van Do, T. N., & Nguyen, N. T. (2018). Paratrimerins G and H, two prenylated phenolic compounds from the stems of Paramignya trimera. Phytochemistry Letters, 23, 78–82. https://doi.org/10.1016/j.phytol.2017.11.014
Nguyen, V., & Scarlett, C. (2019). Cytotoxic activity of extracts and fractions from Paramignya trimera root and Phyllanthus amarus against pancreatic cancer cell lines. Journal of Cancer Research and Therapeutics, 15(1), 245. https://doi.org/10.4103/jcrt.JCRT_85_18
Nguyen, V. T., Bowyer, M. C., Vuong, Q. V., Altena, I. A. V., & Scarlett, C. J. (2015). Phytochemicals and antioxidant capacity of Xao tam phan (Paramignya trimera) root as affected by various solvents and extraction methods. Industrial Crops and Products, 67, 192–200. https://doi.org/10.1016/j.indcrop.2015.01.051
Nguyen, V. T., Sakoff, J. A., & Scarlett, C. J. (2017). Physicochemical Properties, Antioxidant and Anti‐proliferative capacities of dried leaf and its extract from Xao tam phan (Paramignya trimera). Chemistry & Biodiversity, 14(6), e1600498. https://doi.org/10.1002/cbdv.201600498
Nguyen, T., Trinh, T. T., Le, N. H., Kha, T. C., Phan, H. P., & Nguyen, H. (2024). Aqueous ultrasound-assisted extraction of phenolics and saponins from Xao tam phan plant parts: optimization and comparison of extraction efficiency. Journal of Technical Education Science, 19(3), 77–88. https://doi.org/10.54644/jte.2024.1581
Nguyen, T. H., Nguyen, H. Q., Mai, T. P., & Nong, T. H. (2024). Nghiên cứu sơ bộ thành phần hoá học của lá cây xáo tam phân—Paramignya trimera (Oliv.) Burkill trồng tại Đồng Nai [Preliminary study on the chemical composition of the Xao tam phan leaves (Paramignya trimera (Oliv.) Burkill) grown in Dong Nai]. Thai Binh Journal of Medicine and Pharmacy, 11(2), 97–101. https://doi.org/10.62685/6q0p0d94
Nguyen, X. H., Tran, T. H., Pham, N. K., Nguyen, P. H., Vu, T. L., Vu, T. H., Dang, T. Q., Do, H. N., Pham, T. H., Scarlett, C. J., Wessjohann, L. A., & Nguyen, M. C. (2024). In vitro and in silico study of new biscoumarin glycosides from Paramignya trimera against angiotensin-converting enzyme 2 (ACE-2) for preventing SARS-CoV-2 infection. Chemical and Pharmaceutical Bulletin, 72(6), 574–583. https://doi.org/10.1248/cpb.c23-00844
Phi, T. C. M., Chu, H. H., Trieu Le, N., & Nguyen, D. B. (2020). Phylogenetic relationship of Paramignya trimera and its relatives: An evidence for the wide sexual compatibility. Scientific Reports, 10(1), 21662. https://doi.org/10.1038/s41598-020-78448-2
Piao, X., Byun, H. S., Lee, S.-R., Ju, E., Park, K. A., Sohn, K.-C., Quan, K. T., Lee, J., Na, M., & Hur, G. M. (2021). 8-Geranylumbelliferone isolated from Paramignya trimera triggers RIPK1/RIPK3-dependent programmed cell death upon TNFR1 ligation. Biochemical Pharmacology, 192, 114733. https://doi.org/10.1016/j.bcp.2021.114733
Quan, K. T., Park, H. B., Yuk, H., Lee, S. J., & Na, M. (2021). Paratrimerins J–Y, dimeric coumarins isolated from the stems of Paramignya trimera. Journal of Natural Products, 84(2), 310–326. https://doi.org/10.1021/acs.jnatprod.0c00978
Tran D., Hoai Tran T., Trung Nguyen N., & Hoang Dang P. (2023). Flavonoids from leaves of Paramignya trimera (Rutaceae). Science and Technology Development Journal - Natural Sciences. https://doi.org/10.32508/stdjns.v7i3.1264
Tran, T. H., Le, T. H., Nguyen, T.-H. T., Binh Vong, L., Nguyen, M. T. T., Nguyen, N. T., & Dang, P. H. (2023). A new apotirucallane-type protolimonoid from the leaves of Paramignya trimera. Natural Product Research, 1–9. https://doi.org/10.1080/14786419.2023.2293145
Trinh, D. H., Tran, P. T., Trinh, B. T. D., Nguyen, H. T., Nguyen, H. D., Ha, L. D., & Nguyen, L.-H. D. (2020). Coumarins and acridone alkaloids with α-glucosidase inhibitory and antioxidant activity from the roots of Paramignya trimera. Phytochemistry Letters, 35, 94–98. https://doi.org/10.1016/j.phytol.2019.10.010