Oleanolic acid (OA) is a natural product with certain antitumor activity. In order to enhance its cytotoxicity, a total of five derivatives of OA were designed and synthesized. Their cytotoxicity against MDA-MB-231cells (human breast cancer cells), A549 cells (human nonsmall cell lung cancer cells) and BEAS-2B cells (human cervical cancer cells) were evaluated by the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) method. The results indicated that these target compounds have a wide molar activity range and some of them showed better activity than the commercial drug, doxorubicin. Compound 2a induces apoptosis of 14, 27, and 56% of MDA-MB-231 cells at 2, 4, and 8 mM respectively, and shows a linear correlation of concentration.
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References
R. L. Siegel, K. D. Miller, A. Jemal, CA. Cancer J. Clin., 69(1), 7 – 34 (2019).
D. A. Dias, S. Urban, U. Roessner, Metabolites, 2(2), 303 – 336 (2012).
M. Kayouka, A. Hamade, E. Saliba, et al., Chem. Biol. Interact., 315, 108892 (2020).
R. Fan, H.Wang, L. Zhang, et al., J. Cancer, 11(7), 1949 – 1958 (2020).
X. He, X. Wang, J. Fang, et al., J. Ethnopharmacol., 203, 260 – 278 (2017).
S. Fontanay, M. Grare, J. Mayer, et al., J. Ethnopharmacol., 120, 272 – 276 (2008).
C. Lin, X. Wen, H. Sun, Expert Opin. Ther. Pat., 26(6), 643 – 655 (2016).
W. Lee, E. J. Yang, S. K. Ku, et al., Inflammation, 36, 94 – 102 (2013).
L. Meng, Y. Su, F. Yang, et al., Bioorg. Med. Chem., 27(23), 115147 (2019).
P. Chaniad, T. Sudsai, A. W. Septama, et al., Adv. Pharmacol. Sci., 2019, 2573965 (2019).
R. Wang, Y. Li, X. D. Huai, et al., Drug Des. Dev. Ther., 12, 1321 – 1336 (2018).
R. Wang, W. Yang, Y. Q. Fan, et al., Bioorg. Chem., 88, 102951 (2019).
V. Srivastava, M. P. Darokar, A. Fatima, et al., Bioorg. Med. Chem., 15(1), 518 – 525 (2007).
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Zheng, QX., Wang, R., Li, HJ. et al. Design, Preparation and Studies Regarding Cytotoxic Properties of Benzyl Oleanates. Pharm Chem J 57, 1174–1178 (2023). https://doi.org/10.1007/s11094-024-03023-2
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DOI: https://doi.org/10.1007/s11094-024-03023-2