Safriansyah Wahyu, Sinaga Siska Elisahbet, Farabi Kindi, Azmi Mohamad Nurul, Maharani Rani, Supratman Unang, Fajriah Sofa, Harneti Desi
Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran Jatinangor West Java Indonesia
Central Laboratory, Universitas Padjadjaran Jalan Raya Bandung-Sumedang KM 21 Jatinangor 45363 West Java Indonesia.
RSC Adv. 2024 Aug 12;14(34):25042-25047. doi: 10.1039/d4ra04727c. eCollection 2024 Aug 5.
Steroid groups isolated from many plants are known to play a significant role in various biological systems. Therefore, this research aimed to analyze two novel pregnane steroids, pachylenone A (1) and pachylenone B (2), isolated from Miq. The cytotoxicity of the steroids was evaluated against MCF-7 breast cancer cell lines with other known steroid compounds, namely 5α-dihydroprogesterone (3), GSD-8 (4), -5α-pregn-l7(20)-en-3,16-dion (5), 20β-hydroxy-5αH-pregnan-3-one (6), 3β-hydroxy-5α-pregnan-20-one (7), aglaiasterol B (8), and 2β,3β-dihydroxypregnan-16-one (9). Meanwhile, structural elucidation was achieved through different spectroscopic methods including one and two-dimensional NMR, as well as mass spectroscopy and quantum chemical calculations (TD-DFT and NMR DP4+ probability). The cytotoxic effects of steroid compounds (1-9) on MCF-7 lines were also examined. The results showed that compound 8 had the strongest activity with an IC value of 228 μM, followed by compound 6 (IC 568,76 μM), and pachylenone A (1) (IC 768.73 μM). As a recommendation for future research, other activities of these compounds should be evaluated.
已知从许多植物中分离出的类固醇基团在各种生物系统中发挥着重要作用。因此,本研究旨在分析从 中分离出的两种新型孕甾烷类固醇,即帕奇列酮A(1)和帕奇列酮B(2)。用其他已知的类固醇化合物,即5α-二氢孕酮(3)、GSD-8(4)、-5α-孕甾-17(20)-烯-3,16-二酮(5)、20β-羟基-5αH-孕甾-3-酮(6)、3β-羟基-5α-孕甾-20-酮(7)、迷迭香甾醇B(8)和2β,3β-二羟基孕甾-16-酮(9),评估这些类固醇对MCF-7乳腺癌细胞系的细胞毒性。同时,通过包括一维和二维核磁共振、质谱以及量子化学计算(TD-DFT和NMR DP4+概率)在内的不同光谱方法进行结构解析。还研究了类固醇化合物(1-9)对MCF-7细胞系的细胞毒性作用。结果表明,化合物8的活性最强,IC值为228 μM,其次是化合物6(IC 568.76 μM)和帕奇列酮A(1)(IC 768.73 μM)。作为对未来研究的建议,应评估这些化合物的其他活性。