A new 3,4-seco-isopimarane and three new isopimarane diterpenoids from Kaempferia champasakensis collected from Vietnam and their cytotoxic activities

IF 2.5 4区 医学 Q3 CHEMISTRY, MEDICINAL Journal of Natural Medicines Pub Date : 2024-03-22 DOI:10.1007/s11418-024-01789-z
Kiep Minh Do, Shotaro Hoshino, Takeshi Kodama, Hien Minh Nguyen, Son Van Le, Naotaka Ikumi, Hiroyasu Onaka, Hiroyuki Morita
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Abstract

A phytochemical investigation of Kaempferia champasakensis rhizomes led to the isolation of a new 3,4-seco-isopimarane diterpene, kaempferiol A (1), and three new isopimarane diterpenes, kaempferiols B–D (24), together with six known isopimarane diterpenes (5–10). The structures of 14 were elucidated by extensive spectroscopic analyses, including HR-ESI–MS, UV, IR, and 1D and 2D NMR. The absolute configurations of 1, 3, and 4 were determined by ECD calculations, while that of 2 was established using the modified Mosher method. All isolated compounds were tested for cytotoxicity against three human cancer cell lines, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MCF-7). Among them, 6 and 7 showed moderate cytotoxic activities against the three tested cell lines, with IC50 values ranging from 38.04 to 27.77 μM, respectively.

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从越南采集的Kaempferia champasakensis中发现的一种新的3,4-seco-isopimarane和三种新的isopimarane二萜类化合物及其细胞毒性活性。
通过对山奈根茎进行植物化学研究,分离出了一种新的 3,4-seco-isopimarane(山奈酚)二萜,即山奈酚 A(1)和三种新的异山奈酚二萜,即山奈酚 B-D(2-4),以及六种已知的异山奈酚二萜(5-10)。通过广泛的光谱分析,包括 HR-ESI-MS、紫外光谱、红外光谱以及一维和二维核磁共振,阐明了 1-4 的结构。1、3 和 4 的绝对构型是通过 ECD 计算确定的,而 2 的绝对构型则是通过改进的 Mosher 方法确定的。所有分离出的化合物都对三种人类癌细胞系(肺癌(A549)、宫颈癌(HeLa)和乳腺癌(MCF-7))进行了细胞毒性测试。其中,6 号和 7 号化合物对三种受试细胞株具有中等程度的细胞毒性活性,IC50 值分别为 38.04 至 27.77 μM。
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来源期刊
CiteScore
6.90
自引率
3.00%
发文量
79
审稿时长
1.7 months
期刊介绍: The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.
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