University of Science, Vietnam National University, 334 Nguyen Trai, Thanh Xuan, Hanoi, 11400, Vietnam.
Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072, Vietnam.
Chem Biodivers. 2024 May;21(5):e202400518. doi: 10.1002/cbdv.202400518. Epub 2024 Apr 12.
In this study, two undescribed compounds (1 and 2), together with eight known compounds (3-10) were isolated from the aerial parts of Piper samentosum by various chromatography methods. Their chemical structures were determined to be 7'''-oxolyciumamide N (1), vitexin 2''-O-β-D-(6'''-feruloyl)-glucopyranoside (2), 1,2-dihydro-6,8-dimethoxy-7-hydroxy-1-(3,4-dihydroxyphenyl)-N,N-bis-[2-(-hydroxyphenyl)ethyl]-2,3-napthalene dicarboamide (3), vitexin 6''-O-β-D-glucopyranoside (4), vitexin 2''-O-α-L-rhamnopyranoside (5), methyl 2-hydroxybenzoate-2-O-β-D-apiofuranosyl-(1→2)-O-β-D-glucopyranoside (6), ficuside G (7), methyl 2-O-β-D-glucopyranosylbenzoate (8), methyl 2,5-dihydroxybenzoate-5-O-β-D-glucopyranoside (9), and 3,7-dimethyloct-1-ene-3,6,7-triol 6-O-β-D-glucopyranoside (10) by spectroscopic data analysis including HR-ESI-MS, 1D-, and 2D-NMR spectra. Compounds 1-5 inhibited nitric oxide production in LPS-stimulated RAW264.7 macrophages with the IC values of 27.62, 74.03, 38.54, 70.39, and 44.95 μM, respectively. The NMR data of 9 were firstly reported herein.
在这项研究中，通过各种色谱方法从 Piper samentosum 的地上部分分离得到了两个未描述的化合物（1 和 2）以及八个已知化合物（3-10）。它们的化学结构被确定为 7'''-oxolyciumamide N（1）、牡荆素 2''-O-β-D-（6'''-阿魏酰）-吡喃葡萄糖苷（2）、1,2-二氢-6,8-二甲氧基-7-羟基-1-（3,4-二羟基苯基）-N,N-双-[2-（-羟基苯基）乙基]-2,3-萘二羧酸酰胺（3）、牡荆素 6''-O-β-D-吡喃葡萄糖苷（4）、牡荆素 2''-O-α-L-鼠李吡喃糖苷（5）、2-羟基苯甲酸甲酯-2-O-β-D-阿魏吡喃糖基-（1→2）-O-β-D-吡喃葡萄糖苷（6）、榕树叶苷 G（7）、2-O-β-D-吡喃葡萄糖基苯甲酸甲酯（8）、2,5-二羟基苯甲酸甲酯-5-O-β-D-吡喃葡萄糖苷（9）和 3,7-二甲基辛-1-烯-3,6,7-三醇 6-O-β-D-吡喃葡萄糖苷（10）。通过包括高分辨电喷雾质谱（HR-ESI-MS）、1D-和 2D-NMR 光谱在内的光谱数据分析确定了这些化合物的结构。化合物 1-5 对 LPS 刺激的 RAW264.7 巨噬细胞中的一氧化氮生成具有抑制作用，其 IC 值分别为 27.62、74.03、38.54、70.39 和 44.95μM。9 的 NMR 数据在此处首次报道。
