来自淡红忍冬芽的三萜皂苷。
Triterpenoid saponins from the buds of Lonicera similis.
作者信息
Zhang Xiao, Zou Li-Hua, He Yu-Lin, Peng Cheng, Guo Li, Xiong Liang
机构信息
a School of Pharmacy , Chengdu University of Traditional Chinese Medicine , Chengdu , China.
b State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources , Chengdu University of Traditional Chinese Medicine , Chengdu , China.
出版信息
Nat Prod Res. 2018 Oct;32(19):2282-2290. doi: 10.1080/14786419.2017.1408092. Epub 2017 Nov 30.
Four new lupane triterpenoid saponins, along with one known lupane and eight hederagenin saponins, were isolated from the EtOH extract of the buds of Lonicera similis Hemsl. The structures of the new compounds were established as 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl 23-hydroxybetulinic acid 28-O-β-D-glucopyranosyl ester (lonisimilioside A, 1), 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl 23-hydroxybetulinic acid 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (lonisimilioside B, 2), 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl betulinic acid 28-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester (lonisimilioside C, 3) and 3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl betulinic acid 28-O-β-D-glucopyranosyl ester (lonisimilioside D, 4), respectively. The cytotoxic activities of the isolates against human cancer cell lines HepG2, MCF-7 and A-549 were evaluated. Only the monodesmosidic saponin with a free carboxyl group at C-28 (12) exhibited significant cytotoxicities against HepG2, MCF-7 and A-549 cell lines with the IC values of 8.98 ± 0.19, 12.48 ± 0.45 and 11.62 ± 0.54 μM, respectively. Furthermore, Hoechst fluorescence 33342 staining was used to demonstrate that 12 could induce HepG2 and A-549 cells apoptosis significantly.
从细毡毛忍冬（Lonicera similis Hemsl.）芽的乙醇提取物中分离得到4个新的羽扇烷型三萜皂苷，以及1个已知的羽扇烷和8个常春藤皂苷元皂苷。新化合物的结构分别确定为3 - O - β - D - 吡喃葡萄糖基 - (1→2) - β - D - 吡喃葡萄糖基23 - 羟基桦木酸28 - O - β - D - 吡喃葡萄糖基酯（细毡毛忍冬皂苷A，1）、3 - O - β - D - 吡喃葡萄糖基 - (1→2) - β - D - 吡喃葡萄糖基23 - 羟基桦木酸28 - O - β - D - 吡喃葡萄糖基 - (1→6) - β - D - 吡喃葡萄糖基酯（细毡毛忍冬皂苷B，2）、3 - O - β - D - 吡喃葡萄糖基 - (1→2) - β - D - 吡喃葡萄糖基桦木酸28 - O - β - D - 吡喃葡萄糖基 - (1→6) - β - D - 吡喃葡萄糖基酯（细毡毛忍冬皂苷C，3）和3 - O - β - D - 吡喃葡萄糖基 - (1→2) - β - D - 吡喃葡萄糖基 - (1→6) - β - D - 吡喃葡萄糖基桦木酸28 - O - β - D - 吡喃葡萄糖基酯（细毡毛忍冬皂苷D，4）。评估了分离物对人癌细胞系HepG2、MCF - 7和A - 549的细胞毒活性。只有在C - 28位具有游离羧基的单糖苷皂苷（12）对HepG2、MCF - 7和A - 549细胞系表现出显著的细胞毒性，IC值分别为8.98 ± 0.19、12.48 ± 0.45和11.62 ± 0.54 μM。此外，采用Hoechst荧光33342染色证明12可显著诱导HepG2和A - 549细胞凋亡。
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