Targeted isolation of isopentenyl flavonoids from Daphne giraldii Nitsche based on feature-based molecular networking and their cytotoxic activities

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL

Fitoterapia Pub Date : 2025-04-25 DOI:10.1016/j.fitote.2025.106562

Fu-Xin Hu , Ben-Song Xin , Gu-Xue Zhang , Zi-Hao Ge , Shuang Qiu , Guo-Dong Yao , Xiao-Xiao Huang , Shao-Jiang Song

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Abstract

Isopentenyl flavonoids were important chemical components in Daphne giraldii Nitsche with significant cytotoxic activities against hepatocellular carcinoma cells in previous study. In this study, Feature-Based Molecular Networking was utilized to perform the targeted isolation of the phytochemical investigation of D. giraldii. As a result, five undescribed isopentenyl flavonoids (1, 2a/2b, 3, and 4) were isolated from D. giraldii. Their structures and configurations were established by comprehensive spectral analysis and comparing experimental ECD and calculated data. In addition, all isolated compounds were evaluated for cytotoxic activities against hepatocellular carcinoma HepG2 and Hep3B cell lines. Specifically, compound 2 exhibited significant cytotoxic activities with IC₅₀ values of 11.63 ± 0.22 μM and 0.10 ± 0.02 μM, respectively.

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基于特征分子网络的瑞香草中异戊烯基黄酮类化合物的分离及其细胞毒活性研究

异戊烯基黄酮类化合物是芫花中重要的化学成分，对肝癌细胞具有显著的细胞毒活性。本研究利用基于特征的分子网络技术对吉拉杜鹃的植物化学成分进行了针对性的分离研究。结果表明，从吉拉杜鹃中分离到5个未描述的异戊烯基类黄酮（1,2a /2b， 3和4）。通过综合光谱分析，对比实验ECD和计算数据，确定了它们的结构和构型。此外，所有分离的化合物对肝癌HepG2和Hep3B细胞系的细胞毒活性进行了评估。其中，化合物2具有显著的细胞毒活性，IC50值分别为11.63±0.22 μM和0.10±0.02 μM。

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来源期刊

Fitoterapia 医学-药学

CiteScore

5.80

自引率

2.90%

发文量

198

审稿时长

1.5 months

期刊介绍： Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas: 1. Characterization of active ingredients of medicinal plants 2. Development of standardization method for bioactive plant extracts and natural products 3. Identification of bioactivity in plant extracts 4. Identification of targets and mechanism of activity of plant extracts 5. Production and genomic characterization of medicinal plants biomass 6. Chemistry and biochemistry of bioactive natural products of plant origin 7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.