Monoterpene-chalcone conjugates and diarylheptanoids isolated from the seeds of Alpinia katsumadai Hayata with cytotoxic activity

IF 3.2 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Phytochemistry Pub Date : 2024-06-28 DOI:10.1016/j.phytochem.2024.114197

Hua-Lin You , Bo Zhou , Meng-Jia Guo , Xin-Man Zhao , Xiao-Long Li , Xiang-Chun Shen , Nen-Ling Zhang

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Abstract

Five undescribed monoterpene-chalcone conjugates (1-5), one undescribed hypothetical precursor of diarylheptanoid (6), two undescribed diarylheptanoids (7–8), and fourteen known compounds (9–22) were isolated from the seeds of Alpinia katsumadai. Their structures were elucidated through the interpretation of HRESIMS, NMR, ECD, and X-ray diffraction data. MTT assays on human cancer cell lines (HepG2, A549, SGC7901, and SW480) revealed that compounds 3–8, 11, and 13 exhibited broad-spectrum antiproliferative activities with IC₅₀ values ranging from 3.59 to 21.78 μM. B cell lymphoma 2 was predicted as the target of sumadain C (11) by network pharmacology and verified by homogeneous time-resolved fluorescence assay and molecular docking.

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从Alpinia katsumadai Hayata种子中分离出的具有细胞毒性活性的单萜查尔酮共轭物和二芳基庚烷类化合物。

研究人员从葛麻子的种子中分离出了五种未曾描述过的单萜-查尔酮共轭物（1-5）、一种未曾描述过的二芳基庚酮的假定前体（6）、两种未曾描述过的二芳基庚酮（7-8）以及 14 种已知化合物（9-22）。通过解读 HRESIMS、NMR、ECD 和 X 射线衍射数据，阐明了这些化合物的结构。对人类癌细胞系（HepG2、A549、SGC7901、SW480）进行的 MTT 分析表明，化合物 3-8、11 和 13 具有广谱抗增殖活性，其 IC50 值介于 3.59 至 21.78 μM 之间。通过网络药理学预测，B细胞淋巴瘤2是苏木精C（11）的靶点，并通过均相时间分辨荧光测定和分子对接进行了验证。

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来源期刊

Phytochemistry 生物-植物科学

CiteScore

6.40

自引率

7.90%

发文量

443

审稿时长

39 days

期刊介绍： Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.