Hua-Lin You , Bo Zhou , Meng-Jia Guo , Xin-Man Zhao , Xiao-Long Li , Xiang-Chun Shen , Nen-Ling Zhang
{"title":"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。","authors":"Hua-Lin You , Bo Zhou , Meng-Jia Guo , Xin-Man Zhao , Xiao-Long Li , Xiang-Chun Shen , Nen-Ling Zhang","doi":"10.1016/j.phytochem.2024.114197","DOIUrl":null,"url":null,"abstract":"<div><p>Five undescribed monoterpene-chalcone conjugates (<strong>1</strong>-<strong>5</strong>), one undescribed hypothetical precursor of diarylheptanoid (<strong>6</strong>), two undescribed diarylheptanoids (<strong>7</strong>–<strong>8</strong>), and fourteen known compounds (<strong>9</strong>–<strong>22</strong>) were isolated from the seeds of <em>Alpinia katsumadai</em>. 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 <strong>3</strong>–<strong>8</strong>, <strong>11</strong>, and <strong>13</strong> exhibited broad-spectrum antiproliferative activities with IC<sub>50</sub> values ranging from 3.59 to 21.78 μM. B cell lymphoma 2 was predicted as the target of sumadain C (<strong>11</strong>) by network pharmacology and verified by homogeneous time-resolved fluorescence assay and molecular docking.</p></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Monoterpene-chalcone conjugates and diarylheptanoids isolated from the seeds of Alpinia katsumadai Hayata with cytotoxic activity\",\"authors\":\"Hua-Lin You , Bo Zhou , Meng-Jia Guo , Xin-Man Zhao , Xiao-Long Li , Xiang-Chun Shen , Nen-Ling Zhang\",\"doi\":\"10.1016/j.phytochem.2024.114197\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Five undescribed monoterpene-chalcone conjugates (<strong>1</strong>-<strong>5</strong>), one undescribed hypothetical precursor of diarylheptanoid (<strong>6</strong>), two undescribed diarylheptanoids (<strong>7</strong>–<strong>8</strong>), and fourteen known compounds (<strong>9</strong>–<strong>22</strong>) were isolated from the seeds of <em>Alpinia katsumadai</em>. 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 <strong>3</strong>–<strong>8</strong>, <strong>11</strong>, and <strong>13</strong> exhibited broad-spectrum antiproliferative activities with IC<sub>50</sub> values ranging from 3.59 to 21.78 μM. B cell lymphoma 2 was predicted as the target of sumadain C (<strong>11</strong>) by network pharmacology and verified by homogeneous time-resolved fluorescence assay and molecular docking.</p></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-06-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0031942224002346\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942224002346","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Monoterpene-chalcone conjugates and diarylheptanoids isolated from the seeds of Alpinia katsumadai Hayata with cytotoxic activity
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.
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.