Singamaneni Venugopal, Lone Bashir, Singh Jasvinder, Kumar Pankaj, Gairola Sumeet, Singh Shashank, Gupta Prasoon
Natural Products and Medicinal Chemistry Division, Indian Institute of Integrative Medicine, Jammu, India.
Academy of Scientific & Innovative Research (AcSIR), Ghaziabad, India.
Front Chem. 2021 Apr 21;9:642073. doi: 10.3389/fchem.2021.642073. eCollection 2021.
The main objective of cancer treatment with chemotherapy is to kill the cancerous cells without affecting the healthy normal cells. In the present study, bioactivity-guided purification of the -chloroform soluble fraction from the methanol extract of resulted in the identification of two new labdane diterpenes: coronarin K () and coronarin L (), along with eight known compounds, coronarin A (), bisdemethoxycurcumin (), kaempferol 3--methyl ether (), kaempferol (), fenozan acid (), 3-(3-methoxy,4-hydroxyphenyl)-2-propenoic acid ferulic acid (), caffeic acid (), and gallic acid (). The structural identification of new compounds ( and ) were determined by detailed analysis of 1D (H and C) and 2D NMR (COSY, HSQC, and HMBC) spectroscopic data. The relative configurations of 1 and 2 were determined with the help of NOESY correlations and comparison of optical rotations with known labdane diterpenes, with established stereochemistry, while structure of known compounds was established by direct comparison of their NMR data with those reported in the literature. This is the first report of isolation of this labdane diterpenes and phenolic classes of secondary metabolites in . In the preliminary screening, the methanol extract and its fractions were tested for the cytotoxic activity against a panel of four cancer cell lines (A549, HCT-116, Bxpc-3, and MCF-7); extract and its chloroform fraction were found to be active against the lung cancer cell line, A-549, with IC value <25 μg/ml. Owing to the notable cytotoxic activity of the chloroform fraction, the compounds () were screened for their cytotoxicity against all the cell lines by MTT assay. Coronarin K, showed significant cytotoxic potential against lung cancer cell lines (A-549), with IC value of 13.49 μM, while other compounds did not show activity below 22 μM.
化疗治疗癌症的主要目标是杀死癌细胞而不影响健康的正常细胞。在本研究中,对[植物名称]甲醇提取物的氯仿可溶部分进行生物活性导向纯化,鉴定出两种新的半日花烷二萜:coronarin K([化合物结构简式])和coronarin L([化合物结构简式]),以及八种已知化合物,coronarin A([化合物结构简式])、双去甲氧基姜黄素([化合物结构简式])、山奈酚3 - O - 甲基醚([化合物结构简式])、山奈酚([化合物结构简式])、费诺赞酸([化合物结构简式])、3 - (3 - 甲氧基,4 - 羟基苯基)-2 - 丙烯酸阿魏酸([化合物结构简式])、咖啡酸([化合物结构简式])和没食子酸([化合物结构简式])。通过对一维(氢和碳)和二维核磁共振(COSY、HSQC和HMBC)光谱数据的详细分析确定了新化合物([化合物名称]和[化合物名称])的结构。借助NOESY相关以及与具有确定立体化学的已知半日花烷二萜的旋光度比较,确定了[化合物1]和[化合物2]的相对构型,而通过将已知化合物的核磁共振数据与文献报道的数据直接比较确定了其结构。这是首次报道从[植物名称]中分离出这种半日花烷二萜和酚类次生代谢产物。在初步筛选中,测试了甲醇提取物及其馏分对四种癌细胞系(A549、HCT - 116、Bxpc - 3和MCF - 7)的细胞毒性活性;发现提取物及其氯仿馏分对肺癌细胞系A - 549有活性,IC值<25μg/ml。由于氯仿馏分具有显著的细胞毒性活性,通过MTT法筛选了化合物([化合物名称])对所有细胞系的细胞毒性。Coronarin K([化合物名称])对肺癌细胞系(A - 549)显示出显著的细胞毒性潜力,IC值为13.49μM,而其他化合物在22μM以下未显示活性。