澳大利亚雨林植物海岛克罗顿中新 Casbane 和首个反式环丙基 secocasbane。
New Casbanes and the First trans-Cyclopropane seco-Casbane from the Australian Rainforest Plant Croton insularis.
机构信息
School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Queensland, Australia.
QIMR Berghofer Medical Research Institute, PO Royal Brisbane Hospital, 4029, Queensland, Australia.
出版信息
Chemistry. 2019 Jan 28;25(6):1525-1534. doi: 10.1002/chem.201804904. Epub 2019 Jan 2.
Investigation of the Australian rainforest plant Croton insularis revealed seven new cis-, two new trans-cyclopropane casbanes, and the first trans-cyclopropane seco-casbane. The relative configuration of the cyclopropane moiety for all compounds (EBC-182, 217, 218, 220, 343, 357, 358, 361, 365, 373; EBC=EcoBiotics Compound) was assigned using C NMR data. Comparison of the experimental electronic circular dichroism (ECD) spectra with the theoretical curves, calculated by TD-DFT at the B3LYP/6-31+G**//B3LYP/6-31+G** level, in conjunction with NOE data afforded the absolute configuration. EBC-180, 181 and 220 displayed potent activity against cervical carcinoma (HeLa cells).
对澳大利亚雨林植物 Croton insularis 的研究揭示了七种新的顺式、两种新的反式环丙烷卡烷，以及第一个反式环丙烷 secocasbane。所有化合物（EBC-182、217、218、220、343、357、358、361、365、373；EBC=EcoBiotics Compound）中环丙烷部分的相对构型均使用 ¹³C NMR 数据确定。实验电子圆二色谱（ECD）光谱与理论曲线的比较，通过 TD-DFT 在 B3LYP/6-31+G**//B3LYP/6-31+G**水平上计算，并结合 NOE 数据确定了绝对构型。EBC-180、181 和 220 对宫颈癌（HeLa 细胞）表现出很强的活性。
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