Yan Hai-Wei, Zhang Xu, Yang Ya-Nan, Feng Zi-Ming, Jiang Jian-Shuang, Zhang Pei-Cheng
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
Org Biomol Chem. 2020 Oct 28;18(41):8424-8432. doi: 10.1039/d0ob01934h.
Eight new geranylquinol derivatives (1-8) were purified from the roots of Arnebia euchroma. Compounds 1-6 possess an unprecedented dearomatic benzocogeijerene skeleton with a rare trans-fused hydronaphthalene moiety. Their structures and absolute configurations were elucidated by HRESIMS, NMR, ECD, and X-ray diffraction. A convenient strategy for rapid determination of the relative configuration of H-1/H-7/Me-16 and the absolute configuration at C-1 for 1-6 was summarized. Compound 2 exhibited cytotoxicity against all the tested cell lines, namely PC9, BGC823, HCT116, HepG2, HeLa, and U87-MG, with IC50 values ranging from 13.7 to 29.3 μM.
从新疆紫草的根中纯化得到了8种新的香叶基喹诺醇衍生物（1-8）。化合物1-6具有前所未有的去芳构化苯并柯杰萜烯骨架以及罕见的反式稠合氢化萘部分。通过高分辨电喷雾电离质谱（HRESIMS）、核磁共振（NMR）、电子圆二光谱（ECD）和X射线衍射对它们的结构和绝对构型进行了阐明。总结了一种快速确定1-6中H-1/H-7/Me-16相对构型以及C-1绝对构型的简便策略。化合物2对所有测试细胞系，即PC9、BGC823、HCT116、HepG2、HeLa和U87-MG均表现出细胞毒性，IC50值在13.7至29.3 μM之间。
