Guo Yi, Zhang Na, Chen Chunmei, Huang Jinfeng, Li Xiao-Nian, Liu Junjun, Zhu Hucheng, Tong Qingyi, Zhang Jinwen, Luo Zengwei, Xue Yongbo, Zhang Yonghui
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650204, Yunnan, People's Republic of China.
J Nat Prod. 2017 May 26;80(5):1493-1504. doi: 10.1021/acs.jnatprod.6b01178. Epub 2017 Apr 26.
The new polyprenylated acylphloroglucinol derivatives 1-15 and the known furohyperforin (16) were isolated from the stems and leaves of Hypericum perforatum. Their structures were determined by analyses of NMR and HRESIMS data. Their absolute configurations were elucidated by a combination of electronic circular dichroism (ECD) and Rh(OCOCF)-induced ECD, as well as X-ray diffraction crystallography. The new hyperforatin F (9) contains a unique acetyl functionality at C-1 of the bicyclo[3.3.1]nonane core. Hyperforatins G (10) and H (11) are similarly the first examples of naturally occurring [3.3.1]-type polycyclic prenylated acylphloroglucinols possessing a carbonyl functionality at C-32. The compounds were tested for their acetylcholinesterase (AChE) inhibitory activities and cytotoxic activities against a panel of human tumor cell lines. Compounds 3, 5, 6, 8, and 9 exerted moderate inhibitory activities (IC 3.98-9.13 μM) against AChE.
从贯叶连翘的茎和叶中分离得到了新的多异戊烯基酰基间苯三酚衍生物1 - 15以及已知的贯叶连翘素（16）。通过核磁共振（NMR）和高分辨电喷雾电离质谱（HRESIMS）数据分析确定了它们的结构。结合电子圆二色光谱（ECD）、铑（OCOCF）诱导的ECD以及X射线衍射晶体学阐明了它们的绝对构型。新的金丝桃素F（9）在双环[3.3.1]壬烷核心的C - 1处含有独特的乙酰基官能团。金丝桃素G（10）和H（11）同样是天然存在的[3.3.1]型多环异戊烯基酰基间苯三酚的首个例子，其在C - 32处具有羰基官能团。测试了这些化合物对乙酰胆碱酯酶（AChE）的抑制活性以及对一组人类肿瘤细胞系的细胞毒性活性。化合物3、5、6、8和9对AChE表现出中等抑制活性（IC 3.98 - 9.13 μM）。
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