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-2(OCOCF3)(4)-induced ECD, as well as X-ray diffraction crystallography. The new hyperforatin F (9) contains a unique acetyl functionality at C-1 of the bicydo[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 (IC50 3.98-9.13 mu M) against AChE.
基金:
National Natural Science Foundation of China [81641129, 31370372, 81573316]; Fundamental Research Fund for the Central Universities [2016YXMS149]; Program for New Century Excellent Talents in University, State Education Ministry of China [NCET-2008-0224]; National Science and Technology Project of China [2011ZX09102-004]
第一作者单位:[1]Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Hubei, Peoples R China
通讯作者:
推荐引用方式(GB/T 7714):
Guo Yi,Zhang Na,Chen Chunmei,et al.Tricyclic Polyprenylated Acylphloroglucinols from St John's Wort, Hypericum perforatum[J].JOURNAL OF NATURAL PRODUCTS.2017,80(5):1493-1504.doi:10.1021/acs.jnatprod.6b01178.
APA:
Guo, Yi,Zhang, Na,Chen, Chunmei,Huang, Jinfeng,Li, Xiao-Nian...&Zhang, Yonghui.(2017).Tricyclic Polyprenylated Acylphloroglucinols from St John's Wort, Hypericum perforatum.JOURNAL OF NATURAL PRODUCTS,80,(5)
MLA:
Guo, Yi,et al."Tricyclic Polyprenylated Acylphloroglucinols from St John's Wort, Hypericum perforatum".JOURNAL OF NATURAL PRODUCTS 80..5(2017):1493-1504