| Autor: |
Wang X; School of Pharmaceutical Sciences (Shenzhen), Sun Yat-sen University, Shenzhen 518107, People's Republic of China.; College of Agronomy, Sichuan Agricultural University, Chengdu, Sichuan 611130, People's Republic of China., Nie XB; School of Pharmaceutical Sciences (Shenzhen), Sun Yat-sen University, Shenzhen 518107, People's Republic of China.; College of Agronomy, Sichuan Agricultural University, Chengdu, Sichuan 611130, People's Republic of China., Grossman RB; Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506-0055, United States., Ji TF; 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., Yang XW; School of Pharmaceutical Sciences (Shenzhen), Sun Yat-sen University, Shenzhen 518107, People's Republic of China. |
| Abstrakt: |
Previously, Gao et al. reported the isolation and structural determination of three natural products, hyperibrin B (HB), hyperscabrone H (HH), and hyperscabrone I (HI), from Hypericum scabrum . HB and HH had different NMR spectroscopic data, but they were assigned identical structures. Furthermore, these compounds should be derived from bicyclic polyprenylated acylphloroglucinols (BPAPs) via degradation, but the assigned structural features of the prenyl and prenylmethyl groups being cis and meta-substituted on the cyclohexanone core were not consistent with their biosynthetic origin. In this note, we revise the structures of HB, HH, and HI via NMR and MS spectroscopic analyses and biosynthetic considerations. We also complete a total synthesis of the revised structure of HB as well as its analogue, hyperibrin A, to further confirm the revision. The revised structures of HB, HH, and HI have not been reported. |
