Citation: Xiang Li Shen, Qiao Hong Chen, Dong Lin Chen, Feng Peng Wang. Two novel aconane-type diterpenes derived from C-nor-C₁₉-diterpenoid alkaloid[J]. Chinese Chemical Letters, ;2009, 20(4): 431-434. doi: 10.1016/j.cclet.2008.12.028 shu

Two novel aconane-type diterpenes derived from C-nor-C₁₉-diterpenoid alkaloid

a Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University, Chengdu 610041, China;
b Second Hospital of Sichuan University, Chengdu 610041, China

Received Date: 13 October 2008

Fund Project: Financial support for this research was provided from the National Natural Science Foundation of China (No. 30472075) and from the Excellent Ph.D. Dissertation Foundation of China (No. 200367).

Two novel C-nor-B-homo aconane-type diterpenes 4 and 5, featuring a unique eight-membered ring system, were obtained by the treatment of C-nor-C₁₉-diterpenoid alkaloid 3 with HNO₂ in 8% and 21% yields, respectively. Structures of these two compounds were established based on the combination of spectroscopic data, including HRESIMS, 1D and 2D NMR data.A plausible mechanism for the formation of 4 and 5 is also presented.
- C₁₉-diterpenoid alkaloid,
- C-nor-B-homo-aconane,
- Rearrangement,
- Imine
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