Strophiofimbrins A and B: Two Rearranged Norditerpenoids with Novel Tricyclic Carbon Skeletons from <i>Strophioblachia fimbricalyx</i>
Houli Jiang, Yanyan Zhang, Haoyu Mao, Yue Zhang, Yin-Xue Cao, Hongyan Yu, Xiaoyun Dong, Tao Li, Changshui Yang
Abstract
Two rearranged norditerpenoids with novel tricyclic carbon skeletons, strophiofimbrin A ( 1 ) and strophiofimbrin B ( 2 ), were isolated from Strophioblachia fimbricalyx . Their structures were established by 1D/2D NMR spectroscopy, HRESIMS, quantum chemistry calculations, and X-ray diffraction analyses. 1 and 2 represented the first examples of diterpenoids with unprecedented 5/6/7-fused ring systems. In the proposed biosynthetic pathway, they were suspected to derive from cleistanthane norditerpenoids via ring opening, expansion, cyclization, and rearrangement based on the existence of phenanthrenone and cleistanthane diterpenoids from Strophioblachia and Trigonostemon, two closely related genera of the Euphorbiaceae family. Furthermore, compounds 1 and 2 exhibited significant proliferation inhibition and obvious neuroprotective effects.