Absolute Configuration of Cembrane Diterpenoids from Bursera multijuga

作者:Hernandez Hernandez Juan D*; Garcia Gutierrez Hugo A; Roman Marin Luisa U; Torres Blanco Yunuen I; Cerda Garcia Rojas Carlos M; Joseph Nathan Pedro
来源:Natural Product Communications, 2014, 9(9): 1249-1252.
DOI:10.1177/1934578x1400900907

摘要

The stems of Bursera multijuga afforded (-)-(1S,3E,7R,8R,11E)-7,8-epoxycembra-3,11-dien-1-ol (1) and its acetate 2, together with cembrene A (3), nephthenol (4), and cembrenol (5). The structures of 1 and 2 were elucidated by 1D and 2D NMR, HRESIMS, and X-ray diffraction. The conformational preference of flexible 1 was studied by molecular modeling at the DFT B3LYP/DGDZVP level of theory. Good agreement between calculated and experimental vibrational circular dichroism curves established the absolute configuration of 1. This is the first time that cembrane derivatives have been isolated from the genus Bursera.

  • 出版日期2014-9