Monde Kenji, Taniguchi Tohru, Miura Nobuaki, Vairappan Charles S, Suzuki Minoru
Division of Biological Sciences, Graduate School of Science, Frontier Research Center for the Post-Genomic Science and Technology, Hokkaido University, Sapporo 001-0021, Japan.
Chirality. 2006 May 15;18(5):335-9. doi: 10.1002/chir.20259.
Two brominated sesquiterpenes, majapolene B (1) and acetylmajapolene B (2), isolated from the red algal genus Laurencia were investigated using vibrational circular dichroism (VCD). The ab initio theoretical VCD and IR calculations of 1 and 2 were performed by density functional theory (DFT) using the B3PW91/6-31G(d,p) basis set. The experimental VCD spectra and corresponding population-weighted theoretical VCD spectra were found to be in excellent agreement in CCl(4) solution in the 1800-850 cm(-1) region, which allowed unambiguous determination of the absolute configurations of (-)-1 and (-)-2 as 7S,10S and 7S,10S, respectively.
从红藻劳伦藻属中分离出的两种溴化倍半萜,马贾波烯B(1)和乙酰马贾波烯B(2),使用振动圆二色性(VCD)进行了研究。采用密度泛函理论(DFT),以B3PW91/6-31G(d,p)基组对1和2进行了从头算理论VCD和红外计算。发现在四氯化碳溶液中1800 - 850 cm⁻¹区域,实验VCD光谱与相应的总体加权理论VCD光谱高度吻合,这使得能够明确确定(-)-1和(-)-2的绝对构型分别为7S,10S和7S,10S。