Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
Phytochemistry. 2012 Feb;74:178-84. doi: 10.1016/j.phytochem.2011.11.011. Epub 2011 Dec 12.
Six previously unreported and 11 known terpenoids were isolated from Abies holophylla. The structures of the six compounds were established as two unusual bisabolane sesquiterpenoids, three nortriterpenoids, and one 3,4-seco-triterpenoid based on the detailed analysis of their 1D and 2D NMR spectroscopic data. In addition, electronic circular dichroism (ECD) calculations and molecular orbital (MO) analysis were used to assign the absolute configuration of one bisabolane sesquiterpenoid, abiesesquine A. Abiesesquine A showed the strongest inhibitory effects against LPS-induced nitric oxide (NO) production in RAW264.7 macrophages with an IC(50) value of 113.1 μM. Lanosta-7,9(11),24-trien-26-oic acid showed potent cytotoxic activity against COLO-205, LOVO, and QGY-7703 tumor cells with IC(50) values of 0.9, 4.2, and 2.0 μM, respectively. (23R,25R)-3,4-seco-9βH-Lanosta-4(28),7-dien-26,23-olid-3-oic acid, exhibited a significant antiproliferation effect against A549 cells (IC(50)=14.7 μM).
从冷杉中分离得到 6 种未见文献报道的和 11 种已知的三萜类化合物。根据其 1D 和 2D NMR 波谱数据分析，这 6 种化合物的结构被确定为两种不寻常的双柏烷倍半萜、三种新三萜和一种 3,4-裂环三萜。此外，还采用电子圆二色性（ECD）计算和分子轨道（MO）分析来确定一种双柏烷倍半萜，即冷杉烯酮 A 的绝对构型。冷杉烯酮 A 对 LPS 诱导的 RAW264.7 巨噬细胞中一氧化氮（NO）生成的抑制作用最强，IC50 值为 113.1 μM。7,9(11),24-羊毛甾三烯-26-酸对 COLO-205、LOVO 和 QGY-7703 肿瘤细胞具有很强的细胞毒性，IC50 值分别为 0.9、4.2 和 2.0 μM。（23R,25R）-3,4-裂环-9βH-羊毛甾-4(28),7-二烯-26,23-二醇-3-酸对 A549 细胞具有显著的增殖抑制作用（IC50=14.7 μM）。
