Zhang Yanjun, Dewitt David L, Murugesan Sorimuthu, Nair Muraleedharan G
Bioactive Natural Products and Phytoceuticals, Department of Horticulture and National Food Safety and Toxicology Center, Michigan State University, East Lansing, Michigan 48824, USA.
Life Sci. 2005 Nov 4;77(25):3222-30. doi: 10.1016/j.lfs.2005.05.051. Epub 2005 Jun 23.
A bioassay guided phytochemical study of the ethyl acetate extract of the seeds of Picrorhiza kurroa afforded a new triterpenoid, 2alpha, 3beta, 19beta, 23-tetrahydroxyolean-12-en-28-O-beta-D-glucoside (1), along with five known triterpenoids, 2alpha, 3beta, 19beta, 23-tetrahydroxyolean-12-en-28-oic acid (2), 2alpha, 3beta, 23-trihydroxyolean-12-en-28-O-beta-d-glucoside (3), 2alpha, 3beta, 23-trihydroxyolean-12-en-28-oic acid (4), 2alpha, 3beta, 19beta, trihydroxyolean-12-en-28-oic acid (5), and 2alpha, 3beta, 6beta, 23-tetrahydroxyolean-12-en-28-oic acid (6). Their structures were established by extensive NMR spectral studies. The acetyl derivatives, compounds 7 and 8, were prepared from compounds 1 and 2, respectively, to aid in their structure elucidation. The inhibition of cyclooxygenase-2 (COX-2) enzyme by compounds 1--6 at 100 microg/mL was 38.3%, 39%, 37%, 49.6%, 25%, and 45.0%, respectively. However, compounds 1--6, at 100 microg/mL, did not inhibit cyclooxygenase-1 (COX-1) enzyme. Compound 1 is a novel triterpenoid and compounds 1--6 are isolated for the first time from the seeds of P. kurroa.
对胡黄连种子乙酸乙酯提取物进行生物测定导向的植物化学研究，得到了一种新的三萜类化合物，2α，3β，19β，23 - 四羟基齐墩果-12-烯-28 - O - β - D - 葡萄糖苷（1），以及五种已知的三萜类化合物，2α，3β，19β，23 - 四羟基齐墩果-12-烯-28 - 酸（2），2α，3β，23 - 三羟基齐墩果-12-烯-28 - O - β - D - 葡萄糖苷（3），2α，3β，23 - 三羟基齐墩果-12-烯-28 - 酸（4），2α，3β，19β - 三羟基齐墩果-12-烯-28 - 酸（5），以及2α，3β，6β，23 - 四羟基齐墩果-12-烯-28 - 酸（6）。通过广泛的核磁共振光谱研究确定了它们的结构。分别由化合物1和2制备了乙酰衍生物，化合物7和8，以辅助其结构解析。化合物1 - 6在100μg/mL时对环氧合酶-2（COX - 2）的抑制率分别为38.3%、39%、37%、49.6%、25%和45.0%。然而，化合物1 - 6在100μg/mL时未抑制环氧合酶-1（COX - 1）。化合物1是一种新型三萜类化合物，化合物1 - 6首次从胡黄连种子中分离得到。
