State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, South Beijing Road 40-1, Urumqi, 830011, Xinjiang, PR China.
University of Chinese Academy of Sciences, Beijing, 100039, PR China.
Chem Biodivers. 2024 Aug;21(8):e202400946. doi: 10.1002/cbdv.202400946. Epub 2024 Jul 26.
A new monoterpene, (-)-10-hydroxydihydroactinidiolide (1), along with two known monoterpenes, loliolide (2) and (+)-isololiolide (3), three known megastigmanes, 3α-hydroxy-5β,6β-epoxy-β-ionone (4), 3α-hydroxy-5α,6α-epoxy-β-ionone (5), and (+)-dehydrovomifoliol (6), a eudesmane-type sesquiterpene, 4α-hydroxy-4β-methyldihydrocostol (7), a monoterpene, 8-hydroxycarvotanacetone (8), two flavonoids, chrysoeriol (9) and apigenin (10), and a phenylpropanoid, 3-(4-hydroxyphenyl)-1-propanol (11), were isolated from the whole plant of Achillea millefolium. The structure of compound 1 was identified according to spectroscopic data of HRMS and NMR, and its absolute configuration was assigned by C NMR calculations with DP4+ probability analyses and ECD calculations. The absolute configuration of compound 6 was determined by ECD calculations. Compounds 3, 6, 9 and 10 could dose-dependently inhibit the NO release in LPS-induced RAW264.7 cells.
一种新的单萜烯,(-)-10-羟基二氢actinidiolide(1),以及两种已知的单萜烯,loliolide(2)和(+)-isololiolide(3),三种已知的megastigmanes,3α-羟基-5β,6β-环氧-β-紫罗兰酮(4),3α-羟基-5α,6α-环氧-β-紫罗兰酮(5)和(+)-脱氢vomifoliol(6),一种倍半萜烯,4α-羟基-4β-甲基二氢costol(7),一种单萜烯,8-羟基卡瓦酮(8),两种黄酮类化合物,chrysoeriol(9)和芹菜素(10),和一种苯丙素,3-(4-羟基苯基)-1-丙醇(11),从整个植物中分离出来。根据高分辨质谱和 NMR 的光谱数据鉴定了化合物 1 的结构,通过 C NMR 计算与 DP4+概率分析和 ECD 计算确定了其绝对构型。通过 ECD 计算确定了化合物 6 的绝对构型。化合物 3、6、9 和 10 可以剂量依赖性地抑制 LPS 诱导的 RAW264.7 细胞中 NO 的释放。