Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling 712100, Shaanxi, People's Republic of China.
J Nat Prod. 2022 Jan 28;85(1):115-126. doi: 10.1021/acs.jnatprod.1c00544. Epub 2022 Jan 3.
Thirteen new sesquiterpenoid glycoside esters, including 11 aromadendrane-type compounds, pitqinlingosides A-K (-), one cadinane-type compound, pitqinlingoside L (), and one eudesmane-type compound, pitqinlingoside M (), together with seven known analogues (-) were isolated from the twigs, fruits, and leaves of Structures were elucidated by analysis of spectroscopic data, gas chromatography mass spectrometry (GC-MS), and chemical methods. The absolute configuration was confirmed by single-crystal X-ray crystallography analysis or electronic circular dichroism spectra. Unusual glycoside esters are characterized by the presence of polyacylated β-d-fucopyranosyl, β-d-glucopyranosyl, and β-d-xylopyranosyl units. Pitqinlingosides A (), B (), D (), and F (), pittosporanoside A acetate (), and pittosporanoside A () showed significant nitric oxide production inhibition in lipopolysaccharide (LPS)-induced BV-2 microglial cells with IC values ranging from 0.95 to 24.12 μM. Structure-activity relationships of the isolated compounds are discussed.
从短序润楠的嫩枝、果实和叶片中分离得到 13 个新的倍半萜糖苷酯类化合物，包括 11 个桃金娘烷型化合物、piqinlingosides A-K(-)，1 个卡达烷型化合物、piqinlingoside L()和 1 个愈创木烷型化合物、piqinlingoside M()，以及 7 个已知类似物(-)。通过分析光谱数据、气相色谱质谱联用仪(GC-MS)和化学方法阐明了结构。通过单晶 X 射线晶体学分析或电子圆二色光谱确定了绝对构型。这些不寻常的糖苷酯的特征是存在多酰化的β-d-岩藻吡喃糖基、β-d-吡喃葡萄糖基和β-d-吡喃木糖基单元。piqinlingosides A()、B()、D()和 F()、pittosporanoside A 醋酸酯()和 pittosporanoside A()对脂多糖(LPS)诱导的 BV-2 小胶质细胞的一氧化氮生成具有显著的抑制作用，IC值范围为 0.95-24.12μM。讨论了分离化合物的构效关系。
