State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China.
Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People's Republic of China.
Phytochemistry. 2021 Sep;189:112818. doi: 10.1016/j.phytochem.2021.112818. Epub 2021 Jun 5.
Eight undescribed humulane-type sesquiterpenoids (xanthspinol A-E, I, J and N), three undescribed germacrane-type sesquiterpenoids (xanthspinol F, G and O) and twelve known compounds were isolated from the fruits of Xanthium spinosum. The structures of the undescribed compounds were elucidated by analyses of spectroscopic data, electronic circular dichroism (ECD) calculations, dimolybdenum tetraacetate [Mo(OAc)]-induced circular dichroism (ICD) spectra, a CD exciton chirality method and the modified Mosher's method. Xanthspinol A and B featured a humulane skeleton containing a 2,5-dihydrofuran fragment. Putative biosynthetic pathways for the undescribed compounds are proposed. Xanthspinol N, 8-epi-isoxanthanol and deacetyl-4-epixanthanol showed moderate activity against Coxsackie virus B3 (CVB3) with IC values of 8.70, 3.70 and 3.70 μM, respectively.
从苍耳果实中分离得到了 8 种未被描述的葎草烷型倍半萜（xanthspinol A-E、I、J 和 N）、3 种未被描述的大根香叶烷型倍半萜（xanthspinol F、G 和 O）和 12 种已知化合物。通过分析光谱数据、电子圆二色性（ECD）计算、二钼四乙酸 [Mo（OAc）]-诱导圆二色性（ICD）谱、CD 外消旋手性方法和改进的 Mosher 方法，阐明了这些未知化合物的结构。xanthspinol A 和 B 具有葎草烷骨架，含有 2,5-二氢呋喃片段。提出了这些未知化合物的假定生物合成途径。xanthspinol N、8-表异缬草酸和去乙酰基-4-表缬草酸对柯萨奇病毒 B3（CVB3）具有中等活性，IC 值分别为 8.70、3.70 和 3.70 μM。
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