Key Laboratory of Xinjiang Phytomedicine Resource and Utilization, Ministry of Education, School of Pharmacy, Shihezi University, Shihezi 832000, People's Republic of China; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Fitoterapia. 2019 Jul;136:104170. doi: 10.1016/j.fitote.2019.104170. Epub 2019 May 11.
A total of thirteen sesquiterpenoids with diverse skeletons including four new sesquiterpenoids, glandulosines A - D (1-4), a new natural product, glandulosine E (5), and eight known sesquiterpene lactones (6-13) were isolated from the roots of Cichorium glandulosum Boiss. et Huet (Asteraceae). Their structures were determined by extensive spectroscopic experiments including NMR, electronic circular dichroism (ECD), calculated ECD, Rh(OCOCF)-induced ECD, and single-crystal X-ray diffraction analysis, as well as chemical methods. This is the first report of the crystal structure of 11β,13-dihydrolactucin (11). Thirteen isolated sesquiterpenoids (1-13) were evaluated for their anti-inflammatory activities in vitro, and three guaiane sesquiterpene lactones, glandulosine E (5), scorzoside (9), and lactucin (10) showed moderate inhibitory activity against LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages.
从菊科植物腺毛蓝刺头（Cichorium glandulosum Boiss. et Huet）的根部分离得到了 13 种具有不同骨架的倍半萜类化合物，包括 4 种新的倍半萜类化合物，腺毛蓝刺头素 A-D（1-4）、一种新的天然产物腺毛蓝刺头素 E（5）和 8 种已知的倍半萜内酯（6-13）。通过广泛的光谱实验，包括 NMR、电子圆二色性（ECD）、计算 ECD、Rh(OCOCF)诱导的 ECD 和单晶 X 射线衍射分析以及化学方法，确定了它们的结构。这是首次报道 11β,13-二氢乳香酸（11）的晶体结构。对 13 种分离得到的倍半萜类化合物（1-13）进行了体外抗炎活性评价，其中 3 种愈创木烷型倍半萜内酯，腺毛蓝刺头素 E（5）、山金车二醇（9）和乳香酸（10）对 LPS 诱导的 RAW264.7 巨噬细胞中一氧化氮（NO）的产生具有中等抑制活性。
