广西莪术根茎中的三萜类化合物及其抗炎活性。
Terpenoids from the rhizomes of Curcuma kwangsiensis S.G. Lee et C.F. Ling and their anti-inflammatory activities.
机构信息
Wuya College of Innovation, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China.
Wuya College of Innovation, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China; Institute of Structural Pharmacology & TCM Chemical Biology, College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, China.
出版信息
Fitoterapia. 2024 Oct;178:106137. doi: 10.1016/j.fitote.2024.106137. Epub 2024 Jul 23.
Three new sesquiterpenes, 4S-1-(3-hydroxybutyl)-7-(11-hydroxypropyl)-10-methyl- cyclohepta-7,5,10-trien-8-one (1), 8R-hydroxy-7-(4S-4,10-dimethyl-5-oxooct-1-en-7-yl)-11- methylfuran-12-one (2), (1S,5R,7S,10R)-1-hydroxy-7-(11-hydroxypropyl)-10-methyl-4- methyleneoctahydronaphthalen-8-one (3), along with 30 known terpenoids (4-33) were obtained from the rhizomes of Curcuma kwangsiensis S.G. Lee et C.F. Ling. Through comprehensive analysis of chemical evidence and spectral data including UV, ECD, IR, 1D and 2D NMR and HR-ESI-MS, as well as quantum chemical calculation, the structures of these novel compounds were successfully determined. Additionally, the inhibitory effects of compounds 1-2, 4-33 on NO production were evaluated in lipopolysaccharide (LPS)-induced RAW264.7 cells. Notably, compound 33 exhibited the most significant inhibitory effect with an IC value of 3.55 ± 0.55 μM.
从广西莪术根茎中分离得到 3 个新的倍半萜类化合物，分别为 4S-1-(3-羟基丁基)-7-(11-羟基丙基)-10-甲基-环庚-7,5,10-三烯-8-酮（1）、8R-羟基-7-(4S-4,10-二甲基-5-氧代辛-1-烯-7-基)-11-甲基呋喃-12-酮（2）、(1S,5R,7S,10R)-1-羟基-7-(11-羟基丙基)-10-甲基-4-亚甲基-八氢萘-8-酮（3），以及 30 个已知的萜类化合物（4-33）。通过综合分析包括 UV、ECD、IR、1D 和 2D NMR 以及 HR-ESI-MS 在内的化学证据和光谱数据，以及量子化学计算，成功确定了这些新化合物的结构。此外，还评估了化合物 1-2、4-33 对脂多糖（LPS）诱导的 RAW264.7 细胞中 NO 产生的抑制作用。值得注意的是，化合物 33 表现出最显著的抑制作用，IC 值为 3.55±0.55 μM。
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