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Hyperhenrones: Prenylated α-pyrones with anti-inflammatory activity from Hypericum henryi
Phytochemistry ( IF 3.8 ) Pub Date : 2024-02-01 , DOI: 10.1016/j.phytochem.2024.114007
Bo Hu , Mengyu Qian , Jiayue Zhang , Xingcun Hou , Lin Wu

Fourteen previously undescribed -pyrone derivatives (–) together with four known analogs (–) were isolated from a traditional Chinese medicinal plant . Compounds (+)(−)-, and share a rare 6/6/4/6/6 polycyclic skeleton. Compound was the first example of a 7,7-dimethyl-pyran-4-one moiety. Their structures were elucidated using comprehensive spectroscopic analyses and electronic circular dichroism calculations. The anti-inflammatory activities of – were screened in lipopolysaccharide-induced RAW264.7 cells. Among them, compounds , (+)- and (−)- exhibited inhibitory effects against nitric oxide production in LPS-induced RAW264.7 cells. Additionally, compound suppressed the expression of cyclooxygenase-2 and inducible nitric oxide synthase in LPS-induced RAW264.7 cells. Furthermore, preliminary mechanism studies indicated that compound suppressed the phosphorylation and degradation of the inhibitor of NF-B, and this led to the inhibition of NF-B activation.

中文翻译:

Hyperhenrones:来自金丝桃的具有抗炎活性的异戊二烯化 α-吡喃酮

从传统中药植物中分离出十四种以前未描述过的吡喃酮衍生物 (-) 以及四种已知的类似物 (-)。化合物(+)(−)-,并共享罕见的6/6/4/6/6多环骨架。该化合物是 7,7-二甲基-吡喃-4-酮部分的第一个例子。使用综合光谱分析和电子圆二色性计算阐明了它们的结构。在脂多糖诱导的 RAW264.7 细胞中筛选 – 的抗炎活性。其中,化合物、(+)-和(−)-对LPS诱导的RAW264.7细胞中一氧化氮的产生表现出抑制作用。此外,化合物还抑制 LPS 诱导的 RAW264.7 细胞中 cyclooxygenase-2 和诱导型一氧化氮合酶的表达。此外,初步的机制研究表明,该化合物抑制了NF-B抑制剂的磷酸化和降解,从而抑制了NF-B的活化。
更新日期:2024-02-01
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