云南蕊木茎中的抗炎吲哚生物碱

Anti-Inflammatory Indole Alkaloids from the Stems of Kopsia officinalis

应用多种色谱和波谱学方法,从云南蕊木(Kopsia officinalis)茎中分离鉴定了27个单萜吲哚生物碱,包括7个新化合物kopsiofficines A^G和20个已知化合物.此外,建立脂多糖(LPS)诱导的小鼠巨噬细胞RAW 264.7炎症模型,通过测定IL-1β,PGE2和TNF-α炎症因子释放评价生物碱的抗炎活性.结果表明,kopsiofficines A(1),kopsiofficines B(2),kopsiofficines D(4),kopsiofficines F(6),kopsiofficines G(7),12-methoxykopsine(11),kopsinoline(15),(-)-N-methoxycarbonyl-11,12-methylenedioxykopsinaline(16),kopsinine(18)和kopsinic acid(20)表现出显著的抗炎活性,与阳性对照(地塞米松)基本相当.研究发现C-5位丙酮基取代的单萜吲哚生物碱的抗炎活性明显强于原型生物碱,推测丙酮基可能是抗炎活性的药效促进基团,研究结果为进一步的结构修饰和药理学研究提供了线索.

Seven new monoterpenoid indole alkaloids,kopsiofficines A?G together with twenty known alkaloids,were isolated from the stems of Kopsia officinalis.Their structures were elucidated on the basis of extensive spectroscopic methods.The anti-inflammatory activities of all alkaloids were evaluated on lipopolysaccharide(LPS)-stimulated RAW 264.7 cells by the inhibiting the production of IL-ip,PGE2 and TNF-a.Among them,kopsiofficines A(1),kopsiofficines B(2),kopsiofficines D(4),kopsiofficines F(6),kopsiofficines G(7),12-methoxykopsine(11),kopsinoline(15),(—)-N-methoxycarbonyl-11,12-methylenedioxykopsinaline(16),kopsinine(18)and kopsinic acid(20)exhibited significant anti-inflammatory activity,which were comparable to that of dexamethasone.The results supposed that the acetonyl group at C-5 of monoterpenoid indole alkaloids play an important role in their anti-inflammatory activity.