怀菊花中1个新的没药烷型倍半萜  

A new bisabolane-type sesquiterpenoid from Chrysanthemum morifolium

作　　者：蔡雅君 薛金凤 赵慧君 支燕乐 卢纪衡 陈辉[1] 王彦志[1] 冯卫生[1] 薛贵民 CAI Yajun;XUE Jinfeng;ZHAO Huijun;ZHI Yanle;LU Jiheng;CHEN Hui;WANG Yanzhi;FENG Weisheng;XUE Guimin(School of Pharmacy,Henan University of Chinese Medicine,Zhengzhou 450046,China;Collaborative Innovation Center of Research and Development on the Whole Industry Chain of Yu-Yao,Egineering and Technology Center for Chinese Medicine Development of Henan Province,Zhengzhou 450046,China;Zhengzhou Shuqing Medical College,Zhengzhou 450046,China)

机构地区：[1]河南中医药大学药学院,河南郑州450046 [2]豫药全产业链研发河南省协同创新中心河南省中药开发工程技术中心,河南郑州450046 [3]郑州澍青医学高等专科学校,河南郑州450046

出　　处：《中草药》2024年第9期2863-2867,共5页Chinese Traditional and Herbal Drugs

基　　金：国家自然基金资助项目(82003606);河南省高校科技创新团队支持计划资助(24IRTSTHN039)。

摘　　要：目的研究怀菊花Chrysanthemum morifolium的化学成分。方法采用硅胶、ODS、Sephadex LH-20以及半制备HPLC等方法进行分离纯化,根据波谱数据并结合文献对化合物结构进行鉴定。采用脂多糖(lipopolysaccharide,LPS)诱导小鼠巨噬细胞RAW264.7模型,以抑制炎性细胞因子一氧化氮(NO)的分泌为评价指标对分离得到的化合物进行体外抗炎活性评价。结果从怀菊花二氯甲烷提取物中分离得到7个化合物,分别为(6S,7R,10R)-没药烷-7-羟基-10,11-环氧-4-酮(1)、黑麦草内酯(2)、(4R)-1-甲基-4-(1-羟基异丙基)环己烯-6-酮(3)、2-甲氧基对苯二酚(4)、4-(3-羟丙基)苯酚(5)、5-(3-羟丙基)-2-甲氧基苯酚(6)、4-甲基苯酚(7)。结论化合物1为新的没药烷型倍半萜,命名为怀菊花没药烷A。除化合物2外,其余化合物均为首次从该属植物中分离得到。化合物1和3有显著NO抑制作用,其半数抑制浓度(median inhibition concentration,IC50)值分别为9.2、38.9μmol/L。Objective To study the chemical constituents from Chrysanthemum morifolium.Methods The extract from C.morifolium was isolated and purified by silica gel column,ODS,Sephadex LH-20 and semi-preparative HPLC.Their structures were identified by spectral analysis combined with literature.Inhibiting the secretion of inflammatory cytokine nitric oxide(NO)was used as the evaluating indicator,the model of lipopolysaccharide(LPS)-induced mouse macrophage RAW264.7 cells was used to evaluate the in vitro anti-inflammatory activity of isolated compounds.Results A total of seven compounds were obtained from the dichloromethane extract of C.morifolium and their structures were identified as(6S,7R,10R)-bisabolane-7-hydroxy-10,11-epoxide-4-one(1),loliolide(2),(4R)-1-methyl-4-(1-hydroxyisopropyl)cyclohexene-6-one(3),2-methoxyhydroquinone(4),4-(3-hydroxypropyl)phenol(5),5-(3-hydroxypropyl)-2-methoxyphenol(6),4-methylphenol(7).Conclusion Compound 1 is a new bisabolane-type sesquiterpenoid,named chrysanbisabane A.All compounds except compound 2 were isolated from this genus for the first time.Compounds 1 and 3 showed a significant NO inhibition activity with median inhibition concentration(IC50)values of 9.2μmol/L and 38.9μmol/L,respectively.

关 键 词：怀菊花 怀菊花没药烷A 倍半萜 抗炎 (4R)-1-甲基-4-(1-羟基异丙基)环己烯-6-酮 2-甲氧基对苯二酚 

分 类 号：R284.1[医药卫生—中药学]