天然产物研究与开发 ›› 2024, Vol. 36 ›› Issue (10): 1714-1720.doi: 10.16333/j.1001-6880.2024.10.008

• 研究简报 • 上一篇    下一篇

牡丹皮正丁醇部位化学成分研究

陆彩侠1,孔垂皓1,唐   旭1,吴丝雨1,2,张   翠1,吴德玲1,王仁中1*,许凤清1,2*   

  1. 1安徽中医药大学药学院 安徽省中药饮片制造新技术重点实验室,合肥 230012;2太和县中医院,太和 236600
  • 出版日期:2024-10-28 发布日期:2024-10-28
  • 基金资助:
    安徽省高等学校科学研究重大项目(2023AH040101);安徽省自然科学基金(2308085MH304)

Chemical constituents from n-butyl alcohol extracts of Moutan Cortex

LU Cai-xia1,KONG Chui-hao1,TANG Xu1,WU Si-yu1,2,ZHANG Cui1,WU De-ling1,WANG Ren-zhong1*,XU Feng-qing1,2*   

  1. 1Anhui Province Key Laboratory of New Manufacturing Technology for Traditional Chinese Medicine Decoction Pieces,School of Pharmacy,Anhui University of Chinese Medicine,Hefei 230012,China;2 Taihe County Hospital of Traditional Chinese Medicine,Taihe 236600,China
  • Online:2024-10-28 Published:2024-10-28

摘要:

研究牡丹皮85%乙醇提取物正丁醇萃取部位化学成分及其抗炎、抗菌的活性。采用大孔树脂柱色谱、硅胶柱色谱、Sephadex LH-20凝胶柱色谱结合反相中压柱色谱和半制备色谱技术,分离纯化牡丹皮的正丁醇萃取部位,并利用核磁共振波谱、质谱数据与文献比对鉴定化合物的结构。从牡丹皮乙醇提取部位的正丁醇萃取物中得到16个化合物,分别为5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran(1)、(S)-(6-methyl-2,3-dihydrobenzofuran-3-yl)methanol(2)、4-thujone-7-hydroxyl-8-O-β-D-glucopyranoside(3)、resacetophenone(4)、acetoisovanillone(5)、2,5-二羟基-4-甲氧基-苯乙酮(6)、3-(4-hydroxy-3-methoxy phenyl) propan-1,2-diol(7)、erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol(8)、thero-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol(9)、(+)-儿茶素(10)、(+)-儿茶素-7-O-β-D-吡喃葡萄糖苷(11)、对羟基苯甲酸-β-D-吡喃葡萄糖苷(12)、苯甲酸-β-D-吡喃葡萄糖苷(13)、没食子酸乙酯(14)、没食子酸甲酯(15)、香草酸(16)。化合物27~911~16均首次从芍药属中分离得到。活性筛选发现化合物1能够抑制脂多糖诱导的RAW 264.7细胞中的炎症因子水平(NO、TNF-α和IL-6),其IC50值分别为15.67±1.20、18.59±1.27和15.79±1.20 μmol/L。

关键词: 牡丹皮, 单萜, 酚酸, 结构鉴定, 抗炎, 抗菌

Abstract:

This study aims to investigate the chemical constitutes of n-butyl alcohol extracts from the 85% ethanol extract of the Moutan Cortex.Compounds were isolated and purified via combinative chromatographic techniques,including macroporous resin,silica gel,Sephadex LH-20 gel,along with mid-pressure and semi-preparative reversed-phase chromatography.The structures of monomeric compounds were elucidated by the data of NMR and MS.Sixteen compounds were obtained and identified as 5-hydroxy-3S-hydroxymethyl-6-methyl-2,3-dihydrobenzofuran (1),(S)-(6-methyl-2,3-dihydrobenzofuran-3-yl)methanol (2),4-thujone-7-hydroxyl-8-O-β-D-glucopyranoside (3),resacetophenone (4),acetoisovanillone (5),2,5-dihydrox-4-methoxyacetophenone (6),3-(4-hydroxy-3-methoxy phenyl) propan-1,2-diol (7),erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (8),thero-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol (9),(+)-catechin (10),(+)-catechin -7-O-β-D-glucopyranoside (11),p-hydroxybenzoic acid β-D-glucopyranoside (12),β-D-glucopyranosyl benzoate (13),ethyl gallate (14),gallicin (15) and vanillic acid (16),respectively.Among them,compounds 2,7-9 and 11-16 were obtained from the genus Paeonia for the first time.Activity screening showed that 1 inhibited the NO,TNF-α and IL-6 inflammatory cytokines levels with IC50 of 15.67±1.20,18.59±1.27 and 15.79±1.20 μmol/L in lipopolysaccharide-induced RAW 264.7 macrophages.

Key words: Moutan Cortex, monoterpene, phenolic acid, structural identification, anti-inflammatory, antibacterial

中图分类号:  R284 R285