天然产物研究与开发 ›› 2025, Vol. 37 ›› Issue (9): 1605-1617.doi: 10.16333/j.1001-6880.2025.9.002 cstr: 32307.14.1001-6880.2025.9.002

• 研究论文 • 上一篇    下一篇

北葶苈子化学成分研究

刘天资1,2，张  倩1,2，陆美龙1,2，赖  琼1,2，韩竹箴1,2*，谷丽华1,2,3*，杨  莉1,2,3，王峥涛1,2,3   

  1. 1上海中医药大学中药研究所 中药标准化教育部重点实验室 国家中医药管理局中药新资源与质量评价重点实验室；2中药功效成分发掘与利用全国重点实验室；3上海中药标准化研究中心，上海 201203
  • 出版日期:2025-09-24 发布日期:2025-09-23
  • 基金资助:
    上海市技术标准项目（21DZ2202100）

Chemical constituents from Lepidii Semen

LIU Tian-zi1,2,ZHANG Qian1,2,LU Mei-long1,2,LAI Qiong1,2,HAN Zhu-zhen1,2*,GU Li-hua1,2,3*,YANG Li1,2,3,WANG Zheng-tao1,2,3   

  1. 1The MOE Key Laboratory for Standardization of Chinese Medicines and the SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines,Institute of Chinese Materia Medica,Shanghai University of Traditional Chinese Medicinea;2State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine;3Shanghai R&D Center for Standardization of Chinese Medicines,Shanghai 201203,China
  • Online:2025-09-24 Published:2025-09-23

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摘要：

研究北葶苈子乙醇提取部位的化学成分及其抗炎活性。采用多种色谱分离技术对北葶苈子乙醇提取部位进行分离和纯化，运用1H NMR、13C NMR等波谱技术和文献数据比对鉴定化合物结构，并对化合物进行抗炎活性测定。最终共分离得到25个化合物，分别鉴定为5-(methylthio) pentanamide（1）、5-(methylsulfinyl) pentanoic acid（2）、金莲葡糖硫苷（3）、芝麻菜苷（4）、descurainoside（5）、6-O-[(9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoyl]-β-D-fructofuranosyl-α-D-glucopyranoside（6）、原儿茶醛（7）、(+)-儿茶素（8）、(+)-儿茶素-7-O-β-D-吡喃葡萄糖苷（9）、(+)-4′-O-methylcatechin7-O-β-D-glucopyranoside（10）、(-)-表儿茶素（11）、gossypetin 3,7,8-trimethyl ether（12）、rhodonidin A（13）、槲皮素（14）、异鼠李素（15）、槲皮素-3-O-β-D-葡萄糖苷（16）、异鼠李素-3-O-β-D-葡萄糖苷（17）、槲皮素-3-O-槐糖苷（18）、异鼠李素-3-O-β-D-[2-O-(6-O-芥子酰基)-β-D-吡喃葡萄糖基]-吡喃葡萄糖苷（19）、异鼠李素-3-O-β-D-[2-O-(6-O-芥子酰基)-β-D-吡喃葡萄糖基]-吡喃葡萄糖苷（20）、apetalumoside B8（21）、apetalumoside B10（22）、apetalumoside B9（23）、apetalumoside C1（24）、apetalumoside A1（25），包括5个含硫化合物（1~5）、18个黄酮化合物（8~25）和2个其他类成分（6、7），其中化合物1和化合物2作为天然产物首次报道，化合物1~6、8、9、11~13首次在北葶苈子中分离得到；化合物6、7、14和15抑制脂多糖诱导的RAW 264.7细胞中NO释放的IC50值分别为27.34 ± 3.34、35.05 ± 4.58、6.38 ± 0.15和32.18 ± 1.43 μmol/L，阳性药氨基胍基盐酸盐的IC50值为11.81 ± 0.79 μmol/L。

关键词: 北葶苈子, 化学成分, 抗炎活性, RAW 264.7细胞

Abstract:

This study aims to investigate the chemical constituents and anti-inflammatory activities of the ethanol extract from Lepidii Semen. Various chromatographic techniques were used to isolate and purify the ethanol extracted parts of Lepidii Semen, 1H NMR, 13C NMR and other spectroscopic techniques were applied to elucidate the structures of the isolated compounds by comparing with the literature data, and the compounds were evaluated for anti-inflammatory activity on RAW 264.7 cell. A total of 25 compounds were isolated, which were identified as 5-(methylthio) pentanamide (1), 5-(methylsulfinyl) pentanoic acid (2), glucotropaeolin (3), glucoerucin (4), descurainoside(5), 6-O-[(9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoyl]-β-D-fructofuranosyl-α-D-glucopyranoside (6), protocatechuic aldehyde (7), (+)-catechin (8), (+)-catechin 7-O-β-D-glucopyranoside (9), (+)-4′-O-methylcatechin7-O-β-D-glucopyranoside (10), (-)-epicatechin (11), gossypetin 3,7,8-trimethyl ether (12), rhodonidin A (13), quercetin (14), isorhamnetin (15), quercetin-3-O-β-D-glucopyranoside (16), isorhamnetin-3-O-glucoside (17), quercetin-3-O-sophoroside (18), isorhamnetin-3-O-[2-O-(6-O-E-sinapoyl)-β-D-glucopymosyl]-β-D-glucopyranoside (19), quercetin-3-O-[2-O-(6-O-E-sinapoyl)-β-D-glucopyranosyl]-β-D-glucopyranosid (20), apetalumoside B8 (21), apetalumoside B10 (22), apetalumoside B9 (23), apetalumoside C1 (24), apetalumoside A1 (25) , including five sulfur-containing compounds (1-5), 18 flavonoids (8-25) and two other types of components (6 and 7). Among them, compounds 1 and 2 were first reported as natural products, and compounds 1-6, 8, 9, 11-13 were isolated for the first time from Lepidii Semen. the IC50 values of compounds 6, 7, 14 and 15 for inhibiting lipopolysaccharide-induced NO release from RAW 264.7 cells were 27.34 ± 3.34, 35.05 ± 4.58, 6.38 ± 0.15, and 32.18 ± 1.43 μmol/L, respectively, compared with IC50 value of 11.81 ± 0.79 μmol/L for the positive drug, aminoguanidinium hydrochloride.

Key words: Lepidii Semen, chemical composition, anti-inflammatory activity, RAW 264.7 cells

中图分类号:  R284.2

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