药学学报, 2019, 54(6): 1075-1081
引用本文:
蔡建, 郭庆兰, 李若斐, 王岳, 徐成博, 朱承根, 杨永春, 石建功. 钩藤水提取物中的生物碱类成分[J]. 药学学报, 2019, 54(6): 1075-1081.
CAI Jian, GUO Qing-lan, LI Ruo-fei, WANG Yue, XU Cheng-bo, ZHU Cheng-gen, YANG Yong-chun, SHI Jian-gong. Alkaloids from an aqueous extract of Uncaria rhynchophylla[J]. Acta Pharmaceutica Sinica, 2019, 54(6): 1075-1081.

钩藤水提取物中的生物碱类成分
蔡建, 郭庆兰, 李若斐, 王岳, 徐成博, 朱承根, 杨永春, 石建功
中国医学科学院、北京协和医学院药物研究所, 天然药物活性物质与功能国家重点实验室, 北京 100050
摘要:
通过大孔吸附树脂、MCI树脂、正相硅胶、Sephadex LH-20、制备薄层色谱和反相HPLC多种色谱分离方法相结合,从中药钩藤水煎煮提取物中分离得到5个生物碱类化合物;借助波谱学分析方法鉴定它们的结构分别为单萜吲哚类生物碱(+)-(7R)-3-氧-7-羟基-3,7-裂环二氢钩藤碱(1)、(+)-(7S)-3-氧-7-羟基-3,7-裂环二氢钩藤碱(2)、(+)-(7R)-3-氧-7-羟基-3,7-裂环钩藤碱(3)和(+)-(7S)-3-氧-7-羟基-3,7-裂环钩藤碱(4),以及β-咔啉类生物碱1,2,3,4-四氢-1-羰基-β-咔啉(5)。其中,12为新化合物;34为新天然产物,曾由异钩藤碱转化合成并经手性柱HPLC分离得到,但比旋光值有误;5为首次从该属植物中分离得到。
关键词:    茜草科      钩藤属      钩藤      水提取物      单萜生物碱      咔啉生物碱      绝对构型     
Alkaloids from an aqueous extract of Uncaria rhynchophylla
CAI Jian, GUO Qing-lan, LI Ruo-fei, WANG Yue, XU Cheng-bo, ZHU Cheng-gen, YANG Yong-chun, SHI Jian-gong
Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
Abstract:
Five alkaloids were isolated from a decoction of Uncaria rhynchophylla by a combination of various chromatographic techniques, including macroporous adsorbent resin, MCI resin, silica gel, Sephadex LH-20, and reversed phase HPLC. Their structures were characterized by comprehensive analyses of spectroscopic data as monoterpene indole alkaloids (+)-(7R)-3-oxo-7-hydroxy-3,7-seco-dihydrorhynchohylline (1), (+)-(7S)-3-oxo-7-hydroxy-3,7-seco-dihydrorhyncho-hylline (2), (+)-(7R)-3-oxo-7-hydroxy-3,7-seco-rhynchohylline (3) and (+)-(7S)-3-oxo-7-hydroxy-3,7-seco-rhynchohylline (4), and a β-carboline alkaloid 1,2,3,4-tetrahydro-1-oxo-β-carboline (5). Among them, 1 and 2 are new compounds, 3 and 4 are new natural products that were semi-synthesized from isorhynchohylline with incorrect specific rotations, and 5 is isolated for the first time from the genus Uncaria.
Key words:    Rublaceae    Uncaria    Uncaria rhynchophylla    aqueous extract    monoterpene indole alkaloids    β-carboline alkaloid    absolute configuration   
收稿日期: 2019-03-28
DOI: 10.16438/j.0513-4870.2019-0215
基金项目: 国家自然科学基金资助项目(81630094);中国医学科学院医学与健康科技创新工程项目(2017-I2M-010).
通讯作者: 石建功
Email: shijg@imm.ac.cn
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