School of Pharmacy, College of Medicine, National Taiwan University, 33, Linsen South Rd., Taipei 10050, Taiwan.
J Food Drug Anal. 2019 Oct;27(4):897-905. doi: 10.1016/j.jfda.2019.05.006. Epub 2019 Jun 28.
The seed of Hyptis suaveolens, commonly known as wild flour ball (san fen yuan) in Taiwan, serves as a main refreshing drink substance in several regions. This study investigated firstly its secondary metabolites, leading to the isolation of five major caffeoylquinic acid derivatives (1-5) from the ethanol extract. In addition, ten minors, including three caffeoylquinic acid derivatives (12-14), were characterized via assistance of HPLC-SPE-NMR. Of these isolates, sodium 4,5-dicaffeoylquinate (2) and methyl 3,5-dicaffeoylquinate (4) showed moderate inhibitory activity against xanthine oxidase with the respective IC values of 69.4 μM and 92.1 μM (c.f. allopurinol IC 28.4 μM). Quantitative HPLC analysis of the EtOH extract indicates the content of sodium 3,5-dicaffeoylquinate (1) and sodium 4,5-dicaffeoylquinate (2) to be 0.1% and 0.08% (w/w, dry seed), respectively. This study not only discloses the bioactive constituents, but also demonstrates the potential of H. suaveolens seed as an antihyperuricemic nutraceutical.
台湾的野面粉球(三分圆)的唇形科植物水飞蓟种子,是几个地区主要的清凉饮料原料。本研究首次对其次生代谢产物进行了研究,从乙醇提取物中分离得到了五种主要的咖啡酰奎宁酸衍生物(1-5)。此外,通过 HPLC-SPE-NMR 的辅助,鉴定了 10 种次要成分,包括三种咖啡酰奎宁酸衍生物(12-14)。在这些分离物中,4,5-二咖啡酰奎宁酸单钠盐(2)和 3,5-二咖啡酰奎宁酸甲酯(4)对黄嘌呤氧化酶表现出中等抑制活性,IC 值分别为 69.4 μM 和 92.1 μM(相比之下,别嘌呤醇 IC 值为 28.4 μM)。定量 HPLC 分析乙醇提取物表明,3,5-二咖啡酰奎宁酸钠(1)和 4,5-二咖啡酰奎宁酸钠(2)的含量分别为 0.1%和 0.08%(w/w,干种子)。本研究不仅揭示了生物活性成分,还证明了水飞蓟种子作为一种抗高尿酸血症营养保健品的潜力。