Nopkuesuk Napapuch, Klamrak Anuwatchakij, Nabnueangsap Jaran, Narkpuk Jaraspim, Rahman Shaikh Shahinur, Saengkun Yutthakan, Janpan Piyapon, Soonkum Thananya, Sitthiwong Poramet, Jangpromma Nisachon, Kulchat Sirinan, Choowongkomon Kiattawee, Patramanon Rina, Chaveerach Arunrat, Teeravechyan Samaporn, Daduang Jureerut, Daduang Sakda
Division of Pharmacognosy and Toxicology, Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen, Thailand.
Salaya Central Instrument Faculty RSPG, Research Management and Development Division, Mahidol University, Nakhon Pathom, Thailand.
PLoS One. 2025 Jun 2;20(6):e0324990. doi: 10.1371/journal.pone.0324990. eCollection 2025.
Although Schinus terebinthifolia (commonly known as Brazilian peppertree) has been documented to possess various biological activities, such as anticancer, antibacterial, and antioxidant properties, its anti-influenza activity has not yet been documented. Here, an aqueous-ethanolic extract (30% v/v ethanol solution), prepared from its aerial parts (leaves and stalks), was established to determine whether it is a rich source of antiviral agents. The hydroethanolic plant extract, with a TPC value of 264.11 mg (GAE)/g DE, exhibits a promising IC50 value of 16.33 μg/mL, similar to that of authentic quercetin (IC50 = 12.72 μg/mL), and approximately 5.34 times higher than that of gallic acid (IC50 = 3.06 μg/mL) as determined by the DPPH assay. This extract contains 1.71 mg of gallic acid (representative marker) per gram of dried plant material, according to HPLC analysis. Using untargeted metabolomics analysis coupled with a series of cheminformatics tools (MetFrag, SIRIUS, CSI:FingerID, and CANOPUS), we ultimately proved that the S. terebinthifolia hydroethanolic extract contains simple phenolics (e.g., methyl gallate, ethyl gallate, and chlorogenic acid), flavonoids (afzelin and myricitrin), dicarboxylic acids, and germacrone. As anticipated, the plant extract exhibited anti-influenza activity with an IC50 of 2.21 μg/mL (CC50 > 50 μg/mL) and did not exert hemolytic activity at the concentration of 2000 μg/mL, underscoring its efficacy as a safe antiviral solution. In silico molecular docking and dynamic simulations suggest that neuraminidase and the cap-binding domain of influenza RNA polymerase (PB2) are preferentially targeted for inhibition by the detected metabolites. Owing to the diverse therapeutic effects of secondary metabolites, the anti-H5N1 activity of the newly developed plant extract is currently under investigation.
虽然已证明巴西胡椒树(Schinus terebinthifolia)具有多种生物活性,如抗癌、抗菌和抗氧化特性,但其抗流感活性尚未见报道。在此,制备了一种由其地上部分(叶子和茎)制成的水乙醇提取物(30% v/v乙醇溶液),以确定它是否是抗病毒剂的丰富来源。该水乙醇植物提取物的总酚含量(TPC)为264.11 mg(没食子酸当量)/g干提取物,通过DPPH法测定,其半数抑制浓度(IC50)为16.33 μg/mL,与标准槲皮素的IC50(12.72 μg/mL)相近,约为没食子酸IC50(3.06 μg/mL)的5.34倍。根据高效液相色谱(HPLC)分析,该提取物每克干燥植物材料中含有1.71 mg没食子酸(代表性标志物)。通过非靶向代谢组学分析结合一系列化学信息学工具(MetFrag、SIRIUS、CSI:FingerID和CANOPUS),我们最终证明巴西胡椒树水乙醇提取物含有简单酚类(如没食子酸甲酯、没食子酸乙酯和绿原酸)、黄酮类(阿夫泽林和杨梅苷)、二羧酸和吉马酮。正如预期的那样,该植物提取物表现出抗流感活性,IC50为2.21 μg/mL(半数细胞毒性浓度CC50 > 50 μg/mL),在2000 μg/mL浓度下未表现出溶血活性,突出了其作为安全抗病毒溶液的有效性。计算机模拟分子对接和动力学模拟表明,神经氨酸酶和流感病毒RNA聚合酶(PB2)的帽结合结构域是所检测代谢物优先靶向抑制的对象。由于次生代谢物具有多种治疗作用,目前正在研究新开发的植物提取物的抗H5N1活性。