Anti-Infective Agent Creation Engineering Research Centre of Sichuan Province, School of Pharmacy, Chengdu University, Chengdu 610106, China.
School of Clinical Medicine, Chengdu University of Traditional Chinese Medicine, Chengdu 610057, China.
Molecules. 2024 Aug 21;29(16):3942. doi: 10.3390/molecules29163942.
Licorice ( Fisch), a significant traditional Chinese herbal medicine, has been extensively utilized in China to treat various ailments. Natural bioactive coumarins, glycycoumarin, glycyrin, and 3--methylglycyrol, were isolated from licorice, and they exhibited various pharmacological properties. In this report, we have accomplished the total synthesis of glycycoumarin, glycyrin, and 3--methylglycyrol in 5-7 linear steps from commercially available 2,4,6-trihydroxybenzaldehyde with yields of 12.3-21.2%. Additionally, their anti-inflammatory activities were studied and compared. Glycycoumarin, glycyrin, and 3--methylglycyrol exhibited different levels of anti-inflammatory activities, with glycyrin being the most potent. Mechanistic studies indicated that glycyrin exerted its anti-inflammatory properties by inhibiting the activation of TNF-α, IL-6, and IL-1β, making it a potential anti-inflammatory lead compound for further optimization and discovery of new agents.
甘草（ Fisch）是一种重要的传统中药，在中国被广泛用于治疗各种疾病。天然生物活性香豆素、甘草香豆素、甘草甜素和 3--甲基甘油，从甘草中分离出来，具有多种药理活性。在本报告中，我们从商业上可获得的 2,4,6-三羟基苯甲醛出发，以 5-7 步线性反应合成了甘草香豆素、甘草甜素和 3--甲基甘油，产率为 12.3-21.2%。此外，还研究并比较了它们的抗炎活性。甘草香豆素、甘草甜素和 3--甲基甘油具有不同程度的抗炎活性，其中甘草甜素的活性最强。机制研究表明，甘草甜素通过抑制 TNF-α、IL-6 和 IL-1β 的激活发挥抗炎作用，使其成为进一步优化和发现新药物的潜在抗炎先导化合物。
