Hernández-Velázquez Edson D, Alba-Betancourt Clara, Alonso-Castro Ángel J, Ortiz-Alvarado Rafael, López Jesús A, Meza-Carmen Victor, Solorio-Alvarado César R
Universidad de Guanajuato, Campus Guanajuato, División de Ciencias Naturales y Exactas, Departamento de Química, Noria Alta S/N, 36050 Guanajuato, Gto., Mexico.
Universidad Michoacana de San Nicolás de Hidalgo, Facultaad de Químico Farmacobiología, Tzintzuntzan 173, col. Matamoros 58240, Morelia, Mich, Mexico.
Bioorg Med Chem Lett. 2023 Apr 15;86:129241. doi: 10.1016/j.bmcl.2023.129241. Epub 2023 Mar 16.
Metformin is the most widely known anti-hyperglycemic, officially acquired by the USA government in 1995 and in 2001 it became the most prescribed treatment for type II diabetes. But how did it become the must-use drug for this disease in such a short period of time? it all started with traditional medicine, by using a plant known as "goat's rue" for the reduction of blood glucose levels. Its use arose in 1918 and evolved to the metformin synthesis in laboratories a couple of years later, using very rudimentary methods which involved melting and strong heating. Thus, a first synthetic route that allowed the preparation of the initial metformin derivates was established. Some of these resulted toxics, and others outperformed the metformin, reducing the blood glucose levels in such efficient way. Nevertheless, the risk and documented cases of lactic acidosis increased with metformin derivatives like buformin and phenformin. Recently, metformin has been widely studied, and it has been associated and tested in the treatment of type II diabetes, cancer, polycystic ovarian syndrome, cell differentiation to oligodendrocytes, reduction of oxidative stress in cells, weight reduction, as anti-inflammatory and even in the recent COVID-19 disease. Herein we briefly review and analyze the history, synthesis, and biological applications of metformin and its derivates.
二甲双胍是最广为人知的抗高血糖药物,于1995年被美国政府正式批准使用,并于2001年成为治疗II型糖尿病最常用的药物。但它是如何在如此短的时间内成为这种疾病的必用药物的呢?这一切都始于传统医学,通过使用一种名为“山羊豆”的植物来降低血糖水平。它于1918年开始使用,并在几年后发展到在实验室合成二甲双胍,采用的是非常原始的方法,包括熔化和强加热。因此,建立了第一条允许制备初始二甲双胍衍生物的合成路线。其中一些衍生物有毒,而另一些则比二甲双胍更有效,能以高效的方式降低血糖水平。然而,与二甲双胍衍生物如丁福明和苯乙双胍相关的乳酸酸中毒风险和记录病例有所增加。最近,二甲双胍得到了广泛研究,并已被用于治疗II型糖尿病、癌症、多囊卵巢综合征、细胞向少突胶质细胞分化、降低细胞氧化应激、减轻体重、抗炎,甚至在最近的新冠疫情中也有相关研究和应用。在此,我们简要回顾和分析二甲双胍及其衍生物的历史、合成和生物学应用。