Department of Chemistry, Islamia College of Science and Commerce, Srinagar 190002, J&K, India.
Eur J Med Chem. 2011 Jun;46(6):2415-20. doi: 10.1016/j.ejmech.2011.03.025. Epub 2011 Mar 23.
Bergenin pentacetate (2), a peracetate derivative of biologically active lead compound Bergenin (1) isolated from Bergenia stracheyi was subjected to lipase catalyzed regioselective alcoholysis to obtain 3,4,10,11-tetracetate of Bergenin (3). The free hydroxyl group of 3 was derivatised using higher carboxylic acids to obtain acyl derivatives (4-7). These compounds synthesized via chemoenzymatic route were characterized using 1H NMR, 13C NMR and mass spectral data and evaluated for DPPH radical scavenging, antimicrobial and xanthine oxidase inhibitory activities. The studies revealed that biological activity of Bergenin can be optimized by selective modification of its structure.
五乙酸贝加因（2）是从 Bergenia stracheyi 中分离出的具有生物活性的先导化合物贝加因（1）的乙酸酯衍生物，用脂肪酶进行了区域选择性醇解，得到了贝加因的 3,4,10,11-四乙酸酯（3）。3 的游离羟基被用高级羧酸进行了衍生化，得到了酰基衍生物（4-7）。这些通过化学酶法合成的化合物通过 1H NMR、13C NMR 和质谱数据进行了表征，并评估了它们对 DPPH 自由基清除、抗菌和黄嘌呤氧化酶抑制活性的影响。研究表明，通过选择性修饰贝加因的结构可以优化其生物活性。
