School of Pharmaceutical Sciences, Central South University, Changsha, Hunan 410013, People's Republic of China.
Org Biomol Chem. 2019 Dec 18;18(1):28-31. doi: 10.1039/c9ob02296a.
Prenylation increases the bioactivity of flavonoids. Herein, we report the first examples of regioselective enzymatic geranylation of biflavonoids using Aspergillus terreus aromatic prenyltransferase (AtaPT). For biflavonoids 1-3 dimerized through a diphenyl linkage, geranylation occurs at the hydrogen bond involving C5''-OH group, which is less chemically accessible than other OH groups in the molecule. This study would be referential for developing green synthetic solutions for prenylated biflavonoids.
香叶酰化可提高类黄酮的生物活性。本文首次报道了利用土曲霉芳香基香叶基转移酶(AtaPT)对双黄酮进行区域选择性酶香叶酰化的实例。对于通过二苯基键二聚化的双黄酮 1-3,香叶酰化发生在涉及 C5′-OH 基团的氢键上,该基团的化学可及性低于分子中的其他 OH 基团。该研究为开发香叶酰化双黄酮的绿色合成解决方案提供了参考。