Synthesis and structure-activity relationship of catechin derivatives having DNA polymerase inhibitory activity

化学合成了具有tbs保护基团的3-酰基儿茶素和3-酰基儿茶素，并对其DNA聚合酶抑制活性和构效关系进行了研究。我们还开发了一种简单而通用的合成原花青素低聚物的方法。该方法适用于[4-8]-缩合(-)-表儿茶素系列原花青素四聚体和五聚体的合成。儿茶素和表儿茶素结合较长的脂肪酸（酰基儿茶素）明显抑制DNA聚合酶活性。原花青素四聚体和五聚体对DNA聚合酶的抑制作用远高于单体和二聚体。儿茶素和表儿茶素提供许多代谢物，包括通过人体内的代谢途径。我们对儿茶素代谢物的活性感兴趣，并合成了这些g-丁内酯代谢物作为光学纯的真实标准。g-丁内酯对DNA聚合酶抑制活性的研究正在进行中。

3-Acylcatechins and 3-acylepicatechins having TBS-protecting group were chemically synthesized and their DNA polymerase inhibitory activity and the structure-activity relationship was studied. We also developed a simple and versatile method of synthesizing procyanidin oligomers. This method is applicable to the synthesis of [4-8]-condensed (-)-epicatechin series procyanidin tetramers and pentamers. Catechin and epi-catechin conjugated with longer fatty acid (acyl-catechin) strongly inhibited DNA polymerase activity. Procyanidin tetramers and pentamers also inhibited the DNA polymerase much higher than monomeric and dimmeric oligomers. Catechins and epicatechins afford many metabolites including through metabolic pathways in the human body. We interested in the activity of catechin metabolites and synthesized these g-butyrolactones metabolites as the optically pure authentic standards. The study of DNA polymerase inhibitory activity of g-butyrolactones is on going project.