Abstract

A new homoisoflavan, identified as (3 R)-7-hydroxy-3′,4′-methylenedioxyhomoisoflavan, was isolated from Dracaena cinnabari Balf. f. resin. The structure was elucidated by one- and two-dimensional NMR spectroscopy as well as high resolution mass spectrometry. In addition, a diverse group of flavonoids were isolated, representing homoisoflavans, flavans, flavanones, chalcones and dihydrochalcones. The compounds were evaluated for their α-glucosidase and COX-II inhibition activity. The obtained IC₅₀ values of the tested flavonoids gave an insight about some key structural features to their α-glucosidase and COX-II inhibitory activity. For α-glucosidase inhibitory activity, a flavanone skeleton was favorable over a flavan. For COX-II inhibition, the introduction of a fused heterocyclic ring at the homoisoflavan skeleton enhanced the activity.

摘要

从Dracaena cinnabari Balf分离出一种新的高异黄烷，被鉴定为（3 R）-7-羟基-3'，4'-亚甲基二氧基高异黄 烷。F。树脂。通过一维和二维NMR光谱以及高分辨率质谱法阐明了该结构。另外，分离出不同种类的类黄酮，其代表高异黄酮，黄烷，黄烷酮，查耳酮和二氢查耳酮。评价这些化合物的α-葡萄糖苷酶和COX-II抑制活性。获得的IC ₅₀黄酮类化合物的测试值提供了有关其α-葡萄糖苷酶和COX-II抑制活性的一些关键结构特征的见解。对于α-葡萄糖苷酶抑制活性，黄烷酮骨架优于黄烷酮。对于COX-II抑制，在均异黄烷骨架上引入稠合的杂环可增强活性。