苦皮藤素类似物的合成与结构鉴定

Synthesis and Structure Elucidation of the Celangulin Analogues

以苦皮藤CelastrusangulatusMax.提取物水解产物中的多羟基β-二氢沉香呋喃为原料,合成了对粘虫Mythimnaseparata具有毒杀活性的苦皮藤素(Celangulin)类似物,并在活性追踪的指导下分离得到了两个具有杀虫活性的苦皮藤素类似物A和B,其结构经核磁共振谱、快原子轰击质谱、高分辨质谱等波谱学方法鉴定为2β,6α,8β,13-四异丁酰氧基-1β,4α,9α-三羟基-β-二氢沉香呋喃及1β,2β,6α,8β,13-五异丁酰氧基-4α,9α-二羟基-β-二氢沉香呋喃。化合物A和B均为新化合物,在20mg/mL的浓度下对三龄粘虫Mythimnaseparata的胃毒活性(死亡率)分别为89.5%和93.2%。

In order to look for new active compounds,celangulin analogues were synthesized based on the basic hydrolysis of the extract of the root bark of Celastrus angulatus Max. and isolated by bioassay-guided fractionation. Two new active compounds were synthesized and isolated. Their structures were comfirmed as 2β,6α,8β,13-tetraisobutanoyloxy-1β,4α,9α-trihydroxy-β-(dihydroagarofuran)(A), 1β,2β,6α,8β,13-pentaisobutanoyloxy-4α,9α-(dihydroxy)-β-(dihydroagarofuran)(B) based mainly on NMR and MS spectral data. A and B are new compounds with insecticidal activity against Mythimna soparata.