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苦皮藤提取物的水解产物及其生物活性研究

Studies on Hydrolysis Products of Crude Extract from the Root Bark of Celastrus Angulatus

【作者】 黄军海

【导师】 吴文君;

【作者基本信息】 西北农林科技大学 , 农药学, 2004, 硕士

【摘要】 苦皮藤是我国著名的杀虫植物,研究表明,其有效成分为以 β-二氢沉香呋喃为母体结构的多元醇酯类化合物。本文研究了该植物提取物的水解产物及其生物活性。 通过控制温度和碱强度,以苦皮藤提取物为原料进行了三个梯度的水解反应(弱水解、中等水解、强水解),并对三种粗水解产物进行了杀虫、抑菌和除草生物活性的评价与活性成分的分离纯化。 生物活性测定结果表明,三种水解产物的活性谱与未水解的苦皮藤提取物相当。其中(1)弱水解和中等水解产物对粘虫具有一定的胃毒活性,没有触杀活性,且活性低于未水解的粗提取物,对小地老虎没有杀虫活性;(2)强水解产物没有杀虫活性;(3)三种水解产物没有或只有较低的抑菌和除草活性。 结合杀虫活性追踪,应用硅胶柱层析、中压反相柱层析和 HPLC 制备等技术,对三种水解产物进行了分离与纯化,共分离到 7 个化合物(H01,H06,H10,H16,H17,H18,H19)。 应用 FABMS、1HNMR 和 CNMR 等波谱学技术鉴定了它们的结构,其中 H01 为 13首次分离得到的新化合物,命名为:1β,2β,8β-三乙酰氧基-9α-β 呋喃甲酰基-12-异丁酰氧基-4α,6α-二羟基-β-二氢沉香呋喃(1β,2β,8β-triacetoxy-9α(β-furancarbonyloxy)-12-isobutanoyloxy-4α,6α-dihydroxy-β-dihydroagarofuran);H06 为 Celangulin Ⅳ;H10,H16是同一化合物,为 Celangulin Ⅴ;H19 为 1β,2β,4α,6α,8β,9β,12-七羟基 β-二氢沉香呋喃;H17 为 β-谷甾醇;H18 为苯甲酸。 生物测定表明,新化合物 H01 具有较强的拒食活性,其拒食中浓度(AFC50)为259.04μg·mL? 。1

【Abstract】 An available pathway to develop new insecticides is to find new leadmolecules from plants. The Celastrus angulatus Max. is a famous species withthe high insecticidal activity and many new chemicals with β-dihydroagarofuranskeleton were isolated from its root bark. The thesis studied on full-hydrolysisand partial-hydrolysis products of crude extract from root bark of Celastrusangulatus. The bioassay results showed that two crude products of partial-hydrolysisexhibited the insecticidal activities against Mythimna separate larve and thecrude product of full-hydrolysis did not exhibited activity. All 3 crude hydrolysisproducts did not exhibit the fungicidal and herbicidal activities. The insecticidal constitutions of all crude hydrolysis products werestudied. The process of isolation and purification of insecticidal chemicals wereguided by the bioassay combined phytochemistry method, such as the columnChromatography, Preparative HPLC. Seven compounds (H01, H06, H10, H16,H17, H18, and H19) were isolated and their structures were elucidated byspectroscopic methods including FABMS, HNMR and 1 13CNMR. H01 is 1β,2β,8β-triacetoxy-9α(β-furancarbonyloxy)-12-isobutanoyloxy-4α,6α-dihydroxy-β-dihydroagarofuran, and is a novel nature product. H06 is Celangulin Ⅳ, H10and H16 are Celangulin Ⅴ, H17 is β-sterol, H18 is benzoic acid, and H19 is1β,2β,4α,6α,8β,9β,12-heptahydroxy-β- dihydroagarofuran. The insecticidal bioassay against the 3rd instars larvae of Mythimnaseparata Walker was carried out. The result showed that H01 exhibited thestrong antifeedant activity and AFC50 was 259.04μg·mL? . 1

  • 【分类号】TQ450
  • 【被引频次】3
  • 【下载频次】160
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