20-(S)-喜树碱7-C-取代衍生物的合成及杀松材线虫活性研究

Nematocidal activity against pine wood nematode of (Bursaphelenchus xylophilus) 7-C-substituted 20-(S)-camptothecins

摘要: 为研究喜树碱(CPT)类化合物的杀线虫活性,以喜树碱为原料,经烷基化、氧化、酯化等步骤合成了13个7-C-取代的20-(S)-喜树碱衍生物,其中化合物 14 未见文献报道,所有衍生物的结构经红外光谱(FT-IR)、核磁共振氢谱(1H NMR)和液-质联用(LC-MS)等分析手段进行了表征。采用浸渍法测定了化合物对松材线虫Bursaphelenchus xylophilus的毒杀活性。结果表明:与母体化合物喜树碱相比,7-C-取代的20-(S)-喜树碱衍生物具有更强的杀线虫活性,其中化合物7-苄基喜树碱、7-甲酰基喜树碱、7-苯甲酰氧甲基喜树碱在24 h的致死中浓度(LC50值)分别为2.28、2.21和1.37 mg/L,明显高于母体化合物喜树碱的LC50值12.18 mg /L。

Abstract: In an attempt to find the nematocidal activity against Bursaphelenchus xylophilus of 20-(S)-camptothecin derivatives,a series of 7-C-Substituted 20-(S)-camptothecin derivatives were synthesized via a simple modification,and their structures were identified by FT-IR,LC-MS and 1H NMR,among these compounds 14 is a novel compound.The nematocidal activity was tested by the immersion method and the results showed that these compounds exhibited more potent nematocidal activity than 20-(S)-camptothecin especially the compounds 6,9 and 12 which LC50 values were 2.28,2.21 and 1.37 mg/L respectively after 24 h.