Synthesis, insecticidal activity and inhibition on topoisomerase I of 20(S)-t-Boc-amino acid derivatives of camptothecin
Synthesis, insecticidal activity and inhibition on topoisomerase I of 20(S)-t-Boc-amino acid derivatives of camptothecin
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喜树碱20(S)-t-Boc-氨基酸衍生物的合成、杀虫活性及对拓扑异构酶I的抑制作用
DOI：
10.1016/j.pestbp.2017.04.008
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发表时间：
2017-06-01
影响因子：
4.7
通讯作者：
Jiang Hongyun
中科院分区：
文献类型：
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作者：
Wang Liping;Li Zhe;Jiang Hongyun
喜树碱（Camptothecin，CPT）是从喜树（Camptotheca acuminata Decne）中提取的一种喹诺酮类生物碱，对多种昆虫具有潜在的杀虫活性。我们前期的研究表明，CPT诱导甜菜夜蛾细胞凋亡，抑制拓扑异构酶I（Topo I）的松弛活性。本研究合成了7个CPT的20（S）-叔丁氧羰基氨基酸衍生物，并对其杀虫活性、细胞毒性和Topo I抑制活性进行了评价。结果表明，在CPT的20位引入t-Boc氨基酸后，大多数衍生物对S.甜菜碱对S.小托波岛此外，化合物1d和1g的触杀活性和细胞毒性均高于CPT和羟基喜树碱（hydroxyl-camptothecin，HCPT），有望开发成为针对Topo I以外靶标的杀虫剂。(C)2017爱思唯尔公司All rights reserved.
Camptothecin (CPT), a quinolone alkaloid extracted from Camptotheca acuminata Decne, exhibits potential insecticidal activities against various insect species. Our previous studies have showed that CPT induced apoptosis in Spodoptera exigua Hubner cell line and inhibited the relaxation activity of topoisomerase I (Topo I). In this study, total seven 20(S)-t-butoxy carbonyl-amino acid derivatives of CPT were synthesized and evaluated for insecticidal activities, cytotoxicity and Topo I inhibitory activities. Results showed that introduction of t-Boc amino acids to 20-position on CPT improves contact assay and cytotoxicity of most derivatives toward S. exigua but reduces inhibitory effect on relaxation activity of S. exigua Topo I. Furthermore, compounds 1d and 1g demonstrated higher level of contact activities and cytotoxicity than CPT and hydroxyl-camptothecin (HCPT), which are potential to be developed as potential insecticides targeted at more than Topo I. (C) 2017 Elsevier Inc. All rights reserved.