Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives
A series of novel β-carboline 1,3,4-oxadiazole derivatives were designed and synthesized, and the in vitro cytotoxic activity against Sf9 cells and growth inhibitory activity against Spodoptera litura were evaluated. Bioassay results showed that most of these compounds exhibited excellent in vitro c...
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doaj-d22252dea5cd4c08bdd770b05bcb72e52020-11-24T21:17:10ZengMDPI AGMolecules1420-30492017-10-012211181110.3390/molecules22111811molecules22111811Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole DerivativesZhi-Jun Zhang0Jing-Jing Zhang1Zhi-Yan Jiang2Guo-Hua Zhong3Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, Guangzhou 510642, ChinaKey Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, Guangzhou 510642, ChinaKey Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, Guangzhou 510642, ChinaKey Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, Guangzhou 510642, ChinaA series of novel β-carboline 1,3,4-oxadiazole derivatives were designed and synthesized, and the in vitro cytotoxic activity against Sf9 cells and growth inhibitory activity against Spodoptera litura were evaluated. Bioassay results showed that most of these compounds exhibited excellent in vitro cytotoxic activity. Especially, compound 37 displayed the best efficacy in vitro (IC50 = 3.93 μM), and was five-fold more potent than camptothecin (CPT) (IC50 = 18.95 μM). Moreover, compounds 5 and 37 could induce cell apoptosis and cell cycle arrest and stimulate Sf-caspase-1 activation in Sf9 cells. In vivo bioassay also demonstrated that compounds 5 and 37 could significantly inhibit larvae growth of S. litura with decreasing the weight of larvae and pupae. Based on these bioassay results, compounds 5 and 37 emerged as lead compounds for the development of potential insect growth inhibitions.https://www.mdpi.com/1420-3049/22/11/1811β-carbolinecytotoxic activitySf9 cellsSpodoptera lituragrowth inhibitory activity |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Zhi-Jun Zhang Jing-Jing Zhang Zhi-Yan Jiang Guo-Hua Zhong |
spellingShingle |
Zhi-Jun Zhang Jing-Jing Zhang Zhi-Yan Jiang Guo-Hua Zhong Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives Molecules β-carboline cytotoxic activity Sf9 cells Spodoptera litura growth inhibitory activity |
author_facet |
Zhi-Jun Zhang Jing-Jing Zhang Zhi-Yan Jiang Guo-Hua Zhong |
author_sort |
Zhi-Jun Zhang |
title |
Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives |
title_short |
Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives |
title_full |
Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives |
title_fullStr |
Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives |
title_full_unstemmed |
Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives |
title_sort |
design, synthesis and bioactivity evaluation of novel β-carboline 1,3,4-oxadiazole derivatives |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2017-10-01 |
description |
A series of novel β-carboline 1,3,4-oxadiazole derivatives were designed and synthesized, and the in vitro cytotoxic activity against Sf9 cells and growth inhibitory activity against Spodoptera litura were evaluated. Bioassay results showed that most of these compounds exhibited excellent in vitro cytotoxic activity. Especially, compound 37 displayed the best efficacy in vitro (IC50 = 3.93 μM), and was five-fold more potent than camptothecin (CPT) (IC50 = 18.95 μM). Moreover, compounds 5 and 37 could induce cell apoptosis and cell cycle arrest and stimulate Sf-caspase-1 activation in Sf9 cells. In vivo bioassay also demonstrated that compounds 5 and 37 could significantly inhibit larvae growth of S. litura with decreasing the weight of larvae and pupae. Based on these bioassay results, compounds 5 and 37 emerged as lead compounds for the development of potential insect growth inhibitions. |
topic |
β-carboline cytotoxic activity Sf9 cells Spodoptera litura growth inhibitory activity |
url |
https://www.mdpi.com/1420-3049/22/11/1811 |
work_keys_str_mv |
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1726013806574829568 |