Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives
Based on the original structure of harmine, several novel 1,2,3,4-tetrahydro-β-carboline, β-carboline and 1-substituted-β-carboline derivatives bearing a substituted carbohydrazide group at C-3 were designed and synthesized to investigate the structure-activity relationship of their analogues. All o...
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| Format: | Article |
| Language: | English |
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MDPI AG
2012-04-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/17/4/3969/ |
| _version_ | 1819225265659707392 |
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| author | Meiying Hu Yong Zeng Yueye Deng Qunfang Weng Jingfei Huang |
| author_facet | Meiying Hu Yong Zeng Yueye Deng Qunfang Weng Jingfei Huang |
| author_sort | Meiying Hu |
| collection | DOAJ |
| description | Based on the original structure of harmine, several novel 1,2,3,4-tetrahydro-β-carboline, β-carboline and 1-substituted-β-carboline derivatives bearing a substituted carbohydrazide group at C-3 were designed and synthesized to investigate the structure-activity relationship of their analogues. All of the compounds were characterized by infrared (IR), proton and carbon nuclear magnetic resonance (1H-NMR, 13C-NMR), and mass spectroscopy (MS). The bioassay tests showed that N'-benzylidene-1-phenyl-β-carboline-3-carbohydrazide (C25H18N4O, m.w. 390.4) (c2) and N'-(4-trifluoromethyl-benzylidene)-1-phenyl-β-carboline-3-carbohydrazide (C26H17N4OF3, m.w. 458) (d2) exhibited good inhibitory activity against dicotyledonous and monocotyledonous weeds, with EC50 values of 4.83 µM and 14.25 µM, respectively. |
| first_indexed | 2024-12-23T10:06:51Z |
| format | Article |
| id | doaj.art-18541d1b22f843909b816b09dd914813 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-23T10:06:51Z |
| publishDate | 2012-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-18541d1b22f843909b816b09dd9148132022-12-21T17:51:04ZengMDPI AGMolecules1420-30492012-04-011743969398010.3390/molecules17043969Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline DerivativesMeiying HuYong ZengYueye DengQunfang WengJingfei HuangBased on the original structure of harmine, several novel 1,2,3,4-tetrahydro-β-carboline, β-carboline and 1-substituted-β-carboline derivatives bearing a substituted carbohydrazide group at C-3 were designed and synthesized to investigate the structure-activity relationship of their analogues. All of the compounds were characterized by infrared (IR), proton and carbon nuclear magnetic resonance (1H-NMR, 13C-NMR), and mass spectroscopy (MS). The bioassay tests showed that N'-benzylidene-1-phenyl-β-carboline-3-carbohydrazide (C25H18N4O, m.w. 390.4) (c2) and N'-(4-trifluoromethyl-benzylidene)-1-phenyl-β-carboline-3-carbohydrazide (C26H17N4OF3, m.w. 458) (d2) exhibited good inhibitory activity against dicotyledonous and monocotyledonous weeds, with EC50 values of 4.83 µM and 14.25 µM, respectively.http://www.mdpi.com/1420-3049/17/4/3969/N'-substituted-1,2,3,4-β-tetrahydro-β-carboline-3-carbohydrazideβ-carbolineN'-substituted-β-carboline-3-carbohydrazides1-substituted-β-carboline-3-carbohydrazidesherbicidal activity |
| spellingShingle | Meiying Hu Yong Zeng Yueye Deng Qunfang Weng Jingfei Huang Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives Molecules N'-substituted-1,2,3,4-β-tetrahydro-β-carboline-3-carbohydrazide β-carboline N'-substituted-β-carboline-3-carbohydrazides 1-substituted-β-carboline-3-carbohydrazides herbicidal activity |
| title | Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives |
| title_full | Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives |
| title_fullStr | Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives |
| title_full_unstemmed | Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives |
| title_short | Synthesis and Herbicidal Activity Evaluation of Novel β-Carboline Derivatives |
| title_sort | synthesis and herbicidal activity evaluation of novel β carboline derivatives |
| topic | N'-substituted-1,2,3,4-β-tetrahydro-β-carboline-3-carbohydrazide β-carboline N'-substituted-β-carboline-3-carbohydrazides 1-substituted-β-carboline-3-carbohydrazides herbicidal activity |
| url | http://www.mdpi.com/1420-3049/17/4/3969/ |
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