Abstract
In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, we have synthesized eighteen alkyl/alkenylacyloxy derivatives at the C-28 position adopting exo-configuration of toosendanin (3a-r) by the reaction of toosendanin with fatty acids in the presence of N,N’-diisopropylcarbodiimide and 4- dimethylaminopyridine. Their activity was preliminarily evaluated against the pre-third-instar larvae of Mythimna separata Walker in vivo. Especially compounds 3e and 3o displayed the more promising insecticidal activity than their natural precursor, toosendanin. It suggested that for the n-alkyloyloxy series derivatives, the proper length of the side chain R at the C-28 position of toosendanin was very important for their insecticidal activity.
Keywords: C28-alkyl/alkenylacyloxy, botanical insecticide, combinatorial synthesis, insecticidal activity, toosendanin.
Combinatorial Chemistry & High Throughput Screening
Title:Combinatorial Synthesis of A Series of Alkyl/Alkenylacyloxy Derivatives at the C-28 Position of Toosendanin as Insecticidal Agents
Volume: 16 Issue: 5
Author(s): Junliang Zhang, Huan Qu, Xiang Yu, Xiaoyan Zhi, Hui Chen and Hui Xu
Affiliation:
Keywords: C28-alkyl/alkenylacyloxy, botanical insecticide, combinatorial synthesis, insecticidal activity, toosendanin.
Abstract: In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, we have synthesized eighteen alkyl/alkenylacyloxy derivatives at the C-28 position adopting exo-configuration of toosendanin (3a-r) by the reaction of toosendanin with fatty acids in the presence of N,N’-diisopropylcarbodiimide and 4- dimethylaminopyridine. Their activity was preliminarily evaluated against the pre-third-instar larvae of Mythimna separata Walker in vivo. Especially compounds 3e and 3o displayed the more promising insecticidal activity than their natural precursor, toosendanin. It suggested that for the n-alkyloyloxy series derivatives, the proper length of the side chain R at the C-28 position of toosendanin was very important for their insecticidal activity.
Export Options
About this article
Cite this article as:
Zhang Junliang, Qu Huan, Yu Xiang, Zhi Xiaoyan, Chen Hui and Xu Hui, Combinatorial Synthesis of A Series of Alkyl/Alkenylacyloxy Derivatives at the C-28 Position of Toosendanin as Insecticidal Agents, Combinatorial Chemistry & High Throughput Screening 2013; 16 (5) . https://dx.doi.org/10.2174/1386207311316050004
DOI https://dx.doi.org/10.2174/1386207311316050004 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
Call for Papers in Thematic Issues
Artificial Intelligence Methods for Biomedical, Biochemical and Bioinformatics Problems
Recently, a large number of technologies based on artificial intelligence have been developed and applied to solve a diverse range of problems in the areas of biomedical, biochemical and bioinformatics problems. By utilizing powerful computing resources and massive amounts of data, methods based on artificial intelligence can significantly improve the ...read more
Eco-friendly Agents for Biological Control of Pathogenic Diseases
The discovery of an alternative biological approach to disease management includes work on medicinal products derived from natural sources as a starting point for the development of eco-friendly agents for these diseases and the injuries they cause, as well as reducing human contact with hazardous chemicals and their residues. We ...read more
Emerging trends in diseases mechanisms, noble drug targets and therapeutic strategies: focus on immunological and inflammatory disorders
Recently infectious and inflammatory diseases have been a key concern worldwide due to tremendous morbidity and mortality world Wide. Recent, nCOVID-9 pandemic is a good example for the emerging infectious disease outbreak. The world is facing many emerging and re-emerging diseases out breaks at present however, there is huge lack ...read more
Exploring Spectral Graph Theory in Combinatorial Chemistry
Scope of the Thematic Issue: Combinatorial chemistry involves the synthesis and analysis of a large number of diverse compounds simultaneously. Traditional methods rely on brute force experimentation, which can be time-consuming and resource-intensive. Spectral Graph Theory, a branch of mathematics dealing with the properties of graphs in relation to the ...read more
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers