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Cyclic Octamer Peptoids: Simplified Isosters of Bioactive Fungal Cyclodepsipeptides
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- Assunta D’Amato
- Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy
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- Giorgio Della Sala
- Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy
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- Irene Izzo
- Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy
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- Chiara Costabile
- Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy
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- Yuichi Masuda
- Graduate School of Bioresources, Mie University, 1577 Kurimamachiya-cho, Tsu 514-8507, Japan
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- Francesco De Riccardis
- Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy
Bibliographic Information
- Published
- 2018-07-19
- Resource Type
- journal article
- Rights Information
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- https://creativecommons.org/licenses/by/4.0/
- DOI
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- 10.3390/molecules23071779
- Publisher
- MDPI AG
Description
<jats:p>Cyclic peptoids have recently emerged as an important class of bioactive scaffolds with unique conformational properties and excellent metabolic stabilities. In this paper, we describe the design and synthesis of novel cyclic octamer peptoids as simplified isosters of mycotoxin depsipeptides bassianolide, verticilide A1, PF1022A and PF1022B. We also examine their complexing abilities in the presence of sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (TFPB) salt and explore their general insecticidal activity. Finally, we discuss the possible relationship between structural features of free and Na+-complexed cyclic octamer peptoids and bioactivities in light of conformational isomerism, a crucial factor affecting cyclic peptoids’ biomimetic potentials.</jats:p>
Journal
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- Molecules
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Molecules 23 (7), 1779-, 2018-07-19
MDPI AG
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Keywords
- Models, Molecular
- conformational isomerism; cyclic peptoids; cyclodepsipeptides; insecticidal activity; peptidomimetics; structure-based design
- cyclodepsipeptides
- Insecticides
- Magnetic Resonance Spectroscopy
- Protein Conformation
- Organic chemistry
- cyclic peptoids
- Article
- insecticidal activity
- Fungal Proteins
- Peptoids
- Structure-Activity Relationship
- QD241-441
- Isomerism
- Depsipeptides
- conformational isomerism
- Animals
- Molecular Structure
- Mycotoxins
- Bombyx
- structure-based design
- peptidomimetics
- Protein Multimerization
Details 詳細情報について
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- CRID
- 1360004239508169856
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- ISSN
- 14203049
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- HANDLE
- 11386/4715168
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- PubMed
- 30029532
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- Article Type
- journal article
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- Data Source
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- Crossref
- KAKEN
- OpenAIRE
