Journal ArticleDOI
Stereoselective ring contraction of 2,5-diketopiperazines: An innovative approach to the synthesis of promising bioactive 5-membered scaffolds.
Thibault Coursindel,Audrey Restouin,Georges Dewynter,Jean Martinez,Yves Collette,Isabelle Parrot +5 more
TLDR
Ring contraction of 2,5-diketopiperazines by TRAL-alkylation led to the stereoselective synthesis of original pyrrolidine-2,4-diones, a novel series of promising molecules with moderate anti-proliferative activity on breast cancer cells.About:
This article is published in Bioorganic Chemistry.The article was published on 2010-10-01. It has received 19 citations till now. The article focuses on the topics: Diketopiperazines.read more
Citations
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Journal ArticleDOI
2,5-Diketopiperazines in Food and Beverages: Taste and Bioactivity.
TL;DR: The occurrence, taste, and bioactivity of all simple naturally occurring 2,5-DKPs to date have been reviewed and those found in food from yeasts, fungi, and bacteria that have been used in food preparation or contamination, as well as metabolites of sweeteners and antibiotics added to food are also reviewed.
Journal ArticleDOI
The algicidal activity of Aeromonas sp. strain GLY-2107 against bloom-forming Microcystis aeruginosa is regulated by N-acyl homoserine lactone-mediated quorum sensing
TL;DR: It is suggested that a QS-regulated algicidal system may have potential use for the development of a novel control strategy for harmful cyanobacterial blooms.
Journal ArticleDOI
Palladium-Catalyzed Modular Synthesis of Substituted Piperazines and Related Nitrogen Heterocycles.
TL;DR: A novel method for the modular synthesis of highly substituted piperazines and related bis-nitrogen heterocycles via a palladium-catalyzed cyclization reaction is reported, resulting in good yields and high regio- and stereochemical control.
Journal ArticleDOI
Cyclic dipeptides produced by fungus Eupenicillium brefeldianum HMP-F96 induced extracellular alkalinization and H2O2 production in tobacco cell suspensions
TL;DR: This study represents the first report of the occurrence of cyclic dipeptides in E. brefeldianum and of their activities of inducing extracellular alkalinization and H2O2 production in tobacco cell suspensions.
Journal ArticleDOI
A New Benzotriazole‐Mediated Stereoflexible Gateway to Hetero‐2,5‐diketopiperazines
Jean-Christophe Monbaliu,Finn K. Hansen,Lucas K. Beagle,Matthew J. Panzner,Peter J. Steel,Ekaterina Todadze,Christian V. Stevens,Alan R. Katritzky,Alan R. Katritzky +8 more
TL;DR: A mechanistic investigation, based on chiral HPLC, kinetics, and computational studies enabled a rationalization of the results.
References
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Book
The practice of medicinal chemistry
TL;DR: Section 1 - General Aspects of Medicinal Chemistry Section 2 - Lead Compound Discovery Strategies Section 3 - Primary Exploration of Structure-Activity Relationships Section 4 - Substituents and Functions: Qualitative and Quantitative aspects of structure- activity Relationships.
Journal ArticleDOI
Amide bond formation and peptide coupling
TL;DR: In this article, the authors propose a method to solve the problem of "uniformity" in the literature: 1.0040−4020/$ doi:10.1016/
Journal ArticleDOI
Recent development of peptide coupling reagents in organic synthesis
So-Yeop Han,Young-Ah Kim +1 more
TL;DR: Among many, coupling reagents responsible for the formation of azide, mixed anhydride, and acid halide intermediates have gained substantial popularity in peptide coupling reactions and have particularly attracted organic chemists in their synthesis of complex molecules.
Journal ArticleDOI
Bioactive cyclic dipeptides.
TL;DR: It appears that cyclic dipeptides are a relatively unexplored class of bioactive peptides that may hold great promise for the future.
Journal ArticleDOI
Diketopiperazines : biological activity and synthesis
TL;DR: The biological properties of disubstituted 2,5-diketopiperazines and the corresponding synthetic procedures that allow the generation of large arrays of derivatives with interesting biological applications are described.
Related Papers (5)
Structures, Sensory Activity, and Dose/Response Functions of 2,5-Diketopiperazines in Roasted Cocoa Nibs (Theobroma cacao)
Timo D. Stark,Thomas Hofmann +1 more