Diketopiperazines


Also found in: Medical.

Diketopiperazines

 

six-membered heterocyclic compounds that are piperazine derivatives. They are cyclic anhydrides of ±-amino acids:

Diketopiperazines are colorless crystals. Neutral compounds, they are readily soluble in hot water, but only slightly soluble in cold water. The hydrolysis of diketopiperazines yields dipeptides, then amino acids. Sodium in alcohol reduces diketopiperazines to piperazines.

Diketopiperazines can be made by cyclizing a-amino acids or their esters; they can also be isolated from the hydrolisates of proteins.

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References in periodicals archive ?
Cyclo(L-Tyr-L-Pro) (diketopiperazine) and o-hydroxyemodin (anthraquinone) exhibited potent inhibitory effect on HCV NS3-NS4A protease with mild interfere with human physiological processes requiring trypsin activity, which warrants for further investigation of other members of these widely distributed class of diketopiperazines and anthraquinones in marine and terrestrial metabolites.
Chemical Constituents and Antiviral Activity from Marine Endophytic Fungi from Red Sea Alga Padina pavonica
Chicarelli-Robinson et al., "Inhibition of plasminogen activator inhibitor-1 activity by two diketopiperazines, XR330 and XR334 produced by Streptomyces sp.," Journal of Antibiotics, vol.
Bioactivity-Guided Fractionation of the Traditional Chinese Medicine Resina Draconis Reveals Loureirin B as a PAI-1 Inhibitor
Van De Venter, "The biological activity of the histidine-containing diketopiperazines cyclo(His-Ala) and cyclo(His-Gly)," Peptides, vol.
Singh, "Synthesis and antiviral properties of arabino and ribonucleosides of 1,3-dideazaadenine, 4-nitro-1,3-dideazapurine and diketopiperazine," Nucleosides, Nucleotides and Nucleic Acids, vol.
Antagonistic Properties of Some Halophilic Thermoactinomycetes Isolated from Superficial Sediment of a Solar Saltern and Production of Cyclic Antimicrobial Peptides by the Novel Isolate Paludifilum halophilum
Ampio Pharmaceuticals Inc (Nasdaq:AMPE), a developer of proprietary drugs, announced on Thursday that it has been granted a Canadian patent with broad claims directed to 'METHOD OF USING DIKETOPIPERAZINES AND COMPOSITION CONTAINING THEM'.
Ampio Pharmaceuticals awarded key IP Canadian patent related to Ampion
Evaluation of purine alkaloids and diketopiperazines contents in processed cocoa powder.
Centesimal and mineral composition of powdered carob and its use on preparation and acceptability of an ice cream/Composicao centesimal e mineral da alfarroba em po e sua utilizacao na elaboracao e aceitabilidade em sorvete
Cellular origin of chlorinated diketopiperazines in the dictyoceratid sponge Dysidea herbacea (Keller).
Chemical defenses: from compounds to communities
The first patent is directed to a unique class of compounds that combine elements of diketopiperazines (same class as Ampion) and methylphenidate derivatives.
Ampio Pharmaceuticals adds two new patents to portfolio

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