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Diketopiperazines
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Definition
: Piperazines with two keto oxygens.
Pharmacological Action
Anti-Bacterial Agents
Examples
Razoxane
Other names
Diketopiperazine Compounds; Pyrrolopiperazinediones; Pyrrolodiketopiperazines; Piperazinediones; Diketopiperazine Ion (1-
); Diketopiperazine
Substance
CAS Registry & name
Categories
Source
Drugs
*
3-
(3-
benzoylbenzylidene)-
6-
((5-
tert-
butyl-
1H-
imidazol-
4-
yl)methylene)piperazine-
2,5-
dione
0
*Imidazoles
*Diketopiperazines.
J Med Chem. 2012 Feb 9;55(3):1056-71.
3-
((5-
tert-
butyl-
1H-
imidazol-
4-
yl)methylene)-
6-
(2,5-
difluorobenzylidene)piperazine-
2,5-
dione
0
*Imidazoles
*Diketopiperazines.
J Med Chem. 2012 Feb 9;55(3):1056-71.
cyclo-
(4-
S-
hydroxy-
R-
proline-
R-
isoleucine)
0
*Peptides, Cyclic
*Diketopiperazines.
Mar Drugs. 2011;9(11):2469-78
3-
(2,3-
dihydro-
1H-
inden-
2-
yl)-
1-
(1-
(2,6-
dimethyl-
3-
pyridinyl)-
2-
(4-
morpholinyl)-
2-
oxoethyl)-
6-
(1-
methylpropyl)-
2,5-
piperazinedione
0
*Morpholines
*Diketopiperazines
Oxytocin/antagonists & inhibitors.
J Med Chem. 2012 Jan 26;55(2):783-96.
glionitrin B
0
*Diketopiperazines.
J Nat Prod. 2011 Oct 28;74(10):2309-12
pestalazine A
0
*Indole Alkaloids
*Diketopiperazines.
Nat Prod. 2008 Nov;71(11):1861-5
4-
(4-
((1-
butyl-
3-
(cyclohexyl(hydroxy)methyl)-
2,5-
dioxo-
1,4,9-
triazaspiro(5.5)undec-
9-
yl)methyl)phenoxy)benzoic acid
0
*Benzoic Acids
*Diketopiperazines
Receptors, CCR5/antagonists & inhibitors.
Bioorg Med Chem 2011 Jul 1;19(13):4028-42
protubonine B
0
*Diketopiperazines
Alkaloids.
J Nat Prod. 2011 May 27;74(5):1284-7
protubonine A
0
*Diketopiperazines
Alkaloids.
J Nat Prod. 2011 May 27;74(5):1284-7
nocardioazine B
0
*Diketopiperazines.
Org Lett. 2011 May 20;13(10):2770-3
nocardioazine A
0
*Diketopiperazines.
Org Lett. 2011 May 20;13(10):2770-3
deoxyapoaranotin
0
*Disulfides
*Diketopiperazines.
J Appl Microbiol 2011 Jan;110(1):304-13
acetylapoaranotin
0
*Disulfides
*Diketopiperazines.
J Appl Microbiol 2011 Jan;110(1):304-13
bacillusamide A
0
*Diketopiperazines.
Chem Pharm Bull (Tokyo). 2011;59(1):106-8
bacillusamide B
0
*Diketopiperazines.
Chem Pharm Bull (Tokyo). 2011;59(1):106-8
pestalazine B
0
*Indole Alkaloids
*Diketopiperazines.
Org Biol Chem 2010 Nov 21;8(22):5179-86
7-
O-
methylvariecolortide A
0
*Indole Alkaloids
*Diketopiperazines.
Nat Prod Commun 2010 Oct;5(10):1583-6
dimerumic acid
0
*Hydroxamic Acids
*Diketopiperazines.
Free Radic Biol Med 2000 Mar 15;28(6):999-1004
ent-
cycloechinulin
0
*Diketopiperazines.
Chem Pharm Bull (Tokyo). 2010;58(5):717-9
novoamauromine
0
*Diketopiperazines.
Chem Pharm Bull (Tokyo). 2010;58(5):717-9
1,4-
N,N-
(phenylethyl)piperazine-
2,5-
dione
0
*Diketopiperazines.
Amino Acids 2010 Mar;38(3):829-37
glionitrin A
0
*Diketopiperazines.
J Nat Prod. 2009 Feb 27;72(2):248-52
erythrochelin
0
*Oligopeptides
*Diketopiperazines.
Chem Biol. 2010 Feb 26;17(2):160-73
eleutherazine A
0
*Diketopiperazines.
J Asian Nat Prod Res. 2010 Jan;12(1):51-5
eleutherazine B
0
*Diketopiperazines.
J Asian Nat Prod Res. 2010 Jan;12(1):51-5
5-
(aminomethyl)piperazine-
2,3-
dione
0
*Diketopiperazines
Receptors, N-Methyl-D-Aspartate/antagonists & inhibitors.
Bioorg Med Chem Lett 2009 Jul 15;19(14):3832-5
3-
(aminomethyl)piperazine-
2,5-
dione
0
*Diketopiperazines
Receptors, N-Methyl-D-Aspartate/antagonists & inhibitors.
Bioorg Med Chem Lett 2009 Jul 15;19(14):3832-5
naseseazine B
0
*Diketopiperazines.
Org Lett. 2009 Sep 3;11(17):3862-5
naseseazine A
0
*Diketopiperazines.
Org Lett. 2009 Sep 3;11(17):3862-5
6,6'-
bis(chloromethyl)-
1,1',4,4'-
tetramethyl-
3,3'-
(p-
phenylenedimethylene)bis(piperazine-
2,5-
dione)
0
*Diketopiperazines.
Acta Crystallogr C. 2009 Aug;65(Pt 8):o381-4
cyclo-
L-
glycyl-
L-
2-
allylproline
0
*Peptides, Cyclic
*Diketopiperazines.
Br J Pharmacol 2009 Feb;156(4):662-72
DKP101516
0
*Peptides, Cyclic
*Diketopiperazines.
Exp Neurol 2008 Dec;214(2):331-40
PJ 157
0
*Diketopiperazines.
J Asian Nat Prod Res 2007 Apr-Aug;9(3-5):197-201
PJ 147
0
*Diketopiperazines.
J Asian Nat Prod Res 2007 Apr-Aug;9(3-5):197-201
NPI 2358
0
*Diketopiperazines.
Anticancer Drugs 2006 Jan;17(1):25-31
phenylahistin
0
*Diketopiperazines.
J Antibiot (Tokyo) 1999 Feb;52(2):134-41
desferricoprogen
100811-54-9
*Hydroxamic Acids
*Diketopiperazines
Siderophores.
J Bacteriol 1986;165(1):283