105852-47-9Relevant academic research and scientific papers
Difluoromethyleneketone retroamide, a versatile concept of inactivation of proteolytic enzymes
Schirlin,Baltzer,Altenburger,Tarnus,Remy
, p. 305 - 318 (2007/10/02)
The synthesis of difluoromethyleneketone retroamides is described. Several examples of application to aspartyl or seryl proteases illustrate the versatility of this inactivation concept. Copyright
Novel synthesis of a dihydroxyethylene isostere of renin inhibitors
Atsuumi,Ikeura,Honma,Morishima
, p. 2164 - 2166 (2007/10/02)
A dihydroxyethylene isostere, (2S,3R,4S)-4-amino-5-cyclohexyl-1-morpholino-2,3-pentanediol (ACMP, 1), which is a component of non-peptidic, orally active, low-molecular-weight renin inhibitors, was synthesized stereospecifically starting from 3-cyclohexyl
Dipeptide Isosteres. 2. Synthesis of Hydroxyethylene Dipeptide Isostere Diastereomers From a Common γ-Lactone Intermediate. Preparation of Renin and HIV-1 Protease Inhibitor Transition State Mimics.
Baker, William R.,Pratt, John K.
, p. 8739 - 8756 (2007/10/02)
A general strategy for the synthesis of the hydroxyethylene dipeptide isostere diastereomers C or D has been developed.The syntheses proceeded through a common γ-lactone intermediate A or B.The C(3α)γ-lactone diastereomer A was prepared from the N-Cbz pro
PEPTIDES RETROVIRAL PROTEASE INHIBITORS COMPRISING 2-AMINO-2-METHYLPROPIONIC ACID
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, (2008/06/13)
Antiviral peptides of the formula STR1 in which W is an amino protecting group,A,B,D,E and L each independently is a direct bond, or a radical of the formula STR2 R 1 and R 2 each independently is cycloakyl or optionally substituted alkyl or alkenyl,Y is--NHR 10, andR 10 is cycloalkyl or optionally substituted alkyl, and their physiologically acceptable salts.The formula includes a 2-amino-2-methylpropionic acid (AiB) residue, which may optionally be protected, as the N-terminal α-amino acid. The peptides are expected to be useful as medicaments, in particular as antiviral agents in human and veterinary medicine. The peptides are shown to inhibit aspartyl proteases including human immunodeficiency virus (HIV) protease, to have anti-HIV activity and to inhibit the proliferation of HIV in HIV-I infected human lymphocytes. The peptides are expected to be useful in treating patients having HIV related disorders such as ARC and AIDS.
Stereoselective silver triflate-mediated iodocyclization of carbamates
Guindon,Slassi,Ghiro,Bantle,Jung
, p. 4257 - 4260 (2007/10/02)
Iodocyclization of carbamates involving electron-deficient olefins, (i.e. α,β-unsaturated esters) is greatly facilitated by the use of silver(l) triflate and proceeds with excellent trans ring stereoselectivity. During this process, the resultant iodides can undergo epimerization, the rate of which is solvent-dependent.
Renin inhibitors. I. Synthesis and structure-activity relationship of transition-state inhibitors containing homostatine analogues at the scissile bond
Atsuumi,Nakano,Koike,Tanake,Matsuyama,Nakano,Morishima
, p. 364 - 370 (2007/10/02)
The synthesis and structure-activity relationships of transition-state renin inhibitors containing the homostatine analogues at the scissile bond are described. These inhibitors incorporate the amino acid side chains corresponding to positions 7-12 (Psub
NOVEL 5-AMINO-4-HYDROXYVALERYL DERIVATIVES
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, (2008/06/13)
Compounds of the formula STR1 in which R 1 represents hydrogen or acyl, A represents an optionally N-alkylated α-amino acid residue which is bonded N-terminally to R 1 and C-terminally to the group--NR 2--, R 2 represents hydrogen or lower alkyl, R 3 represents hydrogen, lower alkyl, optionally etherified or esterified hydroxy-lower alkyl, cycloalkyl, cycloalkyl-lower alkyl, bicycloalkyl-lower alkyl, tricycloalkyl-lower alkyl, aryl or aryl-lower alkyl, R 4 represents hydroxy or etherified or esterified hydroxy, R 5 represents lower alkyl having 2 or more carbon atoms, optionally etherified or esterified hydroxy-lower alkyl, cycloalkyl, cycloalkyl-lower alkyl, bicycloalkyl, bicycloalkyl-lower alkyl, tricycloalkyl, tricycloalkyl-lower alkyl, aryl, aryl-lower alkyl, optionally substituted carbamoyl, optionally substituted amino, optionally substituted hydroxy or optionally substituted mercapto and R 6 represents substituted amino, and salts of such compounds having salt-forming groups inhibit the blood pressure-increasing action of the enzyme renin and can be used as antihypertensives.
Antihypertensive 5-amino-4-hydroxyvaleryl derivatives substituted by sulphur-containing groups
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, (2008/06/13)
Compounds of the formula STR1 in which R1 represents acyl substituted by a thio, sulphinyl or sulphonyl group, A represents an optionally N-alkylated α-amino acid residue that is bonded N-terminally to R1 and C-terminally to the grou
Synthesis and biological activity of some transition-state inhibitors of human renin
Buhlmayer,Caselli,Fuhrer,Goschke,Rasetti,Rueger,Stanton,Criscione,Wood
, p. 1839 - 1846 (2007/10/02)
A series of renin inhibitors containing the dipeptide transition state mimics (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-7-methyloctanoic acid (Leu-(OH)-Val) and (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-cyclohexylhexanoic acid (Cha-(OH)-Val) was prepared.
