Synthesis of 1-Amino-3-[(dihydroxyboryl)methyl]- cyclobutanecarboxylic Acid as a Potential Therapy Agent

2004 ◽  
Vol 69 (24) ◽  
pp. 8280-8286 ◽  
Author(s):  
George W. Kabalka ◽  
Min-Liang Yao
1972 ◽  
Vol 11 (3) ◽  
pp. 347-360 ◽  
Author(s):  
J.E. Katon ◽  
Roscoe O. Carter ◽  
Wilbur Yellin

1993 ◽  
Vol 58 (12) ◽  
pp. 2987-2993 ◽  
Author(s):  
Jarmila Vinšová ◽  
Karel Kosař ◽  
Evžen Kasafírek

A series of chiral spirocyclic cyclodipeptides of the general formula I was synthesized; the aim was to determine how the substitution of cyclobutane for cyclopentane in cyclo(-alanyl-1-amino-1-cyclopentanecarbonyl-) would influence the inhibition of the proliferative activity of the caudal morphogenic system (CMS) of Chick embryos. Spirocyclic cyclodipeptides Ia - Il were obtained by cyclization of linear dipeptides IIa - IIf, prepared by condensation of protected amino acids by DCCI method. The inhibition was investigated by the Chick Embryotoxicity Screening Test. The results show generally lower activity in the tested series, as compared with derivatives containing 1-amino-1-cyclopentanecarboxylic acid.


1949 ◽  
Vol 14 (6) ◽  
pp. 1036-1038 ◽  
Author(s):  
JAMES CASON ◽  
CHARLES F. ALLEN

1968 ◽  
Vol 110 (3) ◽  
pp. 499-509 ◽  
Author(s):  
A. E. Senior ◽  
H. S. A. Sherratt

1. The effects of the hypoglycaemic compound pent-4-enoic acid, and of four structurally related non-hypoglycaemic compounds (pent-2-enoic acid, pentanoic acid, cyclopropanecarboxylic acid and cyclobutanecarboxylic acid), on several reactions in rat liver mitochondria were determined. 2. The use of manometric techniques for measurements of oxidations and of phosphorylation is critically discussed. 3. Pent-4-enoic acid and pentanoic acid uncoupled oxidative phosphorylation at low concentrations, but usually by not more than about 50%. 4. All the compounds, except cyclobutanecarboxylic acid, strongly inhibited the oxidation of pyruvate and 2-oxoglutarate, but the oxidations of succinate, citrate and 3-hydroxybutyrate were not strongly inhibited. 5. All the compounds, except cyclobutanecarboxylic acid, inhibited decarboxylation of [1−14C]pyruvate with ferricyanide as electron acceptor. 6. All the compounds, except pent-2-enoic acid, caused mitochondrial swelling after a time-lag.


1994 ◽  
Vol 59 (1) ◽  
pp. 195-202 ◽  
Author(s):  
Jarmila Vinšová ◽  
Karel Kosař ◽  
Evžen Kasafírek

Spirocyclic cyclodipeptides with 1-amino-1-cyclohexanecarboxylic acid of the general formula cyclo(-Ach-A-), where A is Gly, L-Ala, D-Ala, L-Val, D-Val, L-Leu, D-Leu, D-Pgl, L-Phe or D-Phe, have been prepared by cyclization of the corresponding linear dipeptide methyl esters. The peptides cyclo(-L- or D-Ala-Ach-), cyclo(-L-Val-Ach-) and cyclo(-D-Leu-Ach-) show higher activity in the Chick Embryotoxicity Screening Test when compared with derivatives containing 1-amino-1-cyclopentanecarboxylic acid or 1-amino-1-cyclobutanecarboxylic acid.


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