Collect. Czech. Chem. Commun.
1994, 59, 195-202
https://doi.org/10.1135/cccc19940195
Spirocyclic Dipeptides of 1-Amino-1-cyclohexanecarboxylic Acid
Jarmila Vinšováa, Karel Kosařb and Evžen Kasafírekc
a Department of Organic Chemistry, Faculty of Pharmacy, Charles University, 501 65 Hradec Králové, Czech Republic
b Department of Biological and Medical Sciences, Faculty of Pharmacy, Charles University, 501 65 Hradec Králové, Czech Republic
c Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3, Czech Republic
Abstract
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.
