Influence of the position of the side chain hydroxy group on the biological properties of prostaglandins

1975 ◽  
Vol 16 (48) ◽  
pp. 4217-4220 ◽  
Author(s):  
P.W. Collins ◽  
E.Z. Dajani ◽  
M.S. Bruhn ◽  
C.H. Brown ◽  
J.R. Palmer ◽  
...  
1976 ◽  
Vol 7 (10) ◽  
pp. no-no
Author(s):  
P. W. COLLINS ◽  
E. Z. DAJANI ◽  
M. S. BRUHN ◽  
C. H. BROWN ◽  
J. R. PALMER ◽  
...  

1998 ◽  
Vol 41 (7) ◽  
pp. 1185-1194 ◽  
Author(s):  
Alejandro Santillán, ◽  
Xiangdong Zhang ◽  
Jon Hardesty ◽  
William R. Widger ◽  
Kohn

2021 ◽  
Vol 18 ◽  
Author(s):  
Sarah Kappler ◽  
Andreas Siebert ◽  
Uli Kazmaier

Introduction: Miuraenamides belong to marine natural compounds with interesting biological properties. Materials and Methods: They initiate polymerization of monomeric actin and therefore show high cytotoxicity by influencing the cytoskeleton. New derivatives of the miuraenamides have been synthesized containing a N-methylated amide bond instead of the more easily hydrolysable ester in the natural products. Results: Incorporation of an aromatic side chain onto the C-terminal amino acid of the tripeptide fragment also led to highly active new miuraenamides. Conclusion: We could show that the ester bond of the natural product miuraenamide can be replaced by an N-methyl amide. The yields in the cyclization step are high and generally much better that with the corresponding esters. On the other hand, the biological activity of the new amide analogs are lower compared to the natural products, but the activity can significantly be increased by incorporation of a p-nitrophenyl group at the C-terminus of the peptide fragment.


1987 ◽  
Vol 30 (1) ◽  
pp. 20-24 ◽  
Author(s):  
Wilhelmus J. Vloon ◽  
Cornelis Kruk ◽  
Upendra K. Pandit ◽  
Hendricus P. Hofs ◽  
John G. McVie

Heterocycles ◽  
1997 ◽  
Vol 45 (3) ◽  
pp. 575 ◽  
Author(s):  
Toru Koizumi ◽  
Jian Zhang ◽  
Shinichi Saito ◽  
Tamiko Takahashi

Tetrahedron ◽  
1995 ◽  
Vol 51 (38) ◽  
pp. 10491-10496 ◽  
Author(s):  
R. Klopsch ◽  
A.-D. Schlüter
Keyword(s):  

1987 ◽  
Vol 65 (9) ◽  
pp. 2179-2181 ◽  
Author(s):  
Alain Martel ◽  
Jean-Paul Daris ◽  
Carol Bachand ◽  
Marcel Menard

Aldol condensation of the magnesium enolate derived from anhydro-6,6-dibromopenicillin with acetaldehyde allows for the stereospecific introduction of a 1-R-hydroxyethyl substituent at C-6. Protection of the hydroxy group followed by reductive dehalogenation provides anhydro-6(α)-[(1-R)-(tert;-butyldimethylsilyloxy)-ethyl]-penicillin, an intermediate in the synthesis of thienamycin. A high yield conversion of this anhydro derivative to (4-R)-acetoxy-(3-S)-[(1-R)-(tert-butyldimethylsilyloxy-ethyl]-azetidin-2-one (5) is also reported.


ChemInform ◽  
1987 ◽  
Vol 18 (23) ◽  
Author(s):  
W. J. VLOON ◽  
C. KRUK ◽  
U. K. PANDIT ◽  
H. P. HOFS ◽  
J. G. MCVIE

2010 ◽  
Vol 9 (1) ◽  
pp. 37-73 ◽  
Author(s):  
Amro Abd alFattah Amara

This review describes the Polyhydroxyalkanoate (PHA), an intracellular biodegradable microbial polymer. PHAs is formed from different types of three hydroxyalkanoic acids monomers, each unit forms an ester bond with the hydroxyl group of the other one and the hydroxyl substituted carbon has R configuration. The C-3 atom in β position is branched with at least one carbon atom in the form of methyl group (C1) to thirteen carbons in the form of tridecyl (C13). This alkyl side chain is not necessarily saturated. PHAs are biosynthesized through regulated pathways by specific enzymes. PHAs are accumulated in bacterial cells from soluble to insoluble form as storage materials inside the inclusion bodies during unbalanced nutrition or to save organisms from reducing equivalents. PHAs are converted again to soluble components by PHAs depolymerases and the degraded materials enter various metabolic pathways. Until now, four classes of enzymes responsible for PHAs polymerization are known. PHAs were well studied regarding their promising applications, physical, chemical and biological properties. PHAs are biodegradable, biocompatible, have good material properties, renewable and can be used in many applications. The most limiting factor in PHAs commercialization is their high cost compared to the petroleum plastics. This review highlights the new knowledge and that established by the pioneers in this field as well as the factors, which affect PHAs commercialization.


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