ChemInform Abstract: Synthesis and Biological Properties of Side-Chain-Modified Bleomycins.

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

Synthesis of new cyclopeptide analogues of the miuraenamides

2021 ◽  
Vol 18 ◽  
Author(s):  
Sarah Kappler ◽  
Andreas Siebert ◽  
Uli Kazmaier
Keyword(s):  
Natural Products ◽  
Biological Properties ◽  
Amide Bond ◽  
Side Chain ◽  
Aromatic Side Chain ◽  
Highly Active ◽  
C Terminus ◽  
Terminal Amino ◽  
High Cytotoxicity ◽  
Derivatives Of

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.

Synthesis and biological properties of side-chain-modified bleomycins

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

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 ◽  
...  
Keyword(s):  
Hydroxy Group ◽  
Biological Properties ◽  
Side Chain

scholarly journals Polyhydroyalkanoates: from Basic Research and Molecular Biology to Application

2010 ◽  
Vol 9 (1) ◽  
pp. 37-73 ◽  
Author(s):  
Amro Abd alFattah Amara
Keyword(s):  
Inclusion Bodies ◽  
Basic Research ◽  
Biological Properties ◽  
Hydroxyl Group ◽  
Side Chain ◽  
Limiting Factor ◽  
Bacterial Cells ◽  
Different Types ◽  
Insoluble Form ◽  
Soluble Components

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.

scholarly journals Diterpene Lactones with Labdane, Halimane and Clerodane Frameworks

2011 ◽  
Vol 6 (4) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Lúcia Silva ◽  
Arlindo C. Gomes ◽  
Jesus M. L. Rodilla
Keyword(s):  
Biological Properties ◽  
Side Chain ◽  
Lactone Group

The labdane, halimane and clerodane type diterpenoids are compounds that have been isolated in plants of several families. These molecules and their derivatives with a lactone group on the side chain or on the decaline system, have a great interest because of their biological properties as insect antifeedant, antiviral, cytotoxic and trypanocidal. The scope of this review is lactones diterpenoids with labdane, halimane and clerodane frameworks.

Methotrexate analogs. 3. Synthesis and biological properties of some side-chain altered analogs

1974 ◽  
Vol 17 (11) ◽  
pp. 1212-1216 ◽  
Author(s):  
Michael Chaykovsky ◽  
Andre Rosowsky ◽  
Nickolas Papathanasopoulos ◽  
Katherine K. N. Chen ◽  
Edward J. Modest ◽  
...  
Keyword(s):  
Biological Properties ◽  
Side Chain

scholarly journals Chemical and biological properties of mycobactins isolated from various mycobacteria

1969 ◽  
Vol 115 (5) ◽  
pp. 1031-1045 ◽  
Author(s):  
G. A. Snow ◽  
A. J. White
Keyword(s):  
Growth Promotion ◽  
Biological Properties ◽  
Antagonistic Effect ◽  
Side Chain ◽  
Small Scale ◽  
Lag Phase ◽  
Acid Moiety ◽  
Different Strains ◽  
Mycobacterium Aurum ◽  
Taxonomic Groups

Nine different strains of mycobacteria grown on media deficient in iron all produced mycobactins. Most strains produced one mycobactin in great preponderance. Mycobacteria from clearly distinct taxonomic groups gave mycobactins differing in the structure of their nuclei. One group of taxonomically related mycobacteria produced mycobactins having the same nucleus but with different distributions of side chains within the homologous mixtures. Simple methods are described for identifying mycobactins on a small scale; these may be of value in classifying mycobacteria. Structures are proposed for mycobactin A from Mycobacterium aurum, mycobactin R from M. terrae, mycobactin F, produced together with mycobactin H by M. fortuitum, and mycobactins M and N from M. marinum. The first three of these differ from known mycobactins in details of substitution and configuration of asymmetric centres in the nucleus. Mycobactins M and N are substantially different, having only small acyl groups (acetyl and propionyl respectively) at the hydroxamic acid centre of the mycobactic acid moiety. Both are homologous mixtures having long-chain saturated 3-hydroxy-2-methyl acid fragments in the cobactin moiety. All mycobactins so far isolated promote almost maximal growth of M. johnei at 30ng./ml. in liquid medium. The activity of some mycobactins extends to much lower concentrations, mycobactin S showing significant growth promotion at 0·3ng./ml. Mycobactin M or N in combination with mycobactins having a long side chain in the mycobactic acid moiety exerts a mutually antagonistic effect on the growth of M. johnei, the mixture giving less growth than either mycobactin separately. Mycobactin M also decreases the growth of M. kansasii and M. tuberculosis on liquid media. These antagonistic effects are probably caused by a lengthening of the lag phase.

scholarly journals Conformational changes in common monosaccharides caused by per-O-sulfation

2019 ◽  
Vol 91 (7) ◽  
pp. 1223-1229
Author(s):  
Alexey G. Gerbst ◽  
Vadim B. Krylov ◽  
Nikolay E. Nifantiev
Keyword(s):  
Conformational Changes ◽  
Molecular Modelling ◽  
Spatial Organization ◽  
Coagulation Factors ◽  
Biological Properties ◽  
Side Chain ◽  
Biological Processes ◽  
High Demand ◽  
Blood Coagulation Factors ◽  
Protein Receptors

Abstract Polysulfated carbohydrates play an important role in many biological processes because of their ability to bind to various protein receptors such as different growth factors, blood coagulation factors, adhesion lectins etc. Precise information about spatial organization of sulfated derivatives is of high demand for molecular modelling of such interactions as well as for understanding of the mechanism of pyranoside-into-furanoside rearrangement. In this review we summarize the changes recently revealed for the conformations of common pyranosides and furanosides upon total O-sulfation which were studied by means of NMR spectroscopy as well as molecular modelling. It was found that pentoses, being more flexible, undergo complete conformational chair inversion. Meanwhile, for hexoses the situation strongly depends on the monosaccharide configuration. Conformational changes are most pronounced in gluco-compounds though quantum chemical calculations helped to establish that no complete chair inversion occurred. In furanosides distortions of two types were observed: either the ring conformation or the conformation of the side chain changed. The presented data may be used for the analysis of chemical, physical and biological properties of sulfated carbohydrates.

The Preparation of Analogs of the Ether-Linked Dimer and Oligomer Components of Hematoporphyrin Derivative

1991 ◽  
Vol 44 (3) ◽  
pp. 411 ◽  
Author(s):  
CJ Byrne ◽  
AD Ward
Keyword(s):  
Anticancer Drugs ◽  
Biological Properties ◽  
Side Chain ◽  
Side Chains ◽  
Hematoporphyrin Derivative ◽  
Porphyrin Dimers

The preparation of ether-linked porphyrin dimers and oligomers which are analogues of those present in the anticancer drugs hematoporphyrin derivative and Photofrin IIR is described. These materials are prepared from the appropriately substituted porphyrins containing a 1-hydroxyethyl or a vinyl side chain through an intermediate 1-bromoethyl derivative. Ether-linked porphyrin dimers with ethyl, formyl , hydroxymethyl and 1-alkoxyethyl side chains were prepared, together with trimers and tetramers containing ethyl side chains. Some of the spectroscopic and biological properties of these compounds are discussed.

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