Synthesis of complex nucleoside antibiotics - …

Research in our group focuses on the chemical synthesis and biological evaluation of potential antitumor and/or antiviral compounds. Modification of naturally occurring nucleosides is a unifying feature in our research. Current interests can be broken down into three areas: (1) Synthesis and evaluation of nucleoside-based enediynes (e.g., uracil-fused and uracil-linked enediynes I and II; and adenosine mimic III); (2) Synthesis ...


Model Studies toward the Synthesis of Directly Linked Peptidyl Nucleoside Antibiotics


Our approaches is the practical medicinal chemistry based on the total synthesis of natural products, and include 1) the total synthesis of nucleoside antibiotics exhibiting anti-bacterial, anti-fungal and anti-viral activity, 2) rational design and synthesis of their analogues and 3) the investigations of their structure-activity relationship.

Synthetic Study of Nucleoside Antibiotics - ResearchGate

Phosphoglycosyltransferases (PGTs) represent "gatekeeper" enzymes in complex glycan assembly pathways by catalyzing transfer of a phosphosugar from an activated nucleotide diphosphosugar to a membrane-resident polyprenol phosphate. The unique structures of selected nucleoside antibiotics, such as tunicamycin and mureidomycin A, which are known to inhibit comparable biochemical transformations, are exploited as the foundation for the development of modular synthetic inhibitors of PGTs. Herein we present the design, synthesis, and biochemical evaluation of two readily manipulatable modular scaffolds as inhibitors of monotopic bacterial PGTs. Selected compounds show IC50 values down to the 40 μM range, thereby serving as lead compounds for future development of selective and effective inhibitors of diverse PGTs of biological and medicinal interest.

Among complex nucleoside antibiotics, there are also good drug candidates because they possess a variety of interesting biological properties.
06/01/2018 · Biosynthesis of the Nucleoside Antibiotics

Inhibitors of Nucleic Acid Synthesis by H ..

It is detected in the adult brain in neurons, oligodendrocytes and myelin and is synthesized in the mitochondria from the amino acid aspartic acid and acetyl-coenzyme A.

also known as the neostriatum or striate nucleus, is one of the nuclei in the subcortical basal ganglia of the forebrain.

Nucleoside antibiotics-structure, biological-acitvity and biosynthesis

Synthesis of complex nucleoside antibiotics.

Some of nucleoside antibiotics include complex structures as well as sensitive functionality, which are challenging targets for organic chemists. Among complex nucleoside antibiotics, there are also good drug candidates because they possess a variety of interesting biological properties. Herbicidin B and fully protected tunicaminyluracil, which were undecose nucleoside antibiotics, were synthesized using a samarium diiodide (SmI2) mediated aldol reaction with the use of α-phenylthioketones as enolate sources. The characteristics of the SmI2-mediated aldol reaction are that the enolate can be regioselectively generated and the aldol reaction proceeds under near neutral condition. This reaction is proved to be a powerful reaction for the synthesis of complex nucleoside antibiotics. The synthesis of caprazol, the core structure of caprazamycins, was conducted by the strategy including β-selective ribosylation without using a neighboring group participation and the construction of a diazepanone by a modified reductive amination. Our synthetic route would provide a range of key analogues with partial structures to define the pharmacophore, which can be a lead for the development of more effective anti-bacterial agents.

Biosynthesis of peptidyl nucleoside antifungal antibiotics ..

Synthesis of nucleoside amino acids and glycosyl amino..

A library of eighty one adenosine antibiotic analogs was prepared under the Pilot Scale Library Program of the NIH Roadmap initiative from 5′-amino-5′-deoxy-2′,3′-O-isopropylidene-adenosine 3. Diverse aldehyde, sulfonyl chloride and carboxylic acid reactant sets were condensed to 3, in solution-phase fashion, leading after acid-mediated hydrolysis to the targeted compounds in good yields and high purity. No marked anti-tuberculosis or anticancer activity was noted on preliminary cellular testing, but these nucleoside analogs should be useful candidates for other types of biological activity.