Comprehensive Chemical Analysis of the Methyl 3-Nitrogen-2,3-Dideoxysaccharides Derivatives with...

Area of Science:

• Medicinal Chemistry
• Biochemistry
• Molecular Biology

Background:

• Previous research explored nucleoside analogs for antiviral properties.
• 3'-azidothymidine (AZT) is a known reverse transcriptase inhibitor.
• Patented scientific object ID: PL 240 353 B1 serves as a reference.

Purpose of the Study:

• To investigate physicochemical properties of novel methyl 3-azido- and 3-amino-2,3-dideoxysaccharides.
• To evaluate their potential as HIV reverse transcriptase inhibitors.
• To assess their interaction with DNA and enzyme active sites.

Main Methods:

• Multi-wavelength spectrophotometry and potentiometry were used to determine pKa values.
• Stability constants of metal ion complexes (Cu2+, Ni2+) were evaluated.
• Spectrophotometry assessed CT-DNA binding affinity.
• Molecular docking simulated interactions with reverse transcriptase.

Main Results:

• Significant sugar ionization effects on UV spectra were observed with varying pH.
• Complex formation with divalent metal ions depended on sugar ring substituent configuration.
• DNA-binding affinity followed the order BRNH-OMe > BRN-OMe > ARN-OMe > ARNH-OMe.
• BRN-OMe exhibited the strongest interaction with enzyme active site residues and DNA.

Conclusions:

• Novel O-glycosides possess promising inhibitory properties against HIV reverse transcriptase.
• BRN-OMe shows potential for development as an effective antiviral agent.
• The study supports further investigation of these compounds for HIV treatment.