A chemo-enzymatic preparation method for purine nucleosides and their deaza- and aza- analogues

Simple SummaryContent extracted from patent full text and abstract with AI.

This invention presents a novel chemo-enzymatic method to prepare purine nucleosides and their deaza- and aza- analogues. The process combines chemical substitution and enzymatic transglycosylation, using halogenated nucleosides as precursors, leveraging immobilized biocatalysts for high-yield, selective synthesis. This method avoids problematic purification steps and low solubility issues of traditional methods and is adaptable to the preparation of key pharmaceutical nucleoside analogues, including those important for anti-cancer and anti-viral drugs.

Use CasesContent extracted from patent full text and abstract with AI.

• Synthesis of pharmaceutical purine nucleoside analogues, such as those used in anti-cancer drugs (e.g., Cladribine, Clofarabine) and antiviral agents.
• Preparation of deaza- and aza- purine nucleoside analogues for drug discovery and research.
• Manufacturing of nucleoside prodrugs and their derivatives as potential therapeutics.
• Production of labeled nucleosides for biochemical assays or diagnostic purposes.
• Efficient preparation of modified nucleosides for academic and industrial chemical biology studies.

BenefitsContent extracted from patent full text and abstract with AI.

• Enables high-yield, selective synthesis of complex nucleoside analogues.
• Reduces the number of reaction steps and simplifies purification compared to conventional purely chemical methods.
• Overcomes problems associated with poor solubility and handling of purine bases in traditional synthesis.
• Allows for flexibility in synthesizing a wide range of nucleoside analogues, including deaza- and aza- derivatives.
• Utilizes immobilized biocatalysts, allowing enzyme reuse and making the process more cost-efficient and scalable.
• Lessens the need for protection/deprotection steps, reducing waste and improving sustainability.

Technical Classifications (CPCs)

Inventors & Applicants

Patent Abstract

The present invention relates to a new, chemo-enzymatic preparation method of purine nucleosides and their deaza- and aza analogues of general formula I, or pharmaceutically acceptable esters or salts thereof wherein X, Y, Z and V independently from each other represent a nitrogen or carbon atom, W represents a nitrogen atom, -CH, -CF or -C-NH 2 , R 1 represents hydrogen, fluorine (ribo/arabino), -OH (ribo/arabino) or -NH 2 (ribo) and R 2 represents -OH, -NH 2 or hydrogen and Sub 6 represents hydrogen, chlorine, fluorine, -NH 2 , -NHR, -N 3 , -OH, -OR, -SH or -SR, wherein R is alkyl, aryl or acyl and Sub 2 represents hydrogen, chlorine, fluorine, -N 3 , -NH 2 , -NHR, -OH, -OR, wherein R is alkyl, aryl or acyl.