Synthesis of C-5 Substituted Tubercidin Derivatives.
Abstract
At the outset our major objective was to synthesize a series of C-5 substituted tubercidin derivatives to be tested as antiparasitic agents. As discussed in our proposal of August 1977 there is significant biochemical rational for biological activity in this series of compounds. However there was neither sufficient data to allow use to predict activity in this class with absolute certainty nor was there any clue to the type of C-5 substituent most likely to give the greatest activity. Consequently we have sought to develop synthetic methodology of broad enough scope to attach many kinds of structural groups at the C-5 position of tubercidin. The history of the development of this synthetic methodology is outlined in the two previous annual reports. Since chains are attached at C-5 by the reaction of 5-mercuritubercidin with lithium palladium chloride and olefins or carbon monoxide. The majority of compounds synthesized for biological testing were made by this route. During the period February - June, 1980 (here after referred to as year 3) attempts were made both to expand the scope of the coupling reaction, and to develop other direct methods for attaching side chains. Table 1 outlines the target compounds whose syntheses we proposed to investigate by the end of the contract. The status of each compound is outlined in the Table.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jun 01, 1980
- Accession Number
- ADA126629
Entities
People
- Donald E. Bergstrom
Organizations
- University of California