Difference of DNA Compaction Performed by Two kinds of Oncopterin-Mimic Pteridine - Polyamine Conjugates

Abstract

Two types of pteridine -polyamine conjugates designed on oncopterin perform different actions to DNA. The most obvious difference is their actions in DNA compaction. One of the pteridine -polyamine conjugates, PT-2R, containing a polyamine substituent (R) on the C(2) position of pterin (PT) compacts a DNA molcculc in an all-or-none fashion without the intervention of an intermediate. The othcr (PT-4R: R exists on the c(4) position of PT) carries out the DNA compaction via partially compacted intermediates. The difference is discussed based on various interaction modes of the pteridine -polyamine conjugates to DNA.

The diversity‐oriented synthesis of pteridines—achievements and potential for development

“…An ether or ester can be the leaving group applied to generate diversity. Even simple alkyl ethers have been displaced by amines if the leaving group is C4, which is generally the most reactive site for substitution (25) (Scheme ); in this case, a 4‐pentyl ether was displaced at 60 °C by a range of polyamines including spermine, spermidine, and 1,3‐diaminopropane used for studies of DNA compaction. The required pteridine was prepared from a 4‐ O ‐precursor and it is worth noting that the synthesis of pteridines potentially suitable for diversity synthesis using 4‐ O‐ alkyl precursors has been developed recently alongside the synthesis of related purines (26).…”