Abstract
| - The synthesis of novel chiral analogues of spermine, 11(2R,4S) and 14(2S,4R), is reported startingfrom trans-4-hydroxy-l-proline 3.These cyclic analogues are generated from linear, achiralspermineby incorporating a pyrrolidine ring on the backbone to effectconformational rigidity, withsimultaneous creation of two asymmetric centers. The chiralanalogues bind both AT and CG richDNA duplexes as effectively as spermine and exhibit even betterassociation with DNA triplexthan spermine. The newer analogues have features for structuralelaboration to novel molecularentities of potential importance in therapeutics and materialdesign.
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