Synthesis and crystal structure of a salen-type copper(ii) complex derived from 3,5′-O-dimethyl-2′,3′-diamino-2′,3′-dideoxy-β-d-xylo-uridine

Abstract

We report the synthesis of the first 2',3'-diamino substituted uridine derivative with xylo-configuration, its use as starting material for the synthesis of salen-type ligands and the first structurally characterised copper(II) complex thereof.

Mitochondrial Mode of Action of a Thymidine‐Based Cisplatin Analogue Breaks Resistance in Cancer Cells

“…[18,19] The synthesis pathway applied is much more efficient than the introduction of two amino groups into uridine in the 2',3'-position or into dribose or 2-deoxy-d-ribose, [20,21] because the thymine residue acts as a protecting group of the 3'-position during the synthesis (see Scheme S1 in the Supporting Information). For the preparation of the platinum (3 and 5) and palladium complexes (4 and 6) an aqueous solution of potassium tetrachloroplatinate or potassium tetrachloropalladinate, respectively, was added dropwise into a boiling solution of the amine (1 or 2) in water (Scheme 1).…”

“…Synthesis and structural characterization of the complexes : The two 3′,5′‐diamino‐3′,5′‐dideoxy‐thymidines ( 1 and 2 ) were previously obtained as intermediates for the synthesis of metal complexes based on their condensation products with salicyliden aldehydes 18. 19 The synthesis pathway applied is much more efficient than the introduction of two amino groups into uridine in the 2′,3′‐position or into D ‐ribose or 2‐deoxy‐ D ‐ribose,20, 21 because the thymine residue acts as a protecting group of the 3′‐position during the synthesis (see Scheme S1 in the Supporting Information). For the preparation of the platinum ( 3 and 5 ) and palladium complexes ( 4 and 6 ) an aqueous solution of potassium tetrachloroplatinate or potassium tetrachloropalladinate, respectively, was added dropwise into a boiling solution of the amine ( 1 or 2 ) in water (Scheme ).…”

Synthesis and characterization of a tetramethyl furanone functionalized diiminedioxime, a potential ligand for 64Cu radiopharmaceuticals, and its copper(II) and nickel(II) complexes

“…In the Q12 case, the furanone replaces the benzene ring in the Schiffs base salen, and the ligand has a -2 charge when complexed to a metal. Another example is found in the work of Gottschaldt, et al in which furanone replaces the ethylenediamine backbone of a salen-type ligand and the ligand again has a -2 charge when complexed to the metal [18]. For Cu(II), these ligands would produce neutral complexes that would not be expected either to accumulate in the myocardium or be substrates for Pgp.…”