Synthetic Approaches to the Bifunctional Chelators for Radio­nuclides Based On Pyridine-Containing Azacrown Compounds

Anastasia D. Zubenko; Anna A. Shchukina; Olga A. Fedorova

doi:10.1055/s-0039-1691540

Synthesis, Table of Contents

Synthesis 2020; 52(07): 1087-1095
DOI: 10.1055/s-0039-1691540

paper

Synthetic Approaches to the Bifunctional Chelators for Radionuclides Based On Pyridine-Containing Azacrown Compounds

Anastasia D. Zubenko ∗

^aA. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russian Federation Email: nastya.mutasova@yandex.ru

,

Anna A. Shchukina

^aA. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russian Federation Email: nastya.mutasova@yandex.ru

^bD. I. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russian Federation

,

Olga A. Fedorova

^aA. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russian Federation Email: nastya.mutasova@yandex.ru

^bD. I. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russian Federation

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Abstract

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Abstract

Synthetic ways to introduce functional groups (CO₂Me, CO₂H, OCH₂CO₂H, OCH₂C≡CH, CH₂OH, CH₂Cl, CH₂N₃) into the pyridine ring of pyridine-containing azacrown compounds are described. These groups were introduced at position-4 of the pyridine ring, while keeping the macrocyclic carboxylate groups available for metal chelation. The derivatives were obtained by macrocyclization reaction of 4-substituted, trimethyl pyridine-2,4,6-tricarboxylate or by modification of methyl ester group in pyridine fragment of macrocycles. Obtained derivatives can be applied for preparing radiotherapeutic agents by conjugation to different vector biomolecules for targeted drug delivery to cancer cells without damaging healthy tissue.

Key words

bifunctional chelators - azacrown compounds - macrocyclization - radiopharmaceuticals - bioconjugation

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References

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Supplementary Material

Supporting Information

Synthetic Approaches to the Bifunctional Chelators for Radio­nuclides Based On Pyridine-Containing Azacrown Compounds

Synthetic Approaches to the Bifunctional Chelators for Radionuclides Based On Pyridine-Containing Azacrown Compounds