Formation of platinum (II) as a six member ring for sustained polymeric delivery

European Journal of Medicinal Chemistry
Sanjeewa N SenadheeraM Laird Forrest

Abstract

A new pH-activated polymer chelate of cisplatin was synthesized using a scalable and green aqueous technique. Synthesis of the chelate was based on formation of a 6-member ring of platinum(II) with acetyl-homo-Lysine (Ac-homo-Lys), which was accomplished under completely aqueous conditions using a traceless photocleavable protection chemistry. Synthesis preceded by, first, amidation of a photocaged homo-Ac-Lys with hyaluronic acid (HA) in water using a p-hydroxyphenacyl (pHP) group as the photoremovable protecting group, followed by reaction of cisplatin (diaqua form) in water to form the reversible chelate. Platinum drug release was pH rate controlled, with more rapid release (t1/2 20 h) at acidic pH similar to the tumor microenvironment yet slower release (t1/2 35 h) at normal physiological pH.

References

Jun 15, 1987·Biochemical Pharmacology·Z H SiddikK R Harrap
Aug 24, 1999·Journal of Clinical Oncology : Official Journal of the American Society of Clinical Oncology·R S Go, A A Adjei
Mar 15, 2006·International Journal of Pharmaceutics·Kannan VivekanandanAnand C Burman
Jul 11, 2006·Angewandte Chemie·Günter Mayer, Alexander Heckel
Sep 27, 2007·Chemistry : a European Journal·Matej PavelkaNino Russo
Mar 27, 2013·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·D Delli CastelliSilvio Aime
Feb 1, 2011·Canadian Journal of Chemistry·Richard S GivensJakob Wirz

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Citations

Aug 28, 2020·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Thomas FieldRichard S Givens

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