Exploiting azide–alkyne click chemistry in the synthesis, tracking and targeting of platinum anticancer complexes. (April 2020)

• Record Type: Journal Article
• Authors: Farrer, Nicola J.; Griffith, Darren M.
• Is Part Of: Current opinion in chemical biology. Volume 55(2020)
• Page Start: 59
• Page End: 68
• Publication Date: 2020-04
• Subjects: Platinum -- Anticancer -- Azide -- Alkyne -- Triazole -- CuAAC -- SPAAC -- Cycloaddition -- iClick -- Synthesis -- Target -- Track -- Functionalise -- Analyse; Bioorganic chemistry -- Periodicals; Biology -- Periodicals; Biochemistry -- Periodicals; Clinical biochemistry -- Periodicals; Biochemistry -- Periodicals; Chimie bio-organique -- Périodiques; Biologie -- Périodiques; 572.05
• DOI: 10.1016/j.cbpa.2019.12.001
• Languages: English
• ISSNs: 1367-5931

Abstract

Abstract: Click chemistry is fundamentally important to medicinal chemistry and chemical biology. It represents a powerful and versatile tool, which can be exploited to develop novel Pt-based anticancer drugs and to better understand the biological effects of Pt-based anticancer drugs at a cellular level. Innovative azide–alkyne cycloaddition–based approaches are being used to functionalise Pt-based complexes with biomolecules to enhance tumour targeting. Valuable information in relation to the mechanisms of action and resistance of Pt-based drugs is also being revealed through click-based detection, isolation and tracking of Pt drug surrogates in biological and cellular environments. Although less well-explored, inorganic Pt-click reactions enable synthesis of novel (potentially multimetallic) Pt complexes and provide plausible routes to introduce functional groups and monitoring Pt-azido drug localisation. Graphical abstract: Image 1 Highlights: Click chemistry is integral to the chemical biology of Pt anticancer complexes. The Cu(I)-catalysed [3 + 2] azide–alkyne cycloaddition (CuAAC)/strain-promoted [3 + 2] azide–alkyne cycloaddition (SPAAC) enable the functionalisation of Pt drug candidates. CuAAC/SPAAC aid the detection, isolation and tracking of Pt drugs. CuAAC/SPAAC facilitate the development of novel Pt triazole–based complexes.