Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and TrimersReportar como inadecuado


Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and Trimers


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1

Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK

2

Department of Biochemistry, University of Cambridge, Tennis Court Road, Cambridge CB2 1GA, UK





*

Author to whom correspondence should be addressed.



Academic Editor: Andrea Trabocchi

Abstract Flavonoids are a large family of compounds associated with a broad range of biologically useful properties. In recent years, synthetic compounds that contain two flavonoid units linked together have attracted attention in drug discovery and development projects. Numerous flavonoid dimer systems, incorporating a range of monomers attached via different linkers, have been reported to exhibit interesting bioactivities. From a medicinal chemistry perspective, the 1,2,3-triazole ring system has been identified as a particularly attractive linker moiety in dimeric derivatives owing to several favourable attributes including proven biological relevance and metabolic stability and triazole-bridged flavonoid dimers possessing anticancer and antimalarial activities have recently been reported. However, there are relatively few examples of libraries of triazole-bridged flavonoid dimers and the diversity of flavonoid subunits present within these is typically limited. Thus, this compound type arguably remains underexplored within drug discovery. Herein, we report a modular strategy for the synthesis of novel and biologically interesting triazole-bridged flavonoid heterodimers and also very rare heterotrimers from readily available starting materials. Application of this strategy has enabled step-efficient and systematic access to a library of structurally diverse compounds of this sort, with a variety of monomer units belonging to six different structural subclasses of flavonoid successfully incorporated. View Full-Text

Keywords: flavonoid; triazole; dimer; trimer; hybridization; structural diversity flavonoid; triazole; dimer; trimer; hybridization; structural diversity





Autor: Tze Han Sum 1, Tze Jing Sum 1, Warren R. J. D. Galloway 1, Súil Collins 1,2, David G. Twigg 1, Florian Hollfelder 2 and David R. Spring 1,*

Fuente: http://mdpi.com/



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