Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and Trimers
AbstractFlavonoids 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
- Supplementary File 1:
PDF-Document (PDF, 11379 KB)
Share & Cite This Article
Sum, T.H.; Sum, T.J.; Galloway, W.R.J.D.; Collins, S.; Twigg, D.G.; Hollfelder, F.; Spring, D.R. Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and Trimers. Molecules 2016, 21, 1230.
Sum TH, Sum TJ, Galloway WRJD, Collins S, Twigg DG, Hollfelder F, Spring DR. Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and Trimers. Molecules. 2016; 21(9):1230.Chicago/Turabian Style
Sum, Tze H.; Sum, Tze J.; Galloway, Warren R.J.D.; Collins, Súil; Twigg, David G.; Hollfelder, Florian; Spring, David R. 2016. "Combinatorial Synthesis of Structurally Diverse Triazole-Bridged Flavonoid Dimers and Trimers." Molecules 21, no. 9: 1230.
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.