153865-87-3Relevant articles and documents
Merging allosteric and active site binding motifs: De novo generation of target selectivity and potency via natural-product-derived fragments
Lanz, Jan,Ried, Rainer
, p. 451 - 454 (2015)
The de novo design of molecules from scratch with tailored biological activity is still the major intellectual challenge in chemical biology and drug discovery. Herein we validate natural-product-derived fragments (NPDFs) as excellent molecular seeds for the targeted de novo discovery of lead structures for the modulation of therapeutically relevant proteins. The application of this de novo approach delivered, in synergy with the combination of allosteric and active site binding motifs, highly selective and ligand-efficient non-zinc-binding (3 : 4-{[5-(2-{[(3-methoxyphenyl)methyl]carbamoyl}eth-1-yn-1-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]methyl}benzoic acid) as well as zinc-binding (4: 4-({5-[2-({[3-(3-carboxypropoxy)phenyl]methyl}-carbamoyl)eth-1-yn-1-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}methyl)benzoic acid) uracil-based MMP-13 inhibitors presenting IC50 values of 11 nM (3: LE = 0.35) and 6 nM (4: LE = 0.31).
Synthesis of N-substituted 5-iodouracils as antimicrobial and anticancer agents
Prachayasittikul, Supaluk,Sornsongkhram, Nirun,Pingaew, Ratchanok,Worachartcheewan, Apilak,Ruchirawat, Somsak,Prachayasittikul, Virapong
experimental part, p. 2768 - 2779 (2009/12/09)
This study reports the synthesis of some substituted 5-iodouracils and their bioactivities. Alkylation of 5-iodouracils gave predominately N1-substituted-(R)-5-iodouracil compounds 7a-d (R = n-C4H 9, s-C4H9, CH
