Novel Anti-bacterials Against MRSA: Synthesis of Focussed Combinatorial Libraries of Tri-Substituted 2(5H)-Furanones

Title: Novel Anti-bacterials Against MRSA: Synthesis of Focussed Combinatorial Libraries of Tri-Substituted 2(5H)-Furanones

Volume: 3 Issue: 2

Author(s): Eric Lattmann, Nison Sattayasai, Carl S. Schwalbe, Suwanna Niamsanit, David C. Billington, Pornthip Lattmann, Christopher A. Langley, Harjit Singh and Simon Dunn

Affiliation:

Keywords: Focussed combinatorial library, butenolides, 4-amino-5-alkoxy-2(5H)-furanones, antibacterials structure, MRSA

Abstract: Mucobromic and mucochloric acid were used as building blocks for the construction of a chemical combinatorial library of 3,4,5-trisubstituted 2(5H)-furanones. With these 2 butenolide building blocks, and eight alcohols a sublibrary of 16 dihalogenated 5-alkoxy-2(5H)-furanones was prepared. This sublibrary of 5-alkoxylated furanones was reacted with 16 amines generating a full size focussed combinatorial library of 256 individual compounds. This three dimensional combinatorial library of 3-halogen-4-amino-5-alkoxy-2(5H)-furanones was prepared around the benzimidazolyl furanone lead structure by applying a solution phase combinatorial chemistry concept. Typical representatives of the library were purified and fully characterized and one x-ray structures was recorded, additionally. The 3-bromo-4-benzimizazolyl-5-methoxy-2(5H)furanone, Br-A-l, showed an MIC of 8 g/ml against the multiresistant Staphylococcus aureus ( MRSA).

Cite this article as:

Lattmann Eric, Sattayasai Nison, Schwalbe S. Carl, Niamsanit Suwanna, Billington C. David, Lattmann Pornthip, Langley A. Christopher, Singh Harjit and Dunn Simon, Novel Anti-bacterials Against MRSA: Synthesis of Focussed Combinatorial Libraries of Tri-Substituted 2(5H)-Furanones, Current Drug Discovery Technologies 2006; 3 (2) . https://dx.doi.org/10.2174/157016306778108857