1328941-29-2Relevant academic research and scientific papers
Synthesis, Molecular Docking, and Biofilm Formation Inhibitory Activity of 5-Substituted 3,4-Dihalo-5H-furan-2-one Derivatives on Pseudomonas aeruginosa
Liu, Guo-Yong,Guo, Bao-Qin,Chen, Wan-Na,Cheng, Chao,Zhang, Qian-Lan,Dai, Mi-Bei,Sun, Jun-Rong,Sun, Ping-Hua,Chen, Wei-Min
experimental part, p. 628 - 638 (2012/06/18)
Pseudomonas aeruginosa (P. aeruginosa) colonize on most wounds and live as biofilm, which causes antibiotic resistance and wounds unhealed. To investigate the effects of 5-substituted 3,4-dihalo-5H-furan-2-one compounds on biofilm formation of P. aeruginosa, a set of 5-(aryl-1′-hydroxy-methyl)- or 5-(aryl-2-methylene)-3,4-dihalo-5H-furan-2-one compounds were designed and synthesized. Their inhibitory activities on biofilm formation of P. aeruginosa were studied by MIC assay, quantitative analysis of biofilm inhibition, and observation of biofilm formation with SEM. It was found that compounds 2i, 3f, 3i showed remarkable effects of biofilm formation inhibition on P. aeruginosa. Furthermore, molecular docking was performed to identify the key structural features of these compounds with the binding site of LasR receptor.
Tailoring nostoclide structure to target the chloroplastic electron transport chain
Barbosa, Luiz C. A.,Varejao, Jodieh O. S.,Petrollino, Davide,Pinheiro, Patricia F.,Demuner, Antonio J.,Maltha, Celia R. A.,Forlani, Giuseppe
experimental part, p. 15 - 32 (2012/03/10)
Aiming to improve their effectiveness, three modifications were introduced into the structure of the natural phytotoxins nostoclides, leading to the synthesis of novel 3-benzyl-4-isopropyl-5- (arylmethylene)furan-2(5H)-ones, 3-benzyl-5-(furan-2-ylmethylene)furan-2(5H)-ones, and 3,4 dihalo-5- arylidenefuran-2(5H)-ones. All compounds were characterized by IR, 1H and 13C NMR, NOEDIF, COSY, HETCOR and MS spectrometry. Increasing the length of the molecule was found to reduce the ability to interfere with ferricyanide reduction by isolated chloroplasts. The addition of an isopropyl moiety into the heterocyclic ring, as in naturally-occurring nostoclides, did not influence the inhibitory potential. Also the replacement of the electron-drawing phenyl substituent with two halogen residues did not improve the resulting activity. However, both latter modifications influenced the interaction with the photosynthetic machinery. These analogues could therefore represent novel leads to be explored toward the development of new herbicides targeting the chloroplastic electron transport chain. ARKAT-USA, Inc.
