79305-82-1Relevant academic research and scientific papers
Second-generation aryl isonitrile compounds targeting multidrug-resistant Staphylococcus aureus
Kyei-Baffour, Kwaku,Mohammad, Haroon,Seleem, Mohamed N.,Dai, Mingji
, p. 1845 - 1854 (2019/03/28)
Antibiotic resistance remains a major global public health threat that requires sustained discovery of novel antibacterial agents with unexploited scaffolds. Structure-activity relationship of the first-generation aryl isonitrile compounds we synthesized led to an initial lead molecule that informed the synthesis of a second-generation of aryl isonitriles. From this new series of 20 compounds, three analogues inhibited growth of methicillin-resistant Staphylococcus aureus (MRSA) (from 1 to 4 μM) and were safe to human keratinocytes. Compound 19, with an additional isonitrile group exhibited improved activity against MRSA compared to the first-generation lead compound. This compound emerged as a candidate worthy of further investigation and further reinforced the importance of the isonitrile functionality in the compounds’ anti-MRSA activity. In a murine skin wound model, 19 significantly reduced the burden of MRSA, similar to the antibiotic fusidic acid. In summary, 19 was identified as a new lead aryl isonitrile compound effective against MRSA.
Importance of direct metal-π coupling in electronic transport through conjugated single-molecule junctions
Meisner, Jeffrey S.,Ahn, Seokhoon,Aradhya, Sriharsha V.,Krikorian, Markrete,Parameswaran, Radha,Steigerwald, Michael,Venkataraman, Latha,Nuckolls, Colin
, p. 20440 - 20445 (2013/02/25)
We study the effects of molecular structure on the electronic transport and mechanical stability of single-molecule junctions formed with Au point contacts. Two types of linear conjugated molecular wires are compared: those functionalized with methylsulfi
Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer
Sun, Bin,Hoshino, Juma,Jermihov, Katie,Marler, Laura,Pezzuto, John M.,Mesecar, Andrew D.,Cushman, Mark
experimental part, p. 5352 - 5366 (2010/09/05)
A series of new resveratrol analogues were designed and synthesized and their inhibitory activities against aromatase were evaluated. The crystal structure of human aromatase (PDB 3eqm) was used to rationalize the mechanism of action of the aromatase inhibitor 32 (IC50 0.59 μM) through docking, molecular mechanics energy minimization, and computer graphics molecular modeling, and the information was utilized to design several very potent inhibitors, including compounds 82 (IC50 70 nM) and 84 (IC50 36 nM). The aromatase inhibitory activities of these compounds are much more potent than that for the lead compound resveratrol, which has an IC50 of 80 μM. In addition to aromatase inhibitory activity, compounds 32 and 44 also displayed potent QR2 inhibitory activity (IC 50 1.7 μM and 0.27 μM, respectively) and the high-resolution X-ray structures of QR2 in complex with these two compounds provide insight into their mechanism of QR2 inhibition. The aromatase and quinone reductase inhibitors resulting from these studies have potential value in the treatment and prevention of cancer.
Models for intramolecular exchange in organic π-conjugated open-shell systems. A comparison of 1,1-ethenediyl and carbonyl linked bis(arylnitrenes)
Ling, Chris,Minato, Masaki,Lahti, Paul M.,Van Willigen, Hans
, p. 9959 - 9969 (2007/10/02)
Linkage of two phenylnitrene electron-spin-bearing units by exchange coupling linker groups leads to model open-shell π-conjugated systems of the general structure :N-Ph-X-Ph-N: of various possible connectivity types. Use of variable-temperature electron
