130473-38-0Relevant articles and documents
Small molecule inhibitors of anthrax edema factor
Jiao, Guan-Sheng,Kim, Seongjin,Moayeri, Mahtab,Thai, April,Cregar-Hernandez, Lynne,McKasson, Linda,O'Malley, Sean,Leppla, Stephen H.,Johnson, Alan T.
, p. 134 - 139 (2018)
Anthrax is a highly lethal disease caused by the Gram-(+) bacteria Bacillus anthracis. Edema toxin (ET) is a major contributor to the pathogenesis of disease in humans exposed to B. anthracis. ET is a bipartite toxin composed of two proteins secreted by the vegetative bacteria, edema factor (EF) and protective antigen (PA). Our work towards identifying a small molecule inhibitor of anthrax edema factor is the subject of this letter. First we demonstrate that the small molecule probe 5′-Fluorosulfonylbenzoyl 5′-adenosine (FSBA) reacts irreversibly with EF and blocks enzymatic activity. We then show that the adenosine portion of FSBA can be replaced to provide more drug-like molecules which are up to 1000-fold more potent against EF relative to FSBA, display low cross reactivity when tested against a panel of kinases, and are nanomolar inhibitors of EF in a cell-based assay of cAMP production.
Synthesis and Herbicidal Activity against Buffelgrass (Cenchrus ciliaris) of (±)-3-deoxyradicinin
Marsico, Giulia,Ciccone, Maria Sabrina,Masi, Marco,Freda, Fabrizio,Cristofaro, Massimo,Evidente, Antonio,Superchi, Stefano,Scafato, Patrizia
, (2019/09/09)
A novel synthetic strategy for obtainment of (±)-3-deoxyradicinin (2) is reported. This synthetic methodology is more efficient than those previously reported in the literature and also shows higher versatility towards the introduction of different side-chains at both C-7 and C-2. The obtained compound (±)-2 shows phytotoxicity against the grass-weed buffelgrass comparable to that of the natural phytotoxin radicinin (1). Therefore, (±)-2 can constitute a more practical synthetic alternative to 1 as bioherbicide for buffelgrass control.
Antitumor agents 287. Substituted 4-amino-2H-pyran-2-one (APO) analogs reveal a new scaffold from neo-tanshinlactone with in vitro anticancer activity
Dong, Yizhou,Nakagawa-Goto, Kyoko,Lai, Chin-Yu,Morris-Natschke, Susan L.,Bastow, Kenneth F.,Lee, Kuo-Hsiung
scheme or table, p. 2341 - 2344 (2011/05/15)
4-Amino-2H-benzo[h]chromen-2-one (ABO) and 4-amino-7,8,9,10-tetrahydro-2H- benzo[h]chromen-2-one (ATBO) analogs were found to be significant in vitro anticancer agents in our previous research. Our continuing study has now discovered a new simplified (monocyclic rather than tricyclic) class of cytotoxic agents, 4-amino-2H-pyran-2-one (APO) analogs. By incorporating various substituents on the pyranone ring, we have established preliminary structure-activity relationships (SAR). Analogs 19, 20, 23, and 26-30 displayed significant tumor cell growth inhibitory activity in vitro. The most active compound 27 exhibited ED50 values of 0.059-0.090 μM.