14223-48-4Relevant articles and documents
Synthesis and leishmanicidal activity of novel urea, thiourea, and selenourea derivatives of diselenides
Díaz, Marta,de Lucio, Héctor,Moreno, Esther,Espuelas, Socorro,Aydillo, Carlos,Jiménez-Ruiz, Antonio,Toro, Miguel ángel,Gutiérrez, Killian Jesús,Martínez-Merino, Victor,Cornejo, Alfonso,Palop, Juan Antonio,Sanmartín, Carmen,Planoa, Daniel
, (2019/05/21)
A novel series of thirty-one N-substituted urea, thiourea, and selenourea derivatives containing diphenyldiselenide entities were synthesized, fully characterized by spectroscopic and analytical methods, and screened for their in vitro leishmanicidal activities. The cytotoxic activity of these derivatives was tested against Leishmania infantum axenic amastigotes, and selectivity was assessed in human THP-1 cells. Thirteen of the synthesized compounds showed a significant antileishmanial activity, with 50% effective concentration (EC50) values lower than that for the reference drug miltefosine (EC50, 2.84 M). In addition, the derivatives 9, 11, 42, and 47, with EC50 between 1.1 and 1.95 M, also displayed excellent selectivity (selectivity index ranged from 12.4 to 22.7) and were tested against infected macrophages. Compound 11, a derivative with a cyclohexyl chain, exhibited the highest activity against intracellular amastigotes, with EC50 values similar to those observed for the standard drug edelfosine. Structure-activity relationship analyses revealed that N-aliphatic substitution in urea and selenourea is recommended for the leishmanicidal activity of these analogs. Preliminary studies of the mechanism of action for the hit compounds was carried out by measuring their ability to inhibit trypanothione reductase. Even though the obtained results suggest that this enzyme is not the target for most of these derivatives, their activity comparable to that of the standards and lack of toxicity in THP-1 cells highlight the potential of these compounds to be optimized for leishmaniasis treatment.
"On water": Efficient iron-catalyzed cycloaddition of aziridines with heterocumulenes
Sengoden, Mani,Punniyamurthy, Tharmalingam
supporting information, p. 572 - 575 (2013/02/23)
In suspension: The reaction of aziridines with heterocumulenes in the presence of Fe(NO3)3×9 H2O in aqueous suspension provides access to functionalized five-membered heterocycles in good to high yields. This protocol has a wide substrate scope, is simple, and uses a nontoxic and cheap catalyst. Copyright
One-pot synthesis of selenoureas and selenocarbamates via selenation of isocyanates with bis(dimethylaluminum) selenide
Maeda, Hajime,Takashima, Masaru,Sakata, Koichi,Watanabe, Tatsuya,Honda, Mitsunori,Segi, Masahito
experimental part, p. 415 - 417 (2011/02/28)
Isocyanates were efficiently selenated by the reaction with bis(dimethylaluminum) selenide to give the corresponding isoselenocyanates. One-pot synthesis of unsymmetrical selenoureas and selenocarbamates was achieved in high yields by the subsequent addit
