2008-73-3Relevant articles and documents
Searching for small molecules as antibacterials: Non-cytotoxic diarylureas analogues of triclocarban
Catalano, Alessia,Iacopetta, Domenico,Rosato, Antonio,Salvagno, Lara,Ceramella, Jessica,Longo, Francesca,Sinicropi, Maria Stefania,Franchini, Carlo
, p. 1 - 13 (2021/03/15)
Triclocarban (TCC), a broad-spectrum lipophilic antimicrobial agent, is a diarylurea derivative that has been used for more than 60 years as a major ingredient of toys, clothing, food packaging materials, food industry floors, medical supplies and especially of personal care products, such as soaps, toothpaste and shampoo. In September 2016, the U.S. FDA banned nineteen antimicrobial ingredients, including TCC, in over-the-counter consumer antiseptic wash products, due to their toxicity. Withdrawal of TCC has prompted efforts to search for new antimicrobial compounds. In this paper, we present the synthesis and biological evaluation, as antibiotic and non-cytotoxic agents, of a series of diarylureas, analogues of TCC. These compounds are characterized by an intriguingly simple chemistry and can be easily synthesized. Among the synthesized compounds, 1ab and 1bc emerge as the most interesting compounds as they show the same activity of TCC (MIC = 16 μg/mL) against Staphylococcus aureus, and a higher activity than TCC against Enterococcus faecalis (MIC = 32 μg/mL versus MIC = 64 μg/mL). Moreover, 1ab and 1bc show no cytotoxicity towards the human mammary epithelial cells MCF-10A and embryonic kidney epithelial cells Hek-293, in opposition to TCC, which exhibits a marked cytotoxicity on the same cell lines and shows a good antitumor activity on a panel of cell lines tested.
Unsymmetrically disubstituted urea derivatives: A potent class of antiglycating agents
Khan, Khalid M.,Saeed, Sumayya,Ali, Muhammad,Gohar, Madiha,Zahid, Javariya,Khan, Ambreen,Perveen, Shahnaz,Choudhary, M. Iqbal
experimental part, p. 2447 - 2451 (2009/09/05)
A series of unsymmetrically disubstituted urea derivatives 1-28 has been synthesized and screened for their antiglycation activity in vitro. Compounds 26 (IC50 = 4.26 ± 0.25 μM), 1 (IC50 = 5.8 ± 0.08 μM), 22 (IC50 = 4.26 ± 0.25 μM), 6 (IC50 = 6.4 ± 0.02 μM), 5 (IC50 = 6.6 ± 0.26 μM), 2 (IC50 = 7.02 ± 0.31 μM), 3 (IC50 = 7.14 ± 0.84 μM), 27 (IC50 = 7.27 ± 0.36 μM), 4 (IC50 = 8.16 ± 1.04 μM), 21 (IC50 = 8.4 ± 0.15 μM), 23 (IC50 = 9.0 ± 0.35 μM) and 13 (IC50 = 15.22 ± 6.7 μM) showed an excellent antiglycation activity far better than the standard (rutin, IC50 = 41.9 ± 2.3 μM). This study thus provides a series of potential molecules for further studies of antiglycation agents.
Synthesis and structure activity relationships in diphenylureas against Culex quinouefasciatus
Minatchy, S.,Mathew, Nisha
, p. 1066 - 1068 (2007/10/03)
Substituted diphenylureas 1-23 have been synthesised from isocyanates generated from azides of benzoic acid and 4-chlorobenzoic acid with aniline, and 4-chloro-, 2-trifluoromethyl-, 3-trifluoromethyl, 4-phenoxy-, 2,4-dichloro-, 2,5-dichloro-, 3,4-dichloro-, 3-chloro-4-methoxy-, 3-chloro-2-methyl-, 3-chloro-4-methyl- and 4-nitro-anilines. All the compounds have been tested for insect growth regulating (IGR) activity against early third instar larvae of Culex quinquefasciatus, the human filariasis vector. Compounds 15 and 19 exhibit 100 percent emergence inhibition at 1 ppm concentration against Cx quinquefasciatus larvae. These compounds may play a useful role in mosquito control by maintaining the vector populations at a minimum level.