18804-75-6Relevant academic research and scientific papers
The structure of arylosazones
Roberts, G. A.
, p. 41 - 46 (1981)
The u.v./visible spectra of arylosazones have been examined.These show that in nonchelated arylosazones the ?-electrons in both arylhydrazone groups are highly delocalised, compared to those of simple arylhydrazones, but that there is very little, if any, electronic interaction between the two 10?-electron systems.Both chromophores contribute separately to the absorption spectrum.In chelated arylosazones only one of the arylhydrazone groups has this enhanced electron delocalisation, and an explanation for this is proposed.The delocalisation causes an increase in the N-N bond order and a reduction in the C-N bond order.The delocalised structures proposed for both chelated and non-chelated arylosazones enable a number of the known properties of sugar phenylosazones to be now statisfactorily explained.
Structural design, synthesis and substituent effect of hydrazone-N-acylhydrazones reveal potent immunomodulatory agents
Meira, Cássio S.,dos Santos Filho, José Maurício,Sousa, Caroline C.,Anjos, Pamela S.,Cerqueira, Jéssica V.,Dias Neto, Humberto A.,da Silveira, Rafael G.,Russo, Helena M.,Wolfender, Jean-Luc,Queiroz, Emerson F.,Moreira, Diogo R.M.,Soares, Milena B.P.
, p. 1971 - 1985 (2018/03/12)
4-(Nitrophenyl)hydrazone derivatives of N-acylhydrazone were synthesized and screened for suppress lymphocyte proliferation and nitrite inhibition in macrophages. Compared to an unsubstituted N-acylhydrazone, active compounds were identified within initial series when hydroxyl, chloride and nitro substituents were employed. Structure-activity relationship was further developed by varying the position of these substituents as well as attaching structurally-related substituents. Changing substituent position revealed a more promising compound series of anti-inflammatory agents. In contrast, an N-methyl group appended to the 4-(nitrophenyl)hydrazone moiety reduced activity. Anti-inflammatory activity of compounds is achieved by modulating IL-1β secretion and prostaglandin E2 synthesis in macrophages and by inhibiting calcineurin phosphatase activity in lymphocytes. Compound SintMed65 was advanced into an acute model of peritonitis in mice, where it inhibited the neutrophil infiltration after being orally administered. In summary, we demonstrated in great details the structural requirements and the underlying mechanism for anti-inflammatory activity of a new family of hydrazone-N-acylhydrazone, which may represent a valuable medicinal chemistry direction for the anti-inflammatory drug development in general.
Application of phenylhydrazine base ketone compound as agricultural bactericide
-
Paragraph 0030-0033, (2017/12/13)
The invention relates to an application of phenylhydrazine base ketone compound as agricultural bactericide, the application of the phenylhydrazine base ketone compound disclosed in a formula (1) for inhibiting or killing fungi which cause crop diseases and the application of the phenylhydrazine base ketone compound as the agricultural bactericide. The phenylhydrazine base ketone compound has the advantage of high activity when being used for inhibiting the fungi which cause crop diseases to grow, is suitable for preventing and curing plant diseases caused by the fungi and can be used for preventing and curing diseases caused by various fungi including rice blast and wheat scab, wherein R1, R2, R3, R4 and R5 are respectively independently selected from hydrogen, halogen, alkyl group, alkoxy, hydroxyl, cyanogroup, trifluoromethyl, sulfamide and nitryl; R6 is selected from hydrogen, halogen, alkyl group, amino, cyanogroup, CH3CH2S-, CH3CO-, CF3CH2CO- or CF3CO- and the like; R7 is alkyl group, hydroxyl, phenyl, halogenated phenyl, alkoxy and trifluoromethyl; X can be nitrogen or carbon, and R5 is not in the presence when X is nitrogen, the formula (1) is shown in the description.
Structure-Based Rational Design of Novel Inhibitors Against Fructose-1,6-Bisphosphate Aldolase from Candida albicans
Han, Xinya,Zhu, Xiuyun,Hong, Zongqin,Wei, Lin,Ren, Yanliang,Wan, Fen,Zhu, Shuaihua,Peng, Hao,Guo, Li,Rao, Li,Feng, Lingling,Wan, Jian
, p. 1426 - 1438 (2017/07/03)
Class II fructose-1,6-bisphosphate aldolases (FBA-II) are attractive new targets for the discovery of drugs to combat invasive fungal infection, because they are absent in animals and higher plants. Although several FBA-II inhibitors have been reported, none of these inhibitors exhibit antifungal effect so far. In this study, several novel inhibitors of FBA-II from C. albicans (Ca-FBA-II) with potent antifungal effects were rationally designed by jointly using a specific protocols of molecular docking-based virtual screening, accurate binding-conformation evaluation strategy, synthesis and enzymatic assays. The enzymatic assays reveal that the compounds 3c, 3e-g, 3j and 3k exhibit high inhibitory activity against Ca-FBA-II (IC50 50 value of 2.7 μM. Importantly, the compounds 3f, 3g, and 3l possess not only high inhibitions against Ca-FBA-II, but also moderate antifungal activities against C. glabrata (MIC80 = 4-64 μg/mL). The compounds 3g, 3l, and 3k in combination with fluconazole (8 μg/mL) displayed significantly synergistic antifungal activities (MIC80 0.0625 μg/mL) against resistant Candida strains, which are resistant to azoles drugs. The probable binding modes between 3g and the active site of Ca-FBA-II have been proposed by using the DOX (docking, ONIOM, and XO) strategy. To our knowledge, no FBA-II inhibitors with antifungal activities against wild type and resistant strains from Candida were reported previously. The positive results suggest that the strategy adopted in this study are a promising method for the discovery of novel drugs against azole-resistant fungal pathogens in the future.
