6099-72-5Relevant academic research and scientific papers
Expedient discovery for novel antifungal leads targeting succinate dehydrogenase: Pyrazole-4-formylhydrazide derivatives bearing a diphenyl ether fragment
Chen, Min,Li, Guohua,Lu, Aimin,Qiu, Lingling,Wang, An,Wang, Xiaobin,Xue, Wei,Yang, Chunlong
, p. 14426 - 14437 (2020/12/22)
The pyrazole-4-carboxamide scaffold containing a flexible amide chain has emerged as the molecular skeleton of highly efficient agricultural fungicides targeting succinate dehydrogenase (SDH). Based on the above vital structural features of succinate dehydrogenase inhibitors (SDHI), three types of novel pyrazole-4-formylhydrazine derivatives bearing a diphenyl ether moiety were rationally conceived under the guidance of a virtual docking comparison between bioactive molecules and SDH. Consistent with the virtual verification results of a molecular docking comparison, the in vitro antifungal bioassays indicated that the skeleton structure of title compounds should be optimized as an N′-(4-phenoxyphenyl)-1H-pyrazole-4-carbohydrazide scaffold. Strikingly, N′-(4-phenoxyphenyl)-1H-pyrazole-4-carbohydrazide derivatives 11o against Rhizoctonia solani, 11m against Fusarium graminearum, and 11g against Botrytis cinerea exhibited excellent antifungal effects, with corresponding EC50 values of 0.14, 0.27, and 0.52 μg/mL, which were obviously better than carbendazim against R. solani (0.34 μg/mL) and F. graminearum (0.57 μg/mL) as well as penthiopyrad against B. cinerea (0.83 μg/mL). The relative studies on an in vivo bioassay against R. solani, bioactive evaluation against SDH, and molecular docking were further explored to ascertain the practical value of compound 11o as a potential fungicide targeting SDH. The present work provided a non-negligible complement for the structural optimization of antifungal leads targeting SDH.
Parallel synthesis of "Click" chalcones as antitubulin agents
Utsintong, Maleeruk,Massarotti, Alberto,Caldarelli, Antonio,Theeramunkong, Sewan
, p. 510 - 516 (2013/07/28)
It has been shown that some chalcones are able to inhibit tubulin polymerization, giving cytotoxicity and destruction of tumoral vasculature. A library of 180 novel chalcone analogs has been synthesized via click chemistry and screened for their cytotoxic
Synthesis of novel tryptamine and azepinoindole derivatives
Novak, Lajos,Hanania, Michel,Kovacs, Peter,Rohaly, Janos,Kolonits, Pal,Szantay, Csaba
, p. 2331 - 2347 (2007/10/03)
A novel one-pot synthesis of azepinoindoles (9) via reaction of tryptamines (4) with formaldehyde is described. The scope and generality of this new procedure and the preparation of the starting compounds are also discussed.
Substituent Effects on 13C and 15N Chemical Shifts in Triazenes Studied by Principal Components Multivariate Data Analysis
Dunn, III, W.J.,Lins, C.,Kumar, G.,Manimaran, T.,Grigoras, S.,et al.
, p. 450 - 456 (2007/10/02)
Principal components analysis was applied to the 13C and 15N chemical shift data on a series of fifteen 1-(para-substituted-phenyl)-3-acetyl-3-methyltriazenes.It was found that the halogen-substituted triazenes formed a class, based on substituent effects, which was different from the remaining eleven triazenes.A one-component model described the halogen class, whereas a two-component model was necessary for a description of the second class.In the second class, substituent tended to cluster to form groups depending on their electronic character.
