100595-99-1Relevant academic research and scientific papers
Structure-activity relationships of novel dithiocarbamates containing α,β-unsaturated ketone fragment as potent anticancer agents
Wang, Yuanqiang,Li, Ridong,Zhang, Han,Zhang, Zhiyong,Wang, Xin,Ge, Zemei,Li, Runtao
, p. 1027 - 1038 (2019/05/21)
Based on the structure of novel lead compound 8 discovered by our group, systematic structural modification was carried out. A series of compound 8’s derivatives were synthesized and evaluated for their activities against human non-small cell lung cancer cell line H460. Among them, twelve compounds showed significant proliferation inhibition activities with IC50 values 50 values 50 values of 12r achieved 63 nM and 66 nM, respectively. Meanwhile, our research results also revealed the following structure-activity relationships: (a) different substitutions on the benzene ring or heteroaromatic rings greatly effect on the activity; (b) the presence of α,β-unsaturated ketone fragment is favorable for the activity; (c) the receptor cavity binding with amine moiety might be a relatively small hydrophobic cavity. These results will be valuable for the further development of this novel kind of dithiocarbamates.
Synthesis, characterization and no synthase inhibition testing of 2-aryl-5-aroyl-3,4,5,6-tetrahydropyrimidinium chlorides
Bluhm, Ullvi,Boucher, Jean-Luc,Clement, Bernd,Girreser, Ulrich,Heber, Dieter,Ramassamy, Booma,Wolschendorf, Ulrich
, p. 24 - 39 (2015/01/30)
Aryl methyl ketones can be easily converted to 1-aryl-2-dimethylaminomethylpropenones that are known as interesting lead structures for drug development. By reaction of these enone Mannich bases with benzamidines, a series of new 2-aryl-5-aroyl-3,4,5,6-te
Synthesis and antifungal evaluation of 1-aryl-2-dimethylaminomethyl-2- propen-1-one hydrochlorides
Mete, Ebru,Gul, Halise Inci,Bilginer, Sinan,Algul, Oztekin,Topaloglu, Mehmet Emin,Gulluce, Medine,Kazaz, Cavit
experimental part, p. 4660 - 4671 (2011/08/10)
The development of resistance to current antifungal therapeutics drives the search for new effective agents. The fact that several acetophenone-derived Mannich bases had shown remarkable antifungal activities in our previous studies led us to design and s
1-Aryl-2-dimethylaminomethyl-2-propen-1-one hydrochlorides and related adducts: A quest for selective cytotoxicity for malignant cells
Pati, Hari N.,Das, Umashankar,Kawase, Masami,Sakagami, Hiroshi,Balzarini, Jan,De Clercq, Erik,Dimmock, Jonathan R.
, p. 5747 - 5753 (2008/12/22)
The primary objective of this study was to discover one or more clusters of compounds which are not equitoxic but display cytoselectivity toward different malignant cells. Furthermore a most important consideration is that such molecules should also displ
α-substituted 1-aryl-3-dimethylaminopropanone hydrochlorides: Potent cytotoxins towards human WiDr colon cancer cells
Pati, Hari Narayan,Das, Umashankar,Ramirez-Erosa, Irving Javier,Dunlop, Donna Mae,Hickie, Robert Allan,Dimmock, Jonathan Richard
, p. 511 - 515 (2008/02/09)
A series of 1-aryl-2-dimethylaminomethyl-2-propenone hydrochlorides 1 were prepared which possessed IC50 values of less than 10 μM when examined towards human WiDr colon cancer cells. The related 1-aryl-2- dimethylaminomethyl-3-hydroxypropanone
Synthesis, antifungal and antimycobacterial activities of new bis-imidazole derivatives, and prediction of their binding to P45014DM by molecular docking and MM/PBSA method
Zampieri, Daniele,Mamolo, Maria Grazia,Vio, Luciano,Banfi, Elena,Scialino, Giuditta,Fermeglia, Maurizio,Ferrone, Marco,Pricl, Sabrina
, p. 7444 - 7458 (2008/04/12)
New bis-imidazole derivatives have been synthesized and their antifungal and antimycobacterial activity was determined. Almost all compounds exhibited a moderate to good activity against two clinical isolates of Candida albicans 3038 and Candida glabrata
A facile one-pot synthesis of 1-aryl-2-(dimethylaminomethyl)prop-2-en- 1-ones from aryl methyl ketones
Girreser, Ulrich,Heber, Dieter,Schütt, Martin
, p. 715 - 717 (2007/10/03)
A generally applicable synthesis of 1-aryl-2-(dimethylaminomethyl)prop- 2-en-1-ones 2 involving reaction of aromatic methyl ketones 1 with paraformaldehyde and dimethylamine in dimethylformamide is described. The majority of experiments were conducted wit
Evaluation of acrylophenones and related bis-Mannich bases against murine P388 leukemia
Dimmock, Jonathan R.,Patil, Shirish A.,Leek, Donald M.,Warrington, Robert C.,Fang, Wei D.
, p. 545 - 552 (2007/10/02)
2-Dimethylaminomethyl-1-(4-methoxyphenyl)-prop-2-en-1-one hydrochloride (IIa) was shown to have potent activity against P388 cells in vitro, whereas in vivo examination of this derivative and related acrylophenone hydrochlorides revealed little activity a
Chemical and pharmacological studies of 2-(amino-methyl)acrylophenones
Lesieur,Lesieur,Lespagnol,Cazin,Brunet,Luyckx,Mallevais,Delacourte,Dubreuil,Devos
, p. 20 - 24 (2007/10/02)
The structure-activity relationships of nine products of the acrylophenone family have been studied. In a previous report 2-(4-methyl-1-piperazinylmethyl)acrylophenone was shown to be an antimicrotubular drug. The effects of these drugs on the bovine brain tubulin polymerization were determined by a turbidimetric assay. The median inhibitory concentrations (ID50) ranged from 1.5 x 10-5 to 5 x 10-5 mol/l. Their action on the inhibition of 3H-colchicine binding to tubulin was determined by DEAE (diethylaminoethyl)cellulose filter assay. These compounds are weak inhibitors of colchicine binding. Pharmacological studies of these drugs revealed a strong inhibition of the human ADP-induced platelet aggregation. Moreover, they markedly decreased the serum cholesterol, triglycerides and phospholipids levels of rats after injection of Triton WR 1339 (4-(1,1,3,3-tetramethylbutyl)phenol polymer with formaldehyde and oxirane). They inhibited Candida albicans, Penicillium notatum and Aspergillus versicolor growth. Thus, these nine compounds possess interesting pharmacological properties which are very likely to be related to the acrylic moiety of the molecules.
