69338-35-8Relevant articles and documents
Novel naphthalene-enoates: Design and anticancer activity through regulation cell autophagy
Di Yang, Meng,Shen, Xiao Bao,Hu, Yang Sheng,Chen, Yan Yan,Liu, Xin Hua
, (2019/03/09)
Eleven dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene derivatives as anticancer agents through regulating cell autophagy were designed and synthesized. The anticancer activity results indicated that most compounds manifested obvious un-toxic effec
Activated alumina ball catalyzed expeditious synthesis of 2-alkylbenzimidazoles with special emphasis on susceptible side chains possessing amide functionality
Ghosh, Sabari,Hudrlik, Anne,Mukhopadhyay, Chhanda
, p. 1737 - 1748 (2014/01/17)
A solvent- and chromatography-free, non-hazardous green protocol for the synthesis of 2-alkylbenzimidazoles has been developed under neutral conditions with water as the only by-product. Activated alumina balls, which have been shown previously to assist in amidation reaction, also catalyze very successfully the condensation of benzene-1,2-diamines with carboxylic acids to produce the corresponding benzimidazoles. This methodology is also applicable to susceptible side chains possessing an amide functionality.
Direct amide bond formation from carboxylic acids and amines using activated alumina balls as a new, convenient, clean, reusable and low cost heterogeneous catalyst
Ghosh, Sabari,Mukhopadhyay, Chhanda,Bhaumik, Asim,Mondal, John,Mallik, Amit,Sengupta, Sumita
, p. 3220 - 3229,10 (2020/09/16)
For the first time, we have used activated alumina balls (3-5 mm diameter) for amide synthesis from carboxylic acids (unactivated) and amines (unactivated) under neat reaction conditions that produce no toxic by-products and has the advantages of being low-cost, easily available, heterogeneous, reusable and environmentally benign with no troublesome/hazardous disposal of the catalyst.
A new method for constructing quaternary carbon centres: Tandem rhodium-catalysed 1,4-addition/intramolecular cyclisation
Le Notre, Jerome,Van Mele, David,Frost, Christopher G.
, p. 432 - 440 (2008/02/07)
The efficient tandem rhodium-catalysed 1,4-addition/cyclisation of 1,1′-alkenes using arylzinc chlorides is described. The simple one-step synthesis of substituted cyclopentanone and cyclohexanone derivatives is performed from acyclic precursors using relatively low catalyst loadings under mild conditions. A new quaternary carbon centre is created during the cyclisation step.
Dicarboxylic acid azacycle L-prolyl-pyrrolidine amides as prolyl oligopeptidase inhibitors and three-dimensional quantitative structure-activity relationship of the enzyme-inhibitor interactions
Jarho, Elina M.,Wallén, Erik A. A.,Christiaans, Johannes A. M.,Forsberg, Markus M.,Ven?l?inen, Jarkko I.,M?nnist?, Pekka T.,Gynther, Jukka,Poso, Antti
, p. 4772 - 4782 (2007/10/03)
A series of dicarboxylic acid azacycle L-prolyl-pyrrolidine amides was synthesized, and their inhibitory activity against prolyl oligopeptidase (POP) from porcine brain was tested. Three different azacycles were tested at the position beyond P3 and six different dicarboxylic acids at the P3 position. L-Prolyl-pyrrolidine and L-prolyl-2(S)-cyanopyrrolidine were used at the P2-Pl positions. The IC50 values ranged from 0.39 to 19000 nM. The most potent inhibitor was the 3,3-dimethylglutaric acid azepane L-prolyl-2(S)- cyanopyrrolidine amide. Molecular docking (GOLD) was used to analyze binding interactions between different POP inhibitors of this type and the POP enzyme. The data set consisted of the novel inhibitors, inhibitors published previously by our group, and well-known reference compounds. The alignments were further analyzed using comparative molecular similarity indices analysis. The binding of the inhibitors was consistent at the P1-P3 positions. Beyond the P3 position, two different binding modes were found, one that favors lipophilic structures and one that favors nonhydrophobic structures.
Polycyclic aromatic compounds as anticancer agents: Structure-activity relationships of chrysene and pyrene derivatives
Banik, Bimal K,Becker, Frederick F
, p. 593 - 605 (2007/10/03)
A large number of diamides and diamines were synthesized using 6-amino chrysene and 1-amino pyrene as starting materials. A structure-activity study with cis-platinum as internal control against animal and human tumor lines was carried out in vitro. This study indicated that the in vitro cytotoxicity toward these lines depends on the functionality present in the molecules. The diamino compounds were found to be more potent than the diamides, and these were equally active irrespective of the end heterocyclic group whereas the activity of the diamides was strongly dependent on the terminal unit. In general, the diamides containing chrysene as the chromophore were more active than those with a pyrene ring. The size of the end heterocyclic ring, along with the nature of the spacer connecting the polycyclic ring to the heterocyclic ring, seemed to affect the biological activity in certain stabilizing agens. This agent also demonstrated the stabilizing agents. This agent also demonstrated the capacity to produce differentiation in leukemia cells lines.
Total Synthesis of DL-Isoretronecanol and DL-Trachelanthamidine using Anodic Methoxylation in a Key Functionalizing Step
Blum, Zoltan,Ekstroem, Mikael,Wistrand, Lars-Goeran
, p. 297 - 302 (2007/10/02)
The title substances have been synthesized in six steps from simple starting materials.The key step involved anodic functionalization of the tertiary amide 9 followed by an intramolecular amidoalkylation, thus creating the pyrrolizidine ring system in 11.The two diastereomeric pairs of compounds 4a and 4b were then separated by column chromatography.These lactams were reduced cleanly with retained stereochemistry to the title substances 1a and 1b, respectively.An attempt at an intramolecular amidoalkylation of the monoester 3 resulted in the formation of an O-alkylated product, the ketene acetal 6.
