1197-13-3Relevant academic research and scientific papers
Synthesis and characterization of Boc-protected 4-amino- and 5-amino-pyrrole-2-carboxylic acid methyl esters
Chakraborty, Tushar Kanti,Udawant, Sandip P.,Roy, Saumya,Mohan, Bajjuri Krishna,Rao, Kolla Srinivasa,Dutta, Samit Kumar,Kunwar, Ajit Chand
, p. 4631 - 4634 (2006)
Syntheses of Boc-protected 4-amino- and 5-amino-pyrrole-2-carboxylic acid methyl esters have been achieved and the structures of these compounds have been fully characterized by detailed NMR studies.
Self-assembly of 2-(guanidiniocarbonyl)-pyrrole-4-carboxylate in dimethyl sulfoxide: An entropy driven oligomerization
Schmuck, Carsten
, p. 3063 - 3067 (2001)
The self-assembly of 2-(guanidiniocarbonyl)-pyrrole-4-carboxylate (2), which is a heteroditopic zwitterion with self-complementary binding groups, was studied in DMSO. Through intermolecular ion pairing between the carboxylate of one and the guanidinium group of another molecule, 2 forms linear chain like oligomers in solution as can be seen from the corresponding shift changes in the NMR spectrum. Concentration dependent NMR studies at different temperatures allowed us to calculate the corresponding binding constants and thermodynamic parameters for this association process. These data show that the oligomerization is endothermic and therefore an entropy-driven process. The release of ordered solvent molecules into the bulk solution during complexation is hence responsible for the oligomerization.
Discovery of a novel HCV helicase inhibitor by a de novo drug design approach
Kandil, Sahar,Biondaro, Sonia,Vlachakis, Dimitrios,Cummins, Anna-Claire,Coluccia, Antonio,Berry, Colin,Leyssen, Pieter,Neyts, Johan,Brancale, Andrea
, p. 2935 - 2937 (2009)
Herein we report a successful application of a computer-aided design approach to identify a novel HCV helicase inhibitor. A de novo drug design methodology was used to generate an initial set of structures that could potentially bind to a putative binding
Regioselective Formylation of Pyrrole-2-Carboxylate: Crystalline Vilsmeier Reagent vs Dichloromethyl Alkyl Ether
Warashina, Takuya,Matsuura, Daisuke,Sengoku, Tetsuya,Takahashi, Masaki,Yoda, Hidemi,Kimura, Yoshikazu
, p. 614 - 618 (2019)
New preparations of crystalline Vilsmeier reagent (VR) and dichloromethyl propyl or butyl ether were developed. The methods are environmentally benign and applicable to large-scale synthesis. Formylations of 1H-pyrrole-2-carboxylates were achieved with th
The role of N-terminal heterocycles in hydrogen bonding to α-chymotrypsin
Schumann, Nicholas C.,Bruning, John,Marshall, Andrew C.,Abell, Andrew D.
, p. 396 - 399 (2019)
A series of dipeptide aldehydes containing different N-terminal heterocycles was prepared and assayed in vitro against α-chymotrypsin to ascertain the importance of the heterocycle in maintaining a β-strand geometry while also providing a hydrogen bond do
Computer Modeling and Synthesis of Potential Inhibitors of Tyrosine Kinase BCR-ABL with the T315I Mutation
Fedarkevich, A. N.,Sharko, O. L.,Shmanai, V. V.
, p. 187 - 198 (2020/05/04)
Abstract—: A comparative analysis of the interaction of the chimeric protein BCR-ABL, of the normal type and with the T315I mutation, with known inhibitors as well as compounds potentially capable of inhibiting the mutant protein has been carried out by computer modeling. It has been shown that the compounds proposed are incorported into the structure of the protein with the retention of the basic hydrogen bonds and intermolecular interactions. Two structures containing the pyrrole cycle have been synthesized, which, according to the results of computer modeling, appear to be most promising.
Design, Sustainable Synthesis, and Programmed Reactions of Templated N-Heteroaryl-Fused Vinyl Sultams
Laha, Joydev K.,Sharma, Shubhra,Kirar, Seema,Banerjee, Uttam C.
, p. 9350 - 9359 (2017/09/23)
A de novo design and synthesis of N-heteroaryl-fused vinyl sultams as templates for programming chemical reactions on vinyl sultam periphery or (hetero)aryl ring is described. The key features include rational designing and sustainable synthesis of the template, customized reactions of vinyl sultams at C=C bond or involving N-S bond cleavage, and reactions on the periphery of the heteroaryl ring for late-stage diversification. The simple, easy access to the template coupled with opportunities for the synthesis of diversely functionalized heterocyles from a single template constitutes a rare study in contemporary organic synthesis.
Lynamicin D an antimicrobial natural product affects splicing by inducing the expression of SR protein kinase 1
Sigala, Ioanna,Ganidis, George,Thysiadis, Savvas,Zografos, Alexandros L.,Giannakouros, Thomas,Sarli, Vasiliki,Nikolakaki, Eleni
, p. 1622 - 1629 (2017/02/26)
The first total synthesis of the antimicrobial natural product lynamicin D has been developed using a Suzuki coupling to construct the bisindole pyrrole skeleton. An evaluation of the biological activity of lynamicin D reveals that it has a minor effect on cell viability but it can modulate splicing of pre-mRNAs. We provide evidence that this effect is mainly due to the ability of lynamicin D to alter the levels of SRPK1, the key kinase involved in both constitutive and alternative splicing.
Isomeric chiral pyrrole diamides and their efficacy in enantioselective sensing of tartrate in sol–gel medium
Ghosh, Kumaresh,Majumdar, Anupam
supporting information, p. 3629 - 3634 (2016/07/21)
Pyridinium motif-based chiral pyrrole diamide clefts 1 and 2 have been designed and synthesized for chiral recognition of hydroxycarboxylates in sol–gel medium. Of the two isomeric chiral receptors, receptor 1 shows selective sensing of D-tetrabutylammonium tartrate over its mirror image isomer in CH3CN. The isomeric receptor 2 did not show any enantioselectivity in the recognition. Moreover, the receptor 1 validates prompt visual sensing of D-tartrate through gelation. The recognition properties of the receptors have been studied by fluorescence, UV–vis,1H NMR and CD spectroscopic methods.
SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY
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Page/Page column 84; 85, (2015/01/07)
The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.
