73779-37-0Relevant academic research and scientific papers
Design of gp120 HIV-1 entry inhibitors by scaffold hopping via isosteric replacements
Ahmed, Shahad,Altieri, Andrea,Belov, Dmitry S.,Curreli, Francesca,Debnath, Asim K.,Iusupov, Ildar R.,Kurkin, Alexander V.,Manasova, Ekaterina V.,Markov, Pavel O.,Spiridonov, Evgeniy A.
, (2021/07/13)
We present the development of alternative scaffolds and validation of their synthetic pathways as a tool for the exploration of new HIV gp120 inhibitors based on the recently discovered inhibitor of this class, NBD-14136. The new synthetic routes were based on isosteric replacements of the amine and acid precursors required for the synthesis of NBD-14136, guided by molecular modeling and chemical feasibility analysis. To ensure that these synthetic tools and new scaffolds had the potential for further exploration, we eventually tested few representative compounds from each newly designed scaffold against the gp120 inhibition assay and cell viability assays.
Interfacing native and non-native peptides: using Affimers to recognise α-helix mimicking foldamers
Arrata, Irene,Barnard, Anna,Tomlinson, Darren C.,Wilson, Andrew J.
supporting information, p. 2834 - 2837 (2017/03/11)
Selection methods are used to identify Affimers that recognise α-helix mimicking N-alkylated aromatic oligoamides thus demonstrating foldamer and natural α-amino acid codes are compatible.
Selective and potent proteomimetic inhibitors of intracellular protein-protein interactions
Barnard, Anna,Long, Krya,Martin, Heather L.,Miles, Jennifer A.,Edwards, Thomas A.,Tomlinson, Darren C.,Macdonald, Andrew,Wilson, Andrew J.
supporting information, p. 2960 - 2965 (2015/06/02)
Inhibition of protein-protein interactions (PPIs) represents a major challenge in chemical biology and drug discovery. α-Helix mediated PPIs may be amenable to modulation using generic chemotypes, termed "proteomimetics", which can be assembled in a modul
Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures
Abdel-Magid, Ahmed F.,Carson, Kenneth G.,Harris, Bruce D.,Maryanoff, Cynthia A.,Shah, Rekha D.
, p. 3849 - 3862 (2007/10/03)
Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.
Potential Antiatherosclerotic Agents. 4. benzoic Acid Analogues of Cetaben
DeVries, Vern G.,Largis, Elwood E.,Miner, Thomas G.,Shepherd, Robert G.,Upeslacis, Janis
, p. 1411 - 1421 (2007/10/02)
The synthesis of a series of analogues in which the alkyl group of cetaben is substituted with various functional groups or replaced entirely by a functionalized alkanoyl moiety is described.Also reported are the syntheses of branched-chain (alkylamino)be
Hypolipidemic cycloalkylaminobenzoic acids
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, (2008/06/13)
The present invention relates to novel monocyclic and polycyclic p-cycloalkylaminobenzoic acids, the corresponding pharmaceutically-acceptable salts and the esters thereof. This invention also relates to methods for reducing plasma lipid levels, especiall
