The role of allylic strain for conformational control in medicinal chemistry
It is axiomatic in medicinal chemistry that optimization of the potency of a small molecule at a
macromolecular target requires complementarity between the ligand and target. In order to …
macromolecular target requires complementarity between the ligand and target. In order to …
Triarylmethanes and their Medium‐Ring Analogues by Unactivated Truce–Smiles Rearrangement of Benzanilides
Intramolecular nucleophilic aromatic substitution (Truce–Smiles rearrangement) of the
anions of 2‐benzyl benzanilides leads to triarylmethanes in an operationally simple manner …
anions of 2‐benzyl benzanilides leads to triarylmethanes in an operationally simple manner …
Theoretical Study on Acidities of (S)-Proline Amide Derivatives in DMSO and Its Implications for Organocatalysis
The acidities (p K a values) of proline amide derivatives are of great importance for
understanding the catalytic activity of proline-based organocatalysts. The development of …
understanding the catalytic activity of proline-based organocatalysts. The development of …
Reaction of carboxylic acids and isonitriles in small spaces
JL Hou, D Ajami, J Rebek Jr - Journal of the American Chemical …, 2008 - ACS Publications
Reversible encapsulation complexes are applied to the reaction of isonitriles with carboxylic
acids. Encapsulation facilitates these reactions by amplifying the concentration of reactants …
acids. Encapsulation facilitates these reactions by amplifying the concentration of reactants …
Why Do N-Alkylated Anilides Bend Over? The Factors Dictating the Divergent Conformational Preferences of 2° and 3° N-Aryl Amides
GJ Pros, AJ Bloomfield - The Journal of Physical Chemistry A, 2019 - ACS Publications
The conformational preferences of 28 sterically and electronically diverse N-aryl amides
were determined using density functional theory (DFT), using the B3LYP functional and 6 …
were determined using density functional theory (DFT), using the B3LYP functional and 6 …
Adamantyl antiestrogens with novel side chains reveal a spectrum of activities in suppressing estrogen receptor mediated activities in breast cancer cells
J Min, VS Guillen, A Sharma, Y Zhao… - Journal of medicinal …, 2017 - ACS Publications
To search for new antiestrogens more effective in treating breast cancers, we explored
alternatives to the acrylic acid side chain used in many antiestrogens. To facilitate our …
alternatives to the acrylic acid side chain used in many antiestrogens. To facilitate our …
A True Reverse Anomeric Effect Does Exist After All: A Hydrogen Bonding Stereocontrolling Effect in 2-Iminoaldoses
E Matamoros, EMS Pérez, ME Light… - The Journal of …, 2024 - ACS Publications
The reverse anomeric effect is usually associated with the equatorial preference of nitrogen
substituents at the anomeric center. Once postulated as another anomeric effect with …
substituents at the anomeric center. Once postulated as another anomeric effect with …
Discovery of 2-pyridylureas as glucokinase activators
RJ Hinklin, TD Aicher, DA Anderson… - Journal of Medicinal …, 2014 - ACS Publications
Glucokinase (GK) is the rate-limiting step for insulin release from the pancreas in response
to high levels of glucose. Flux through GK also contributes to reducing hepatic glucose …
to high levels of glucose. Flux through GK also contributes to reducing hepatic glucose …
From Potential Prebiotic Synthons to Useful Chiral Scaffolds: A Synthetic and Structural Reinvestigation of 2-Amino-Aldononitriles
E Matamoros, ME Light, P Cintas, JC Palacios - Molecules, 2024 - mdpi.com
This paper explores and revisits in detail the formation and characterization of sugar-based
aminonitriles, whose ultimate origin can be traced to the interaction of biomolecules with …
aminonitriles, whose ultimate origin can be traced to the interaction of biomolecules with …
Relative hydrophilicities of cis and trans formamides
Secondary formamides are widely encountered in biology and exist as mixtures of both cis
and trans isomers. Here, we assess hydrophilicity differences between isomeric formamides …
and trans isomers. Here, we assess hydrophilicity differences between isomeric formamides …