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Serendipitous Discovery of Dearomatized Dimers in Anthracene Derivative Oxidation.
Org Lett
January 2025
Department of Chemistry, University at Albany, State University of New York, Albany, New York 12222, United States.
We present the serendipitous discovery of an unusual dimer formed from anthracene-derived polyarenes. Unlike the typical oxidative coupling of substituted aromatic scaffolds, the reaction yielded a dearomatized enone dimer as the sole product. This dearomatized motif, notably, does not undergo the commonly observed rearomatization, and no biaryl products were detected.
View Article and Find Full Text PDFThe Effect of Alkyl Substituents on the Formation and Structure of Homochiral (*,*)-[RGa(-OCH(Me)COR')] Species-Towards the Factors Controlling the Stereoselectivity of Dialkylgallium Alkoxides in the Ring-Opening Polymerization of -Lactide.
Molecules
January 2025
Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.
Building on our previous studies, which have demonstrated that homochiral propagating species-(*,*)-[MeGa(-OCH(Me)COR)]-were crucial for the heteroselectivity of [MeGa(-OCH(Me)COMe)] in the ring-opening polymerization (ROP) of racemic lactide (-LA), we have investigated the effect of alkyl groups on the structure and catalytic properties of dialkylgallium alkoxides in the ROP of -LA. Therefore, we have isolated and characterized the -[RGa(-OCH(Me)COMe] (R = Et (), Pr () and -[RGa(-OCH(Me)CHN] (R = Et (), Pr ()) complexes, to demonstrate the effect of alkyl groups on the chiral recognition induced the formation of the respective homochiaral species-(*,*)-[RGa(-OCH(Me)COMe)] and (*,*)-[RGa(-OCH(Me)CHN]. Moreover, we have investigated the structure of (,)-[RGa(-OCH(Me)COMe] (R = Et ((,)-, R = Pr ((,)-,) and their catalytic activity in the ROP of -LA.
View Article and Find Full Text PDFDiscovery and characterization of stereodefined PMO-gapmers targeting tau.
Mol Ther Nucleic Acids
March 2025
Eisai Inc., 35 Cambridgepark Drive, Cambridge, MA 02140, USA.
Antisense oligonucleotides (ASOs) are an important class of therapeutics to treat genetic diseases, and expansion of this modality to neurodegenerative disorders has been an active area of research. To realize chronic administration of ASO therapeutics to treat neurodegenerative diseases, new chemical modifications that improve activity and safety profiles are still needed. Furthermore, it is highly desirable to develop a single stereopure ASO with a defined activity and safety profile to avoid any efficacy and safety concerns due to the batch-to-batch variation in the composition of diastereomers.
View Article and Find Full Text PDFSame, but different: Variations in fragment ions among stereoisomers of a 17α-methyl steroid in gas chromatography/electron ionization mass spectrometry.
Rapid Commun Mass Spectrom
January 2025
Institute of Pharmacy, Berlin, Germany.
Rationale: Gas chromatography/electron ionization mass spectrometry (GC/EI-MS) is a well-established tool for the identification of unknown compounds such as new metabolites of xenobiotics. But it reaches the limits of confident structural assignment if it comes to stereoisomers. This work helps to overcome this difficulty by getting a deeper comprehension of composition of so far unspecific and also characteristic fragment ions in general and comparison among stereoisomers.
View Article and Find Full Text PDFSynthesis, anti-urease, molecular docking study and ADMET predictions of piperidine and piperazine Morita-Baylis-Hillman Adducts (MBHAs).
Z Naturforsch C J Biosci
November 2024
Department of Chemistry, COMSATS University Islamabad Campus, 45550, Islamabad, Pakistan.
Article Synopsis
- - The study focuses on creating new heterocycles known as Morita-Baylis-Hillman adducts (MBHAs) using piperidine and piperazine through a Michael addition reaction.
- - Various modifications of the compounds were analyzed through molecular docking and bioactivity studies, revealing their effectiveness against the urease enzyme, with some being significantly potent inhibitors.
- - The compounds showed promising drug-like properties in ADMET predictions, suggesting their potential for further development in medicinal applications.
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