The preferred absolute configuration of two series of F(1)F(0)-ATP synthase inhibitors was determined. Although the configuration of the active enantiomer in each series is different, each series presents the same 'triaryl' pharmacophore to the enzyme binding site.
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http://dx.doi.org/10.1016/j.bmcl.2005.03.115 | DOI Listing |
Sci Adv
November 2024
Institute of Chemistry Frontier, School of Chemistry and Chemical Engineering, Shandong University, Qingdao 266237, China.
A pair of enantiomers is known to have different biological activities. Two catalysts with opposite chirality are nearly always required to deliver both enantiomeric products. In this work, chiral rhodium(III) cyclopentadienyl complexes are repurposed as efficient catalysts for enantiodivergent and atroposelective hydroamination of sterically hindered alkynes.
View Article and Find Full Text PDFACS Med Chem Lett
November 2024
Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, Rome 00185, Italy.
The strategy of classical chiral switches of drugs is still alive, contrary to a 2024 Perspective on approved chiral drugs claiming its death. Surveys of approved chiral-switch and racemic drugs should be based on reports of global regulatory authorities, not just FDA and EMA, which revealed overlooked chiral switches and racemates. The approved antihypertensive racemate nebivolol indicates the synergy between its enantiomers, highlighting the advocacy of developing racemic drugs.
View Article and Find Full Text PDFChemistry
November 2024
Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aramaki Aza-Aoba, Aoba-ku, Sendai, Miyagi, 980-8578, Japan.
Both enantiomers of functionalized Hajos-Parrish ketone (HPK) analogs were prepared with excellent diastereoselectivities and enantioselectivities using the same chiral catalyst under two slightly different conditions. In condition A, dioxane was used as the solvent with 3 equivalents of water. In condition B, acetonitrile was used as the solvent with 30 equivalents of water, followed by epimerization with a base in a one-pot.
View Article and Find Full Text PDFACS Med Chem Lett
September 2024
Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, Rome 00185, Italy.
The chiral opioid analgesic tramadol was patented (1962) as a - and -racemates mixture. A first chiral switch led to the (±)--(1,2) racemate, patented and approved as Tramal (1980), preferred over the (+)--(1,2)-enantiomer. Consecutive chiral switches of (±)--tramadol to (+)--(1,2)-tramadol/salts were patented.
View Article and Find Full Text PDFNat Commun
August 2024
Fritz-Haber-Institut der Max-Planck-Gesellschaft, Berlin, 14195, Germany.
Controlling the internal quantum states of chiral molecules for a selected enantiomer has a wide range of fundamental applications from collision and reaction studies, quantum information to precision spectroscopy. Achieving full enantiomer-specific state transfer is a key requirement for such applications. Using tailored microwave fields, a chosen rotational state can be enriched for a selected enantiomer, even starting from a racemic mixture.
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