A camphor-based alpha'-hydroxy enone reagent acts as a chiral acrylate equivalent in copper-catalyzed Michael reactions of beta-keto esters and affords products that possess all-carbon quaternary stereocenters of high enantiomeric purity.
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Biomacromolecules
January 2025
Dalian Key Laboratory of Green Manufacturing Technology for Fine Chemicals Production, College of Environmental and Chemical Engineering, Dalian University, Dalian 116622, P. R. China.
The development of biobased polyesters with the combination of high UV shielding and degradability is a significant challenge. Herein, three 4-membered cyclic monomers containing two pyrrolidone and two furan rings were prepared by the aza-Michael addition of biobased bifuran diamine and dimethyl itaconate (DMI). They were available in melt polycondensation reactions with various diols to synthesize biobased polyesters.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Jinan University, State Key Laboratory of Bioactive Molecules and Druggability Assessment, CHINA.
Secupyritines A‒C are unique polycyclic Securinega alkaloids isolated from medicinal plant Flueggea suffruticosa. They feature a distinctive 6/6/6/5/6 fused pentacyclic ring system with a highly strained 2-oxa-6-aza[4.4.
View Article and Find Full Text PDFInt J Biol Macromol
December 2024
College of pharmacy, Xinxiang Medical University, 453003 Xinxiang, PR China; Pingyuan Laboratory, Xinxiang, Henan 453007, PR China. Electronic address:
Effective delivery of sufficient doxorubicin (DOX) molecules in tumors is hindered by the complex biological barriers. Herein, a DOX-loaded sodium alginate-based injectable hydrogel (DOX@MHB-conj-SA) was designed by the Michael addition reactions between the sulfydryl in cross-linkers and the double bonds in a derivative of sodium alginate. DOX@MHB-conj-SA was administrated to CT26 tumor-bearing mice via peritumoral injection for locoregional treatment of colorectal cancer by inducing apoptosis and pyroptosis.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Humboldt-Universität zu Berlin, Department of Chemistry, Laboratory of Organic Chemistry and Functional Materials, Brook-Taylor-Str. 2, 12489, Berlin, GERMANY.
Here we disclose that spiropyrans are able to undergo dynamic covalent exchange via their corresponding merocyanine isomers. In the latter, the indolinium moieties can be exchanged by a Michael-type addition-elimination sequence, in which a methylene indoline attacks a merocyanine and subsequently the initial indoline fragment is cleaved. The rate and position of the exchange equilibrium strongly depend on the reaction conditions as well as the substitution pattern on the methylene indoline fragments.
View Article and Find Full Text PDFJ Nutr Health Aging
December 2024
Faculty of Medicine and Health, School of Health Sciences and Sydney Medical School, University of Sydney, New South Wales, Australia, and Hinda and Arthur Marcus Institute for Aging Research, Hebrew SeniorLife, Roslindale, MA, United States.
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