A pair of new macrocyclic spermidine alkaloids, (+)-()-scocycamide and (-)-()-scocycamide, were isolated from the roots of . Their structures were established by extensive spectroscopic data, electronic circular dichroism analyses, and chemical synthesis. They featured a unique 6/18 fused bicyclic framework with spermidine and catechol units, representing a new subtype of natural spermidine alkaloids. A plausible biosynthetic pathway was also proposed. They inhibited butyrylcholinesterase and exhibited antioxidant capacity, suggesting beneficial constituents against Alzheimer's disease and oxidation.
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http://dx.doi.org/10.1021/acs.orglett.0c02838 | DOI Listing |
J Am Chem Soc
January 2025
School of Chemistry, The University of Sydney, Sydney, NSW 2006, Australia.
Designing molecular receptors that bind anions in water is a significant challenge, and an even greater difficulty lies in using these receptors to remove anions from water without resorting to the hazardous liquid-liquid extraction approach. We here demonstrate an effective and synthetically simple strategy toward these goals by exploiting ion-pair assembly of macrocycles. Our anion binding ensemble consists of an octa-chloro tetra-urea macrocyclic anion receptor (ClTU), which forms water-dispersible aggregates, and a tetra-cationic fluorescent dye 5,10,15,20-tetrakis(1-methyl-4-pyridinio)porphyrin (TMPyP4), which provides Coulombic stabilization and fluorescence reporting of anion binding in an ion-pair assembly.
View Article and Find Full Text PDFDalton Trans
January 2025
Departamento de Física dos Materiais e Mecânica, Instituto de Física, Universidade de São Paulo, C. P. 66318, São Paulo, SP, 05508-090, Brazil.
Distortions in the porphyrin core from planarity can trigger a unique structure-property relationship, imparting its basicity, chemical stability, redox potential, and excited-state energetics, among other properties. The colour change promoted by such distortion is signed by red shifts in its electronic absorption spectra. The adsorption of guest -substituted free-base porphyrin species onto inorganic hosts, such as clay minerals (layered aluminium or magnesium silicates), is known to further promote colour changes.
View Article and Find Full Text PDFOrg Chem Front
December 2024
Department of Chemistry, University of Basel St Johanns-Ring 19 Basel 4056 Switzerland https://www.chemie1.unibas.ch/Bmayor/.
This work explores the use of a cross-shaped organic framework that is used as a template for the investigation of multi-functionalized chromophores. We report the design and synthesis of a universal cross-shaped building block bearing two bromines and two iodines on its peripheral positions. The template can be synthesized on a gram scale in a five-step reaction comprising an oxidative homo-coupling macro-cyclization.
View Article and Find Full Text PDFInorg Chem
January 2025
Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.
Both cyclic "crown" and acyclic "tiara" polyethers have been recognized as useful for the binding of metal cations and enabling the assembly of multimetallic complexes. However, the properties of heterobimetallic complexes built upon acyclic polyethers have received less attention than they deserve. Here, the synthesis and characterization of a family of eight redox-active heterobimetallic complexes that pair a nickel center with secondary redox-inactive cations (K, Na, Li, Sr, Ca, Zn, La, and Lu) bound in acyclic polyether "tiara" moieties are reported.
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December 2024
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK.
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