Radical C-glycosylation of glucosamine derivatives by acrylic acid esters gave the corresponding 3-(alpha-C-glucosyl)-propionate derivatives in moderate yields. One of them was used as a versatile synthon for GLA-60 derivatives. However, the biological activity of these compounds as LPS-antagonists was disappointing.
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http://dx.doi.org/10.1016/s0008-6215(01)00290-7 | DOI Listing |
Organometallics
January 2025
Department of Chemistry, Drury University, Springfield, Missouri 65802, United States.
Zinc benzoates may provide an element of tunability that is not available to their ubiquitous acetate analogues. Unfortunately, the synthesis, speciation, and coordination chemistry of zinc benzoates are less developed than the acetates. In this study, we systematically investigate zinc benzoates to understand their propensity to favor solvate (Zn(OCAr)(L)) or cluster (ZnO(OCAr)) formation as well as their utility as metal complex precursors.
View Article and Find Full Text PDFMacromol Rapid Commun
January 2025
School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, 62 Nanyang Drive, Singapore, 637459, Singapore.
A series of biomass-based linear aliphatic polyesters are synthesized by combining sebacic acid (SA) (C10 diacid) and 1,18-octadecanedioic acid (OA) (C18 diacid) with a series of diols with varied alkyl chain lengths (C2 to C10 diols). SA and OA are obtainable from castor oil and palm oil, respectively. The reaction extent (polymerization extent) is high (≥96%) in all cases, and the number-average molecular weight (M) is 10 000-43 000 g mol after purification.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Azide-alkyne cycloaddition of cyclooct-2-yn-1-ol and 2-(azidophenyl)boronic acid proceeded rapidly at room temperature with complete regioselectivity to afford a triazole having a boronate ester group. The secondary interaction to form a boronate ion contributed to cycloaddition rate acceleration and the control of regioselectivity. The interaction to form an imine or hemiaminal was also evaluated.
View Article and Find Full Text PDFBMC Cancer
January 2025
Institute of Cellular and System Medicine, National Health Research Institutes, Miaoli County, 35053, Taiwan.
Background: Caffeic acid phenethyl ester (CAPE) is the main bioactive component of poplar type propolis. We previously reported that treatment with caffeic acid phenethyl ester (CAPE) suppressed the cell proliferation, tumor growth, as well as migration and invasion of prostate cancer (PCa) cells via inhibition of signaling pathways of AKT, c-Myc, Wnt and EGFR. We also demonstrated that combined treatment of CAPE and docetaxel altered the genes involved in glycolysis and tricarboxylic acid (TCA) cycle.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education), Hubei Key Lab on Organic and Polymeric OptoElectronic Materials, College of Chemistry and Molecular Sciences, and TaiKang Center for Life and Medical Sciences, Wuhan University, Wuhan 430072, China.
A modular platform technology for the synthesis of α-aryl carbonyl derivatives via Borono-Catellani-type secondary alkylation of arenes is presented. This practical method features a broad substrate scope regarding aryl boronic acid catechol esters, secondary alkyl bromides, and diversified terminating reagents (e.g.
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