This study was aimed to investigate structure-function relationship of 20(S)-panaxadiol (PD) and its epimeric derivatives ((20S, 24S)-epoxy-dammarane-3β, 12β, 25-triol, PDD1 and (20S, 24R)-epoxy-dammarane-3β, 12β, 25-triol, PDD2) in myocardial ischemia injury in rats. It was shown that PD and PDD2 resulted in a reduction in creatine kinase activity. PD and PDD2 inhibited the elevation of malondialdehyde content, the reduction of superoxide dismutase and glutathione peroxidase activities. The pathohistological changes were ameliorated by PD and PDD2. The configuration of C-24 of funan ring was linked to the pharmacological action of 20(S)-panaxadiol and its epimeric derivatives.
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http://dx.doi.org/10.1016/j.fitote.2010.04.005 | DOI Listing |
Metab Eng
January 2025
Biochemistry, Molecular, Cellular, and Developmental Graduate Group, University of California, Davis, Davis, CA, 95616, USA; Department of Chemistry, University of California, Davis, Davis, CA, 95616, USA. Electronic address:
D-allose is a rare monosaccharide, found naturally in low abundances. Due to its low-calorie profile and similar taste to sucrose, D-allose has the potential to become an ideal sugar substitute. D-allose also displays unique properties and health benefits that can be applied to various fields, including food and medicine.
View Article and Find Full Text PDFJ Org Chem
January 2025
Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS) and Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Republic of Korea.
Described herein is our computational study to rationalize the stereoselective epimerization of α,α'--disubstituted oxolane and oxetane ketones and to the corresponding α,α'- ketones and reported in our previous total syntheses of (+)-3-()-isolaureatin () and (+)-3-()-laureatin (). Density functional theory (DFT) calculations using appropriately truncated models revealed that the α,α'- ketones are more stable than the α,α'- ketones, in very good agreement with experimental results. The computational results showed that the isomer with a longer interatomic distance between the two ring oxygen atoms was lower in energy, which suggested the presence of repulsive interactions between those oxygen atoms.
View Article and Find Full Text PDFAntibiotics (Basel)
December 2024
Institute for Molecular Bioscience, The University of Queensland, St. Lucia, QLD 4072, Australia.
Background/objectives: There is an urgent need for new and improved anthelmintics that are not constrained by existing resistance pathways and that can safeguard the health and welfare of animals.
Methods: An integrated platform of chemical, bioassay, and cultivation profiling applied to a library of microbes isolated from Australian livestock pasture soil was used to detect and guide the production, isolation, characterization, identification, and evaluation of new natural products with anthelmintic properties.
Results: A global natural products social (GNPS) molecular network analysis of 110 Australian pasture-soil-derived microbial extracts prioritized for antiparasitic activity identified unique molecular families in the extract of sp.
Bioorg Med Chem
February 2025
Istituto di Ricerche Chimiche e Biochimiche G. Ronzoni, via G. Colombo 81, 20133 Milano, Italy.
Nat Commun
December 2024
Key Laboratory of Phytochemistry and Natural Medicines, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, China.
The functionalized polycycle with densely contiguous tertiary stereocenters is a formidable challenge in synthesizing the parvistemoline family of Stemona alkaloids. We herein report their catalytic, asymmetric total syntheses in 13-14 steps from commercially available 2-(methoxycarbonyl)-pyrrole, featuring the development and deployment of an Ir/Pd-synergistically-catalyzed allylation of α-non-substituted keto esters with secondary aryl-substituted alcohols, stereodivergently accessible to four stereoisomers. Using chiral Pd-enolate and Ir π-allyl complex under neutral conditions, no epimerization occurs.
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