A5009980210- Crystallization and Solubility Studies
- Synthetic Organic Chemistry Methods
- X-ray Diffraction in Crystallography
- Microbial Natural Products and Biosynthesis
- Chemical synthesis and alkaloids
- Advanced biosensing and bioanalysis techniques
- DNA and Nucleic Acid Chemistry
- Inorganic Chemistry and Materials
- Molecular Junctions and Nanostructures
- Chronic Lymphocytic Leukemia Research
- Plant and fungal interactions
- Lanthanide and Transition Metal Complexes
- Molecular Sensors and Ion Detection
- Biochemical and Molecular Research
- Cancer therapeutics and mechanisms
- Radioactive element chemistry and processing
- Cancer-related Molecular Pathways
- Cancer Treatment and Pharmacology
Victoria University of Wellington
2019-2024
Maurice Wilkins Centre
2019-2024
Physical Sciences (United States)
2020
Abstract The bulky β ‐diketiminate ligand frameworks [BDI DCHP ] − and Dipp/Ar (BDI=[HC{C(Me) 2 N‐Dipp/Ar} (Dipp=2,6‐diisopropylphenyl (Dipp); Ar=2,6‐dicyclohexylphyenyl (DCHP) or 2,4,6‐tricyclohexylphyenyl (TCHP)) have been developed for the kinetic stabilisation of first europium (II) hydride complexes, [(BDI )Eu(μ‐H)] , Dipp/DCHP Dipp/TCHP respectively. These complexes represent step beyond current lanthanide(II) hydrides that are all based on ytterbium. Tuning steric profile ligands from...
Abstract The fungal metabolite TAN‐2483B has a 2,6‐ trans ‐relationship across the pyran ring of its furo[3,4‐ b ]pyran‐5‐one core, which thwarted previous attempts at synthesis. We have now developed chiral pool approach to this core and prepared side‐chain analogues TAN‐2483B. synthesis relies on expansion reactive furan ring‐fused dibromocyclopropane alkynylation resulting pyran. is constructed by palladium‐catalysed carbonylative lactonisation. Various side‐chains are appended through...
The first total synthesis of (−)-TAN-2483B, a fungal metabolite possessing densely functionalized furo[3,4-b]pyran-5-one framework, is achieved in 14 steps from d-mannose. Generation the 2,6-trans-pyran by cyclopropane ring expansion followed α-selective alkynylation. Julia–Kocienski olefination introduces E-propenyl side chain. Alkyne functionalization and carbonylation stereoselectively establish bicyclic core (−)-TAN-2483B. Inhibition kinases Btk Bmx, bacterial priority pathogens,...
The natural product (-)-TAN-2483B is a fungal secondary metabolite which displays promising anti-cancer and immunomodulatory activity. Our previous syntheses of sidechain analogues uncovered inhibitory activity against Bruton's tyrosine kinase (Btk), an established drug target for various leukaemia immunological diseases. A structure-based computational study using ensemble docking molecular dynamics was performed to determine plausible binding modes in the Btk site. These hypotheses guided...
ABSTRACT Nucleic acid aptamers are bio-molecular recognition agents that bind to their targets with high specificity and affinity, hold promise in a range of biosensor therapeutic applications. In the case small molecule targets, size limited number functional groups constitute challenges for detection by aptamer-based biosensors because bio-recognition events may both be weak produce poorly transduced signals. The binding affinity is principally used characterize aptamer-ligand...
Side-chain analogues of the natural product TAN-2483B have been synthesised and tested for cancer cell kinase inhibition. The furo[3,4-b]pyran scaffold was constructed through ring expansion a mannose-derived cyclopropane, alkynylation carbonylative lactonisation. Various side chains were appended using Wittig methodology. cover picture illustrates key intermediates in synthesis leading to prepared analogues. These are overlaid on New Zealand native fern, signifying origin research presented...