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Search for "fisetin" in Full Text gives 4 result(s) in Beilstein Journal of Organic Chemistry.
Solid-state studies and antioxidant properties of the γ-cyclodextrin·fisetin inclusion compound
Beilstein J. Org. Chem. 2017, 13, 2138–2145, doi:10.3762/bjoc.13.212
- ‘‘Molecular Physical-Chemistry – QFM-UC”, University of Coimbra, 3004-535 Coimbra, Portugal Department of Life Sciences, University of Coimbra, 3000-456 Coimbra, Portugal 10.3762/bjoc.13.212 Abstract Fisetin is a natural antioxidant with a wide range of nutraceutical properties, including antidiabetic
- , neuroprotecting, and suppression or prevention of tumors. The present work describes the preparation of a water-soluble, solid inclusion compound of fisetin with gamma-cyclodextrin (γ-CD), a cyclic oligosaccharide approved for human consumption. A detailed physicochemical analysis of the product is carried out
- using elemental analysis, powder X-ray diffraction (PXRD), Raman, infrared and 13C{1H} CP-MAS NMR spectroscopies, and thermal analysis (TGA) to verify fisetin inclusion and to present a hypothetical structural arrangement for the host–guest units. The antioxidant activity of the γ-CD·fisetin inclusion
Natural phenolic metabolites with anti-angiogenic properties – a review from the chemical point of view
Beilstein J. Org. Chem. 2015, 11, 249–264, doi:10.3762/bjoc.11.28
- cells (HMEC-1) have been given special attention. In contrast, compounds showing in vitro anti-angiogenic activity but also signs of strong unspecific cytotoxic effects in vitro have been excluded. The secondary metabolites discussed include six flavonoids from different subclasses: quercetin, fisetin
- ·Et2O gave genistein (60) in good yield. In the Friedel–Crafts acylation, BF3·Et2O was used as the catalyst and solvent. The following formation of the pyrone was also catalyzed by BF3·Et2O, and a convenient one-pot synthesis of 60 was achieved without isolation of 59 [85]. Fisetin and quercetin The
- flavonoids fisetin (67) and quercetin (68) belong to the flavonol subgroup that exhibit a double bond between C-2/C-3 and a hydroxy group at C-3. Flavonols are the most abundant flavonoid subtype in plants and commonly occur as glycosides. Nevertheless, pharmacological testing was historically concentrated
Binding mode and free energy prediction of fisetin/β-cyclodextrin inclusion complexes
Beilstein J. Org. Chem. 2014, 10, 2789–2799, doi:10.3762/bjoc.10.296
- to investigate the preferential binding mode and encapsulation of the flavonoid fisetin in the nano-pore of β-cyclodextrin (β-CD) at the molecular level using various theoretical approaches: molecular docking, molecular dynamics (MD) simulations and binding free energy calculations. The molecular
- docking suggested four possible fisetin orientations in the cavity through its chromone or phenyl ring with two different geometries of fisetin due to the rotatable bond between the two rings. From the multiple MD results, the phenyl ring of fisetin favours its inclusion into the β-CD cavity, whilst less
- binding or even unbinding preference was observed in the complexes where the larger chromone ring is located in the cavity. All MM- and QM-PBSA/GBSA free energy predictions supported the more stable fisetin/β-CD complex of the bound phenyl ring. Van der Waals interaction is the key force in forming the
Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
Beilstein J. Org. Chem. 2012, 8, 112–117, doi:10.3762/bjoc.8.12
- carbonyl oxygen (conformer A), establishing an intramolecular HB as the stabilizing interaction of this conformation, in agreement with the crystal structure of 2'-methoxyflavonol [19] and with the bioactive conformation of fisetin [20] and quercetin [21]. Moreover, a weak (H)O···H–C HB also takes place in
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