Oleuropein, the main phenolic compound in virgin olive oil, and several of its derivatives such as oleuropein aglycone, hydroxytyrosol, and their respective acetylated lipophilic forms were obtained by simple and environmentally friendly semisynthetic protocols. The same molecules were then tested in vitro and in vivo, comparing their intriguing anti-COX-1 and anti-COX-2 properties to those of well-known anti-inflammatory drugs such as ibuprofen and celecoxib. Finally, molecular modeling experiments displaying the most probable binding modes within the classical binding clefts of the enzymes suggest the heme moiety as a potential alternative target. OI sindona, giovanni/0000-0002-5623-5795; ORTUSO, Francesco/0000-0001-6235-8161; ALCARO, Stefano/0000-0002-0437-358X
Synthesis, Biological Evaluation, and Molecular Modeling of Oleuropein and Its Semisynthetic Derivatives as Cyclooxygenase Inhibitors / Procopio, A; Alcaro, S; Nardi, M; Oliverio, M; Ortuso, F; Sacchetta, P; Pieragostino, D; Sindona, Giovanni. - In: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. - ISSN 0021-8561. - 57:23(2009), pp. 11161-11167.
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Titolo: | Synthesis, Biological Evaluation, and Molecular Modeling of Oleuropein and Its Semisynthetic Derivatives as Cyclooxygenase Inhibitors |
Autori: | |
Data di pubblicazione: | 2009 |
Rivista: | |
Citazione: | Synthesis, Biological Evaluation, and Molecular Modeling of Oleuropein and Its Semisynthetic Derivatives as Cyclooxygenase Inhibitors / Procopio, A; Alcaro, S; Nardi, M; Oliverio, M; Ortuso, F; Sacchetta, P; Pieragostino, D; Sindona, Giovanni. - In: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. - ISSN 0021-8561. - 57:23(2009), pp. 11161-11167. |
Handle: | http://hdl.handle.net/20.500.11770/144592 |
Appare nelle tipologie: | 1.1 Articolo in rivista |