eng URI http://hdl.handle.net/10795/2684 χημεία βιοχημεία χημική ένωση A novel skeletal rearrangement of bicyclo[3.3.1]nonane-2,4,9-trione (16) to an unprecedented highly functionalized bicyclo[3.3.0]octane system (17), induced by an intramolecular Michael addition, is presented. This novel framework was found to be similarly active to hyperforin (1), against PC-3 cell lines. A mechanistic study was examined in detail, proposing a number of cascade transformations. Also, reactivity of the Δ7,10-double bond was examined under several conditions to explain the above results. 4 pp. LOMv1.0 creator LOMv1.0 publisher LOMv1.0 Project Final Beneficiary LOMv1.0 Project Executing Organisation 2013-07-24 Digital Library of the Operational Programme "Education and Lifelong Learning" abstract types Text Bicyclo [3.3.1] nonane Bioactive Bicyclo [3.3.0] octane Skeletal rearrangement Mechanistic study Bicyclo http://pubs.acs.org/doi/abs/10.1021/ol4020909 428976 application/pdf http://repository.edulll.gr/edulll/bitstream/10795/2684/2/2684_Document-18.pdf URI http://hdl.handle.net/10795/2684 LOMv1.0creator 2016-04-15T11:45:19Z LOMv1.0validator 2016-04-15T11:45:19Z LOMv1.0 gre no no Copyright EYD-EPEDBM (Operational Programme "Education and Lifelong Learning")