163914-14-5Relevant articles and documents
Antiangiogenic versus cytotoxic activity in analogues of aeroplysinin-1
Cordoba, Ruben,Tormo, Nelida Salvador,Medarde, Antonio Fernandez,Plumet, Joaquin
, p. 5300 - 5315 (2008/03/13)
A series of analogues of the potentially angiogenic inhibitor aeroplysinin-1 1 were synthesized and their in vitro antiangiogenic and cytotoxic activities evaluated. In the case of epoxy ketone 6 and azlactone 36 the relationship sprouting inhibition assay/cytotoxicity in BAE cells was enhanced by one order and two orders of magnitude, respectively, with respect to the reference. These results imply more specific antiangiogenic properties for the synthesized derivatives.
Preparation of E-(2-substituted-1-methylethylidene)indanones derived from monic acid
Pearson, Neil D.,Broom, Nigel J.P.,O'Hanlon, Peter J.
, p. 3771 - 3774 (2007/10/02)
Alkylation of the lithium dienolate of the monic acid hydroxamate (3) with o-bromo(bromomethyl) benzene or heteroaromatic derivatives gave α-alkylated products (5). This alkylation procedure was surprisingly catalysed by 4- dimethylaminopyridine. Metal-halogen exchange with t-butyl lithium occurred with concomitant intramolecular cyclisation to give a mixture of the deconjugated ketones (6). Reconjugation with potassium t-butoxide stereoselectively produced the E-isomer (7). Deprotection gave the monic acid derived ketone (1).