1456795-99-5Relevant academic research and scientific papers
An Array of BengamideE Analogues Modified at the Terminal Olefinic Position: Synthesis and Antitumor Properties
Martin-Galvez, Francisca,Garcia-Ruiz, Cristina,Sanchez-Ruiz, Antonio,Valeriote, Frederick A.,Sarabia, Francisco
, p. 819 - 831 (2013)
Based on our previously described synthetic strategy for bengamideE, a natural product of marine origin with antitumor activity, a small library of analogues modified at the terminal olefinic position was generated with the objective of investigating the effect of structural modifications on antitumor properties. Biological evaluation of these analogues, consisting of IC50 determinations against various tumor cell lines, revealed important aspects with respect to the structural requirements of this olefinic position for activity. Interestingly, the analogue possessing a cyclopentyl group displayed greater potency than the parent bengamideE, representing a key finding upon which to base further investigations into the design of new analogues with promising biological activities. Better than the real thing: A small library of bengamideE analogues was synthesized and evaluated for cytotoxicity against various tumor cell lines. This led to the identification of an analogue more potent than natural bengamideE, in which the isopropyl group, located at the terminal olefinic position, is replaced by a cyclopentyl group. Copyright
