title: An array of bengamide E analogues modified at the terminal olefinic position: synthesis and antitumor properties.
abstract: Based on our previously described synthetic strategy for bengamide E, 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 bengamide E, representing a key finding upon which to base further investigations into the design of new analogues with promising biological activities.
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Malaga, Campus de Teatinos s/n. 29071 Málaga, Spain.
authors.forename: Francisca
authors.initials: F
authors.lastname: Martín-Gálvez
authors.forename: Cristina
authors.initials: C
authors.lastname: García-Ruiz
authors.forename: Antonio
authors.initials: A
authors.lastname: Sánchez-Ruiz
authors.forename: Frederick A
authors.initials: FA
authors.lastname: Valeriote
authors.forename: Francisco
authors.initials: F
authors.lastname: Sarabia
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002417:Cattle; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D042783:Endothelial Cells / Q000187:drug effects; D018922:HL-60 Cells; D019073:HT29 Cells; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D001381:Azepines; C427481:bengamide E