title: 5-Ethynylarylnaphthalimides as antitumor agents: Synthesis and biological evaluation.
abstract: A set of 5-ethynylarylnaphthalimides was synthesized by Sonogashira cross-coupling reactions and evaluated for antiproliferative and antitopoisomerase II in vitro activities. Furthermore docking studies of these molecules as DNA-intercalators were carried out and the in vivo DNA-damaging activity was also determined with the model organism Saccharomyces cerevisiae. From the obtained results three naphthalimides 6, 13 and 14 showed strong topoisomerase II inhibitory activity. These three molecules also presented good docking scores as DNA-intercalators using a self-complementary oligodeoxynucleotide d(ATGCAT)2as a model, and compounds 13 and 14 were among the most cytotoxic in the in vivo DNA-damaging activity.
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González (CIBICAN), Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Fco. Sánchez 2, 38206 La Laguna, Tenerife, Spain.
authors.forename: Patricia
authors.initials: P
authors.lastname: Quintana-Espinoza
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González (CIBICAN), Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Fco. Sánchez 2, 38206 La Laguna, Tenerife, Spain.
authors.forename: Pedro
authors.initials: P
authors.lastname: Martín-Acosta
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González (CIBICAN), Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Fco. Sánchez 2, 38206 La Laguna, Tenerife, Spain.
authors.forename: Ángel
authors.initials: Á
authors.lastname: Amesty
authors.affiliation: Instituto Universitario de Investigaciones Biomédicas y Sanitarias (IUIBS), Departamento de Ciencias Clínicas, BIOPHARM, Universidad de Las Palmas de Gran Canaria, Spain.
authors.forename: Patricia
authors.initials: P
authors.lastname: Martín-Rodríguez
authors.affiliation: Unidad de Investigación, Hospital Universitario Nuestra Señora de Candelaria, Carretera del Rosario 145, 38010 Santa Cruz de Tenerife, Spain.
authors.forename: Isabel
authors.initials: I
authors.lastname: Lorenzo-Castrillejo
authors.affiliation: Instituto Universitario de Investigaciones Biomédicas y Sanitarias (IUIBS), Departamento de Ciencias Clínicas, BIOPHARM, Universidad de Las Palmas de Gran Canaria, Spain.
authors.forename: Leandro
authors.initials: L
authors.lastname: Fernández-Pérez
authors.affiliation: Unidad de Investigación, Hospital Universitario Nuestra Señora de Candelaria, Carretera del Rosario 145, 38010 Santa Cruz de Tenerife, Spain. Electronic address: fmacconw@gmail.com.
authors.forename: Félix
authors.initials: F
authors.lastname: Machín
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González (CIBICAN), Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Fco. Sánchez 2, 38206 La Laguna, Tenerife, Spain. Electronic address: aestebra@ull.es.
authors.forename: Ana
authors.initials: A
authors.lastname: Estévez-Braun
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D062105:Molecular Docking Simulation; D053644:Naphthalimides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D066244:Proton Magnetic Resonance Spectroscopy; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000970:Antineoplastic Agents; D053644:Naphthalimides
keywords: Antiproliferative activity; DNA damage; Naphthalimides; Saccaromyces cereviciae; Topoisomerase II