title: Synthesis and cytotoxicity of new aminoterpenylquinones.
abstract: Several 6(7)-alkyl-1,4-naphthoquinones (NQ) have been prepared by cycloaddition reactions between the monoterpene alpha-myrcene and p-benzoquinones and halogen and nitrogen-containing functional groups have been introduced at the C-2 position of the naphthoquinone ring via nucleophilic addition or substitution reactions. These substituents at positions 2/3 of the NQ clearly influence the cytotoxic potency of this type of compound. Of particular interest is substitution by arylamino, specifically p-oxyarylamino, groups, which considerably enhance their bioactivity and selectivity.
authors.affiliation: Departamento de Química Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, E-37007 Salamanca, Spain. jmmcs@usal.es
authors.forename: José M
authors.initials: JM
authors.lastname: Miguel del Corral
authors.forename: María Angeles
authors.initials: MA
authors.lastname: Castro
authors.forename: Marina
authors.initials: M
authors.lastname: Gordaliza
authors.forename: María Luz
authors.initials: ML
authors.lastname: Martín
authors.forename: Simone A
authors.initials: SA
authors.lastname: Gualberto
authors.forename: Ana María
authors.initials: AM
authors.lastname: Gamito
authors.forename: Carmen
authors.initials: C
authors.lastname: Cuevas
authors.forename: Arturo
authors.initials: A
authors.lastname: San Feliciano
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D011809:Quinones / Q000138:chemical synthesis* / Q000633:toxicity; D013055:Spectrophotometry, Infrared; D013729:Terpenes / Q000737:chemistry*
chemical_list: D011809:Quinones; D013729:Terpenes