title: Annelated pyrrolo-pyrimidines from amino-cyanopyrroles and BMMAs as leads for new DNA-interactive ring systems.
abstract: The efficient one-pot synthesis of several new tricyclic systems of type 1 and 2, obtained from the reaction of substituted 2-amino-3-cyanopyrroles and 3-amino-4-cyanopyrroles with BMMAs, is reported. The duration and yields of the reaction strongly depend on the reactivity of the starting pyrrole and on the size of the ring to be formed. Mechanist features of the reaction were investigated and proposed by studying also the reactivity of a 3-aminopyrrole-2,4-dicyano substituted. The method reported represents the first example of the use of BMMA reagents in combination with pyrrole derivatives and allows an easy and versatile entry to a large number of hitherto unknown pyrrolo-pyrimidines further annelated with nitrogen heterocycles of different sizes. These new polycondensed heterocycles possess the requisite to interact with DNA.
authors.affiliation: Dipartimento Farmacochimico, Tossicologico e Biologico, Università di Palermo Via Archirafi 32, 90123 Palermo, Italy.
authors.forename: Antonino
authors.initials: A
authors.lastname: Lauria
authors.forename: Marcella
authors.initials: M
authors.lastname: Bruno
authors.forename: Patrizia
authors.initials: P
authors.lastname: Diana
authors.forename: Paola
authors.initials: P
authors.lastname: Barraja
authors.forename: Alessandra
authors.initials: A
authors.lastname: Montalbano
authors.forename: Girolamo
authors.initials: G
authors.lastname: Cirrincione
authors.forename: Gaetano
authors.initials: G
authors.lastname: Dattolo
authors.forename: Anna Maria
authors.initials: AM
authors.lastname: Almerico
mesh_terms: D004247:DNA / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D013057:Spectrum Analysis
chemical_list: D011743:Pyrimidines; D011758:Pyrroles; D004247:DNA