title: Targeting loop adenines in G-quadruplex by a selective oxirane.
abstract: Caught in the oxirane: Naphthalene diimides conjugated to a quinone methide and an oxirane have been synthesized and investigated as selective DNA G-quadruplex alkylating agents. The oxirane derivative generates a stable adduct with a G-quadruplex and shows selective alkylation of the loop adenines, as illustrated.
authors.affiliation: Dipartimento di Chimica, Università di Pavia, V.le Taramelli 10, 27100 Pavia (Italy).
authors.forename: Filippo
authors.initials: F
authors.lastname: Doria
authors.affiliation: Dipartimento di Medicina Molecolare, Università di Padova, via Gabelli 63, 35121 Padua, Italy.
authors.forename: Matteo
authors.initials: M
authors.lastname: Nadai
authors.affiliation: Dipartimento di Oncologia Sperimentale e Medicina Molecolare, Fondazione IRCCS Istituto Nazionale dei Tumori, Via G. Amadeo 42,20133 Milano, Italy.
authors.forename: Marco
authors.initials: M
authors.lastname: Folini
authors.affiliation: The RNA Institute of University at Albany (SUNY), Albany, New York.
authors.forename: Matteo
authors.initials: M
authors.lastname: Scalabrin
authors.affiliation: Dipartimento di Chimica, Università di Pavia, V.le Taramelli 10, 27100 Pavia (Italy).
authors.forename: Luca
authors.initials: L
authors.lastname: Germani
authors.affiliation: Dipartimento di Medicina Molecolare, Università di Padova, via Gabelli 63, 35121 Padua, Italy.
authors.forename: Giovanna
authors.initials: G
authors.lastname: Sattin
authors.affiliation: Dipartimento di Chimica, Università di Pavia, V.le Taramelli 10, 27100 Pavia (Italy).
authors.forename: Mariella
authors.initials: M
authors.lastname: Mella
authors.affiliation: Department of Pharmaceutical and Pharmacological Sciences, Università di Padova, Via Marzolo 5, 35131 Padova, Italy.
authors.forename: Manlio
authors.initials: M
authors.lastname: Palumbo
authors.affiliation: Dipartimento di Oncologia Sperimentale e Medicina Molecolare, Fondazione IRCCS Istituto Nazionale dei Tumori, Via G. Amadeo 42,20133 Milano, Italy.
authors.forename: Nadia
authors.initials: N
authors.lastname: Zaffaroni
authors.affiliation: The RNA Institute of University at Albany (SUNY), Albany, New York.
authors.forename: Daniele
authors.initials: D
authors.lastname: Fabris
authors.affiliation: Dipartimento di Chimica, Università di Pavia, V.le Taramelli 10, 27100 Pavia (Italy).
authors.forename: Mauro
authors.initials: M
authors.lastname: Freccero
authors.affiliation: Dipartimento di Medicina Molecolare, Università di Padova, via Gabelli 63, 35121 Padua, Italy.
authors.forename: Sara N
authors.initials: SN
authors.lastname: Richter
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry*; D000478:Alkylation; D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D005027:Ethylene Oxide / Q000138:chemical synthesis / Q000737:chemistry*; D054856:G-Quadruplexes; D053719:Tandem Mass Spectrometry
chemical_list: D004247:DNA; D000225:Adenine; D005027:Ethylene Oxide