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Atypical Lone Pair–π Interaction with Quinone...
Journal article

Atypical Lone Pair–π Interaction with Quinone Methides in a Series of Imido‐Ferrociphenol Anticancer Drug Candidates

Abstract

Ferrociphenols, especially those possessing a heterocycle at the terminus of an aliphatic chain, display strong anticancer activity through a novel redox mechanism that generates active metabolites such as quinone methides (QMs). X-ray crystallography and UV/Vis spectroscopy reveal that the specific lone pair (lp)-π interaction between a carbonyl group of the imide and the quinone motif of the QM plays an important role in the exceptional …

Authors

Wang Y; Pigeon P; Top S; García JS; Troufflard C; Ciofini I; McGlinchey MJ; Jaouen G

Journal

Angewandte Chemie International Edition, Vol. 58, No. 25, pp. 8421–8425

Publisher

Wiley

Publication Date

June 17, 2019

DOI

10.1002/anie.201902456

ISSN

1433-7851