137527-73-2Relevant articles and documents
The Synthesis and Chemistry of A Simplified, Functional Analogue of Neocarzinostatin Chromophore: Identification of an Intramolecular 1,5-Hydrogen Atom Transfer Relevant to the Mechanism and Cleavage Selectivity of Diyl-Based DNA Cleaving Agents
Wender, Paul A.,Tebbe, Mark J.
, p. 1419 - 1434 (1994)
The synthesis and chemistry of a monocyclic analogue of neocarzinostatin chromophore are described.This analogue is activated through a Michael addition process and provides cycloaromatized products similar to those obtained in the activation of neocarzinostatin chromophore.Mechanistic studies on this analogue have led to the first identification of a diyl self-quenching pathway based on a 1,5-hydrogen atom transfer that provides a novel hypothesis about the relationship between thiol structure and DNA single and double strand cleavage selectivity for neocarzinostatin chromophore and diyl-based cleaving agents.
Studies on DNA cleaving agents: Synthesis and chemically induced cycloaromatization of a monocyclic neocarzinostatin chromophore analogue
Wender, Paul A.,Tebbe, Mark J.
, p. 4863 - 4866 (2007/10/02)
The synthesis of an acyclic analogue of neocarzinostatin chromophore is described. This analogue is found to undergo cycloaromatization in the presence of thiols; the process involves a previously undetected internal hydrogen abstraction reaction.
