TY - JOUR

T1 - Dissociative Electron Attachment to Anthralin to Model Its Biochemical Reactions

AU - Pshenichnyuk, S.A.

AU - Komolov, A.S.

PY - 2014

Y1 - 2014

N2 - The antipsoriatic drug anthralin (dithranol) is known to be extensively accumulated inside mitochondria of keratinocytes and to interact with the electron flow of the respiratory chain. Primary products of the one-electron reduction of polyphenolic anthralin observed in vivo are its dehydrogenated anions, which are formed by H-atom abstraction. The same species are mainly generated at low electron energies by dissociative electron attachment (DEA) to anthralin molecules in vacuo. A likely mechanism for the biochemical transformations of anthralin under reductive conditions in vivo is hypothesized on the basis of its DEA properties. The involvement of excited electronic states generated by ultraviolet irradiation of skin is discussed.

AB - The antipsoriatic drug anthralin (dithranol) is known to be extensively accumulated inside mitochondria of keratinocytes and to interact with the electron flow of the respiratory chain. Primary products of the one-electron reduction of polyphenolic anthralin observed in vivo are its dehydrogenated anions, which are formed by H-atom abstraction. The same species are mainly generated at low electron energies by dissociative electron attachment (DEA) to anthralin molecules in vacuo. A likely mechanism for the biochemical transformations of anthralin under reductive conditions in vivo is hypothesized on the basis of its DEA properties. The involvement of excited electronic states generated by ultraviolet irradiation of skin is discussed.

U2 - 10.1021/jz501523s

DO - 10.1021/jz501523s

M3 - Article

VL - 5

SP - 2916

EP - 2921

JO - Journal of Physical Chemistry Letters

JF - Journal of Physical Chemistry Letters

SN - 1948-7185

IS - 16

ER -