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Skin‐sensitization structure‐activity relationships for aldehydes
Author(s) -
Patlewicz Grace,
Basketter David A.,
Smith Camilla K.,
Hotchkiss Sharon A. M.,
Roberts David W.
Publication year - 2001
Publication title -
contact dermatitis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.524
H-Index - 96
eISSN - 1600-0536
pISSN - 0105-1873
DOI - 10.1034/j.1600-0536.2001.044006331.x
Subject(s) - sensitization , aryl , skin sensitization , chemistry , structure–activity relationship , mechanism (biology) , structure function , aldehyde , chemical structure , in vivo , stereochemistry , in vitro , organic chemistry , biochemistry , medicine , immunology , biology , alkyl , philosophy , physics , microbiology and biotechnology , epistemology , particle physics , catalysis
A selection of 17 aldehydes (13 sensitizing and 4 non‐sensitizing), all of which possessed a benzene ring, were evaluated using structure‐activity relationships (SARs). The sensitizing compounds were classified as strong, moderate or weak skin sensitizers on the basis of in vivo data. The aldehydes were grouped into 4 distinct subcategories of functionally related aldehydes that were termed aryl‐substituted aliphatic, aryl, aryl with special features (that can undergo metabolism) and α,β‐unsaturated aldehydes. It was observed that a structure‐activity relationship could be derived for a subset of aldehydes that could react via the same chemical mechanism. This further supports the view that applying knowledge on reaction mechanisms to develop SAR models can provide a more accurate means of investigating and predicting the sensitization potential of structurally and functionally related chemicals.