Literature DB >> 19125718

Read-across to rank skin sensitization potential: subcategories for the Michael acceptor domain.

Terry Wayne Schultz1, Kathryn Rogers, Aynur Osman Aptula.   

Abstract

BACKGROUND: Eliminating animal testing for skin sensitization is a significant challenge in consumer safety risk assessment. To be able to perform resilient risk assessments in the future, one will need alternative approaches to fill the data gaps.
OBJECTIVES: To this end, we propose a subcategory-based read-across approach to estimate and rank skin sensitization potential of chemicals. The example described here is for the mechanism of Michael-type nucleophilic addition with subcategories being limited to carbonyl-containing compounds. PATIENTS/
METHODS: In this approach, in silico tools based on structural alerts were used to determine both the mechanism of protein binding and the relative subcategories within that mechanism.
RESULTS: Fifty compounds previously evaluated in the in vivo mouse local lymph node assay (LLNA) were placed in 10 subcategories defined by their polarized alpha,beta-unsaturated substructure. To offset the limitations and skewness of the published in vivo data, in chemico glutathione (GSH) depletion data also were included.
CONCLUSIONS: It was shown that the read-across approach can be successfully used to rank qualitatively skin sensitization potential of an untested carbonyl-containing Michael acceptor chemical by using subcategories. Moreover, the use of the more resilient in chemico GSH depletion data added further support to the read-across result.

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Year:  2009        PMID: 19125718     DOI: 10.1111/j.1600-0536.2008.01473.x

Source DB:  PubMed          Journal:  Contact Dermatitis        ISSN: 0105-1873            Impact factor:   6.600


  8 in total

1.  Pyridoxylamine reactivity kinetics as an amine based nucleophile for screening electrophilic dermal sensitizers.

Authors:  Itai Chipinda; Wilbes Mbiya; Risikat Ajibola Adigun; Moshood K Morakinyo; Brandon F Law; Reuben H Simoyi; Paul D Siegel
Journal:  Toxicology       Date:  2013-12-12       Impact factor: 4.221

2.  Pesticides, cosmetics, drugs: identical and opposite influences of various molecular features as measures of endpoints similarity and dissimilarity.

Authors:  Andrey A Toropov; Alla P Toropova; Marco Marzo; Edoardo Carnesecchi; Gianluca Selvestrel; Emilio Benfenati
Journal:  Mol Divers       Date:  2020-04-23       Impact factor: 2.943

3.  Application of the hard and soft, acids and bases (HSAB) theory as a method to predict cumulative neurotoxicity.

Authors:  Fjodor Melnikov; Brian C Geohagen; Terrence Gavin; Richard M LoPachin; Paul T Anastas; Phillip Coish; David W Herr
Journal:  Neurotoxicology       Date:  2020-05-05       Impact factor: 4.294

4.  Rapid and simple kinetics screening assay for electrophilic dermal sensitizers using nitrobenzenethiol.

Authors:  Itai Chipinda; Risikat O Ajibola; Moshood K Morakinyo; Tinashe B Ruwona; Reuben H Simoyi; Paul D Siegel
Journal:  Chem Res Toxicol       Date:  2010-05-17       Impact factor: 3.739

5.  Covalent Modifiers: A Chemical Perspective on the Reactivity of α,β-Unsaturated Carbonyls with Thiols via Hetero-Michael Addition Reactions.

Authors:  Paul A Jackson; John C Widen; Daniel A Harki; Kay M Brummond
Journal:  J Med Chem       Date:  2016-12-20       Impact factor: 7.446

Review 6.  Methyl methacrylate and respiratory sensitization: a critical review.

Authors:  Jonathan Borak; Cheryl Fields; Larry S Andrews; Mark A Pemberton
Journal:  Crit Rev Toxicol       Date:  2011-03       Impact factor: 5.635

7.  Analysis of publically available skin sensitization data from REACH registrations 2008-2014.

Authors:  Thomas Luechtefeld; Alexandra Maertens; Daniel P Russo; Costanza Rovida; Hao Zhu; Thomas Hartung
Journal:  ALTEX       Date:  2016-02-11       Impact factor: 6.043

Review 8.  GINIplus and LISAplus - Design and selected results of two German birth cohorts about natural course of atopic diseases and their determinants.

Authors:  J Heinrich; I Brüske; C Cramer; U Hoffmann; M Schnappinger; B Schaaf; A von Berg; D Berdel; U Krämer; I Lehmann; O Herbarth; M Borte; A Grübl; C P Bauer; C Beckmann; H Behrendt; J Ring; S Koletzko
Journal:  Allergol Select       Date:  2017-08-04
  8 in total

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