Literature DB >> 31128992

Correlating the structure and reactivity of a contact allergen, DNCB, and its analogs to sensitization potential.

Flora Kimani1, Seong-Min Kim1, Rachel Steinhardt1, Aaron P Esser-Kahn2.   

Abstract

We report a study that seeks to find a correlation between the overall sensitization potential quantified by the expression of IL-8 by stimulated monocytes and the chemical structure of a model contact allergen, 2,4-dinitrochlorobenzene (DNCB). We show that structure and reactivity of the chemical compounds play an important role in activation of the monocytes and subsequent inflammation in tissue. However, we observed a non-linear correlation between the rate of reaction and biological activity indicating a required balance of stability and reactivity.
Copyright © 2019 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1-chloro-2,4-dinitrochlorobenzene (DNCB); Contact hypersensitivity; Interleukin (IL) – 8; Skin sensitization; Structure Activity Relationship (SAR)

Mesh:

Substances:

Year:  2019        PMID: 31128992      PMCID: PMC8936417          DOI: 10.1016/j.bmc.2019.05.017

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  42 in total

1.  Comparison of the sensitivities of the Buehler test and the guinea pig maximization test for predictive testing of contact allergy.

Authors:  S Frankild; A Vølund; J E Wahlberg; K E Andersen
Journal:  Acta Derm Venereol       Date:  2000 Jul-Aug       Impact factor: 4.437

2.  Contact allergic response to dinitrochlorobenzene (DNCB) in rats: insight from sensitization phase.

Authors:  Aleksandra Popov; Ivana Mirkov; Djordje Miljković; Sandra Belij; Lidija Zolotarevski; Dragan Kataranovski; Milena Kataranovski
Journal:  Immunobiology       Date:  2010-12-25       Impact factor: 3.144

Review 3.  The local lymph node assay: a viable alternative to currently accepted skin sensitization tests.

Authors:  D A Basketter; G F Gerberick; I Kimber; S E Loveless
Journal:  Food Chem Toxicol       Date:  1996-10       Impact factor: 6.023

4.  The identification of contact allergens by animal assay. The guinea pig maximization test.

Authors:  B Magnusson; A M Kligman
Journal:  J Invest Dermatol       Date:  1969-03       Impact factor: 8.551

5.  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

6.  Development of an in vitro skin sensitization test using human cell lines; human Cell Line Activation Test (h-CLAT). II. An inter-laboratory study of the h-CLAT.

Authors:  H Sakaguchi; T Ashikaga; M Miyazawa; Y Yoshida; Y Ito; K Yoneyama; M Hirota; H Itagaki; H Toyoda; H Suzuki
Journal:  Toxicol In Vitro       Date:  2005-12-07       Impact factor: 3.500

Review 7.  Alternative approaches to the identification and characterization of chemical allergens.

Authors:  I Kimber; J S Pichowski; C J Betts; M Cumberbatch; D A Basketter; R J Dearman
Journal:  Toxicol In Vitro       Date:  2001 Aug-Oct       Impact factor: 3.500

8.  Assessment of the U937 cell line for the detection of contact allergens.

Authors:  François Python; Carsten Goebel; Pierre Aeby
Journal:  Toxicol Appl Pharmacol       Date:  2007-01-03       Impact factor: 4.219

9.  The local lymph node assay (LLNA).

Authors:  Costanza Rovida; Cindy Ryan; Serena Cinelli; David Basketter; Rebecca Dearman; Ian Kimber
Journal:  Curr Protoc Toxicol       Date:  2012-02

10.  Modification of cell-surface thiols elicits activation of human monocytic cell line THP-1: possible involvement in effect of haptens 2,4-dinitrochlorobenzene and nickel sulfate.

Authors:  Morihiko Hirota; Mie Suzuki; Shigenobu Hagino; Saori Kagatani; Yoshinori Sasaki; Setsuya Aiba; Hiroshi Itagaki
Journal:  J Toxicol Sci       Date:  2009-04       Impact factor: 2.196

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  1 in total

1.  Heat Shock Protein 90's Mechanistic Role in Contact Hypersensitivity.

Authors:  Seong-Min Kim; Bradley Studnitzer; Aaron Esser-Kahn
Journal:  J Immunol       Date:  2022-06-08       Impact factor: 5.426

  1 in total

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