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

Flora Kimani, Seong Min Kim, Rachel Steinhardt, Aaron P. Esser-Kahn

Research output: Contribution to journalArticle

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.

Original languageEnglish (US)
Pages (from-to)2985-2990
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume27
Issue number13
DOIs
StatePublished - Jul 1 2019
Externally publishedYes

Fingerprint

Dinitrochlorobenzene
Chemical compounds
Bioactivity
Interleukin-8
Allergens
Monocytes
Chemical activation
Tissue
Inflammation

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Correlating the structure and reactivity of a contact allergen, DNCB, and its analogs to sensitization potential. / Kimani, Flora; Kim, Seong Min; Steinhardt, Rachel; Esser-Kahn, Aaron P.

In: Bioorganic and Medicinal Chemistry, Vol. 27, No. 13, 01.07.2019, p. 2985-2990.

Research output: Contribution to journalArticle

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