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

doi:10.1016/j.bmc.2019.05.017

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 journal › Article › peer-review

1 Scopus citations

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 language	English (US)
Pages (from-to)	2985-2990
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry
Volume	27
Issue number	13
DOIs	https://doi.org/10.1016/j.bmc.2019.05.017
State	Published - Jul 1 2019
Externally published	Yes

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

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10.1016/j.bmc.2019.05.017

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

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.",

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T1 - Correlating the structure and reactivity of a contact allergen, DNCB, and its analogs to sensitization potential

AU - Kimani, Flora

AU - Kim, Seong Min

AU - Steinhardt, Rachel

AU - Esser-Kahn, Aaron P.

PY - 2019/7/1

Y1 - 2019/7/1

N2 - 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.

AB - 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.

KW - 1-chloro-2,4-dinitrochlorobenzene (DNCB)

KW - Contact hypersensitivity

KW - Interleukin (IL)– 8

KW - Skin sensitization

KW - Structure Activity Relationship (SAR)

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

Abstract

Keywords

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