A quantitative structure-Activity relationship study of the skin irritation potential of phenols

Toxicology in Vitro : an International Journal Published in Association with BIBRA
M HayashiH Kaneko

Abstract

Quantitative structure-activity relationships (QSARs) for skin irritation potential were studied using twenty-four phenols. Based on the hypothesis that skin irritation is induced by reaction of phenols with macromolecules present in epidermal and dermal levels of the skin, the following descriptors for QSAR were selected, the absolute hardness (N) calculated from HOMO (the highest occupied molecular orbital) and LUMO (the lowest unoccupied molecular orbital) energy levels for reactivity, and logP (octanol-water partition coefficient) for permeability. Using these descriptors, we fitted a regression function to the set of skin irritation scores obtained from an in vivo study, which allowed derivation of equations (r=0.85). The equations were verified with six additional phenols, showing good correlations with the expected skin irritation scores. From the above findings, the equations can be considered useful for predicting the skin irritation potential of phenol compounds.

References

Dec 1, 1992·Toxicology Letters·G Calvin
May 1, 1992·Pharmaceutical Research·R O Potts, R H Guy
Apr 1, 1972·The British Journal of Dermatology·A B Lansdown, P Grasso
May 1, 1968·The Journal of Investigative Dermatology·J ScalaH H Reller
Feb 1, 1994·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·R Osborne, M A Perkins
Sep 1, 1993·Toxicology Letters·K Jansson, V Jansson
Jun 1, 1993·Pharmaceutical Research·G B Kasting, P J Robinson
Apr 1, 1996·Chemosphere·M T Cronin, T W Schultz
May 1, 1996·Bulletin of Environmental Contamination and Toxicology·Q HuangL Wang
Jan 1, 1996·SAR and QSAR in Environmental Research·T W SchultzJ S Jaworska
Jan 1, 1995·SAR and QSAR in Environmental Research·E RorijeW J Peijnenburg
May 1, 1996·Fundamental and Applied Toxicology : Official Journal of the Society of Toxicology·M A PerkinsG R Johnson
Oct 1, 1996·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·D A BasketterS E Loveless
Aug 26, 1998·Chemico-biological Interactions·C D SelassieC Hansch
May 1, 1959·The Journal of Investigative Dermatology·S P HARROLD
Sep 30, 1936·The Journal of Experimental Medicine·K Landsteiner, J Jacobs
Feb 1, 1995·Toxicology in Vitro : an International Journal Published in Association with BIBRA·M D Barratt
Feb 1, 1994·Toxicology in Vitro : an International Journal Published in Association with BIBRA·M T CroninM York

❮ Previous
Next ❯

Citations

Apr 4, 2015·International Journal of Pharmaceutics·Robert Damitz, Anuj Chauhan
Nov 5, 2011·Expert Opinion on Drug Metabolism & Toxicology·Florian NigschJeremy L Jenkins
May 23, 2015·Journal of Molecular Modeling·Ricardo D'A GarciaGustavo H G Trossini
Feb 1, 2015·International Journal of Pharmaceutics·Robert Damitz, Anuj Chauhan
Mar 27, 2018·Experimental Dermatology·Christian RiebelingTewes Tralau
Mar 6, 2007·Toxicological Sciences : an Official Journal of the Society of Toxicology·James N McDougal, Carol M Garrett
May 29, 2009·Journal of Perinatology : Official Journal of the California Perinatal Association·D Wright, G M Chan
Oct 1, 2005·Alternatives to Laboratory Animals : ATLA·Valérie ZuangJohannes J M van de Sandt
May 15, 2003·Chemical Reviews·P GeerlingsW Langenaeker
Nov 26, 2008·Toxicology in Vitro : an International Journal Published in Association with BIBRA·Sharath GollaKhaled A M Gasem

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.