Linear combination methods for prediction and interpretation of drug skin permeation

Scheler, Stefan; Fahr, Alfred; Liu, Xiangli

doi:10.5599/admet.2.4.147

Cited by 7 publications

(5 citation statements)

References 42 publications

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“…Generally, a negative log k p value for a drug suggests its limited skin penetration, with a greater negative value indicating reduced permeation potential. 49 Both 2 and 3 have log k p values in the optimal range set for skin permeation so are applicable via the dermal administration. Activation of PPAR-γ causes insulin sensitization and enhances glucose metabolism, whereas activation of PPAR-β/δ enhances fatty acid metabolism.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, investigation of the crystal structure, DFT calculations, and in silico medicinal potential of hydrazono- and aminomethylene substituted pyrazolidine-3,5-diones as potential anticancer scaffolds

El Bakri,

Siddique,

Mohamed

et al. 2024

New J. Chem.

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Section: Resultsmentioning

confidence: 99%

Synthesis, investigation of the crystal structure, DFT calculations, and in silico medicinal potential of hydrazono- and aminomethylene substituted pyrazolidine-3,5-diones as potential anticancer scaffolds

El Bakri,

Siddique,

Mohamed

et al. 2024

New J. Chem.

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“…This value is commonly used to quantitatively describe the transport of chemical compounds in the most external epidermal layer and it indicates the degree of skin absorption. The values of Kp and logKp were taken from the EDETOX database [ 34 ] and additional papers comprising lists of tested compounds [ 22 , 35 , 36 ]. For some substances, there were different Kp values available in the EDETOX database.…”

Section: Resultsmentioning

confidence: 99%

CPE-DB: An Open Database of Chemical Penetration Enhancers

et al. 2021

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The cutaneous delivery route currently accounts for almost 10% of all administered drugs and it is becoming more common. Chemical penetration enhancers (CPEs) increase the transport of drugs across skin layers by different mechanisms that depend on the chemical nature of the penetration enhancers. In our work, we created a chemical penetration enhancer database (CPE-DB) that is, to the best of our knowledge, the first CPE database. We collected information about known enhancers and their derivatives in a single database, and classified and characterized their molecular diversity in terms of scaffold content, key chemical moieties, molecular descriptors, etc. CPE-DB can be used for virtual screening and similarity search to identify new potent and safe enhancers, building quantitative structure–activity relationship (QSAR) and quantitative structure–property relationship (QSPR) models, and other machine-learning (ML) applications for the prediction of biological activity.

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“…The solubility parameter difference among drug (δ d ), vehicle (δ v ) and skin (δ s ) is well considered in designing dermatological formulations. 29,30) There is an inverse relationship between the skin permeation of compounds and the solubility in the vehicle, and the minimum flux and permeability coefficient were observed approximately to the point where δ d =δ v . In addition, when the δ d is similar to δ s , which was reported to be approximately 10 (cal/cm 3 ) 1/2 , 26) the permeation coefficient of the drug would be increased.…”

Section: Discussionmentioning

confidence: 99%

Prediction of Skin Permeation of Flurbiprofen from Neat Ester Oils and Their <i>O</i>/<i>W</i> Emulsions

Todo

Tamura

Uchida

et al. 2018

CHEMICAL & PHARMACEUTICAL BULLETIN

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Although many in silico models were reported to predict the skin permeation of drugs from aqueous solutions, few studies were founded on the in silico estimation models for the skin permeation of drugs from neat oil formulations and o/w emulsions. In the present study, the cumulative amount of a model lipophilic drug, flurbiprofen (FP), that permeated through skin was determined from 12 different kinds of ester oils (Q oil) and an in silico model was developed for predicting the skin permeation of FP from these ester oils. Thus, the obtained Q oil values were well predicted with the FP solubility in the oils (S oil), the amount of FP uptake into the stratum corneum (SC oil) and molecular descriptors of dipolarity/polarizability (π 2 H) and molecular density. This model suggests that the thermodynamic activities of FP both in the formulations and skin are the key factors for predicting the skin permeation of FP from the ester oils. In addition, a high linear relationship was observed in the double-logarithm plots between the Q oil and the cumulative amount of FP permeated through skin from 20% ester oil in water emulsion (Q emul20%). Furthermore, the skin permeations of FP from 5 and 10% ester oil in water emulsions, Q emul5% and Q emul10% , respectively, were also predicted by the horizontal translation of the y-axis intercept of the liner equation for the relation between the Q oil and Q emul20%. These prediction methods must be helpful for designing topical oily and/or o/w emulsion formulations having suitable and high skin permeation rate of lipophilic drugs.

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Linear combination methods for prediction and interpretation of drug skin permeation

Abstract: Many in-vitro methods for prediction of skin permeability have been reported in literature.

Cited by 7 publications

References 42 publications

Synthesis, investigation of the crystal structure, DFT calculations, and in silico medicinal potential of hydrazono- and aminomethylene substituted pyrazolidine-3,5-diones as potential anticancer scaffolds

Synthesis, investigation of the crystal structure, DFT calculations, and in silico medicinal potential of hydrazono- and aminomethylene substituted pyrazolidine-3,5-diones as potential anticancer scaffolds

CPE-DB: An Open Database of Chemical Penetration Enhancers

Prediction of Skin Permeation of Flurbiprofen from Neat Ester Oils and Their <i>O</i>/<i>W</i> Emulsions

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