Lipid Solubility and Molecular Weight: Whose Idea Was That

Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative struc...

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Published inSkin pharmacology and physiology Vol. 26; no. 4-6; pp. 295 - 301
Main Author Kasting, G.B.
Format Journal Article
LanguageEnglish
Published Basel, Switzerland S. Karger AG 01.01.2013
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Abstract Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative structure-penetration relationships for chemicals contacting human skin. His ideas regarding the impact of molecular weight and lipid solubility on skin transport catalyzed the later development by Potts and Guy of the first successful skin permeability model. But Gene's most important contribution to the field was as a scientific role model and an inspirational leader who launched the careers of several young scientists, including the author of this article.
AbstractList Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative structure-penetration relationships for chemicals contacting human skin. His ideas regarding the impact of molecular weight and lipid solubility on skin transport catalyzed the later development by Potts and Guy of the first successful skin permeability model. But Gene's most important contribution to the field was as a scientific role model and an inspirational leader who launched the careers of several young scientists, including the author of this article. © 2013 S. Karger AG, Basel [PUBLICATION ABSTRACT]
Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative structure-penetration relationships for chemicals contacting human skin. His ideas regarding the impact of molecular weight and lipid solubility on skin transport catalyzed the later development by Potts and Guy of the first successful skin permeability model. But Gene's most important contribution to the field was as a scientific role model and an inspirational leader who launched the careers of several young scientists, including the author of this article.
Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative structure-penetration relationships for chemicals contacting human skin. His ideas regarding the impact of molecular weight and lipid solubility on skin transport catalyzed the later development by Potts and Guy of the first successful skin permeability model. But Gene's most important contribution to the field was as a scientific role model and an inspirational leader who launched the careers of several young scientists, including the author of this article.Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his career. His work led to the development of finite dose skin absorption models, chemical penetration enhancer technologies and quantitative structure-penetration relationships for chemicals contacting human skin. His ideas regarding the impact of molecular weight and lipid solubility on skin transport catalyzed the later development by Potts and Guy of the first successful skin permeability model. But Gene's most important contribution to the field was as a scientific role model and an inspirational leader who launched the careers of several young scientists, including the author of this article.
Author Kasting, G.B.
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Cites_doi 10.1002/jps.2600750513
10.1111/1523-1747.ep12277592
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Issue 4-6
Keywords Skin permeability
Cooper, Gene
Quantitative structure-penetration relationship
Finite dose
Penetration enhancer
Language English
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References Collander R, Barlund H: Permeability in chara certophylla. II. Permeability to nonelectrolytes. Acta Botan Fenn 1930;2:1-114.
Cooper ER: Effect of substituents on benzoic acid transport across human skin in vitro. J Control Rel 1984;1:153-156.10.1016/0168-3659(84)90008-7
Berner B, Cooper ER: Asymptotic solution for nonsteady-state diffusion through oil-water multilaminates. J Membr Sci 1983;14:139-145.10.1016/S0376-7388(00)80100-3
Kasting GB, Smith RL, Anderson BD: Prodrugs for dermal delivery: solubility, molecular size, and functional group effects; in Sloan KB (ed) Prodrugs: Topical and Ocular Drug Delivery. New York, Dekker, 1992, pp 117-161.
Cooper ER, Berner B: Effect of decylmethyl sulfoxide on skin penetration; in Mittal KL, Fendler EJ (eds): Solution Behavior of Surfactants: Theoretical and Applied Aspects. New York, Plenum Press, 1982.10.1007/978-1-4613-3494-1_51
Wilschut A, ten Berge WF, Robinson PJ, McKone TE: Estimating skin permeation. The validation of five mathematical skin penetration models. Chemosphere 1995;30:1275-1296.774972310.1016/0045-6535(95)00023-2
Cooper ER: Pharmacy International 1986;December:308-310.
Wu X, Keister JC, Cooper ER: Theoretical effects of binding on transport lag times in the case of multilayered membranes. J Membr Sci 1990;50:57-69.10.1016/S0376-7388(00)80886-8
Berner B, Cooper ER: Desorption out of an oil-water multilaminate membrane. J Control Rel 1984;1:149-152.10.1016/0168-3659(84)90007-5
Higuchi T: Rate of release of medicaments from ointment bases containing drugs in suspensions. J Pharm Sci 1961;50:874-875.1390726910.1002/jps.2600501018
Cooper ER, Berner B: Skin permeability; in Skerrow D, Skerrow CJ (eds): Methods in Skin Research. New York, Wiley & Sons, 1985, pp 407-432.
Cooper ER, Berner B, Bruce RD: Kinetic analysis of relationship between partition coefficient and biological response. J Pharm Sci 1981;70:57-59.722993010.1002/jps.2600700110
Bronaugh RL, Stewart RF: Methods for in vitro percutaneous absorption studies. VI. Preparation of the barrier layer. J Pharm Sci 1986;75:487-491.373508810.1002/jps.2600750513
Cooper ER: Nanoparticles: a personal experience for formulating poorly water soluble drugs. J Control Release 2010;141:300-302.1982217710.1016/j.jconrel.2009.10.006
Kasting GB, Smith RL, Cooper ER: Effect of lipid solubility and molecular size on percutaneous absorption. Skin Pharmacol 1987;1:138-153.
Cooper ER, Dahler JS, Verlin JD, Matzen MK, Hoffman DK: Model calculations of magnetic field effects on diffusion and thermal diffusion coefficients of binary gas mixtures. J Chem Phys 1973;59:403-408.10.1063/1.1679819
Cooper ER, Merritt EW, Smith RL: Effect of fatty acids and alcohols on the penetration of acyclovir across human skin in vitro. J Pharm Sci 1985;74:688-689.402065710.1002/jps.2600740623
Cooper ER: Increased skin permeability for lipophilic molecules. J Pharm Sci 1984;73:1153-1156.649192210.1002/jps.2600730831
Raykar PV, Fung M-C, Anderson BD: The role of protein and lipid domains in the uptake of solutes by human stratum corneum. Pharm Res 1988;5:140-150.324462510.1023/A:1015956705293
Michaels AS, Chandrasekaran SK, Shaw JE: Drug permeation through human skin: theory and in vitro experimental measurement. Am Inst Chem Eng J 1975;21:985-996.10.1002/aic.690210522
Cooper ER, Berner B: Finite dose pharmacokinetics of skin penetration. J Pharm Sci 1985;74:1100-1102.407871010.1002/jps.2600741018
Cooper ER: Effect of adsorption on membrane diffusion. J Colloid Interface Sci 1974;48:516-517.10.1016/0021-9797(74)90199-4
Ackermann C, Flynn GL, Smith WM: Ether-water partitioning and permeability through nude mouse skin in vitro. II. Hydrocortisone 21-n-alkyl esters, alkanols and hydrophilic compounds. Int J Pharm 1987;36:67-71.10.1016/0378-5173(87)90238-9
Bronaugh RL, Stewart RF: Methods for in vitro percutaneous absorption studies. III. Hydrophobic compounds. J Pharm Sci 1984;73:1255-1258.649194510.1002/jps.2600730916
Cooper ER, Loomans ME, Fawzi MB: Penetrating topical pharmaceutical compositions containing corticosteroids. US patent No 4552872. November 12, 1985. Cincinnati, Procter & Gamble.
Cooper ER, Loomans ME, Wickett RR: Penetrating topical pharmaceutical compositions. US patent No 4954487. September 4, 1990. Cincinnati, Procter & Gamble.
Cooper ER, Kasting GB: Transport across epithelial membranes. J Control Release 1987;6:23-35.10.1016/0168-3659(87)90061-7
Cooper ER: Penetrating topical pharmaceutical compositions containing 1-dodecyl-azacycloheptan-2-one. US patent No 4557934. December 10, 1985. Cincinnati, Procter & Gamble.
Flynn GL: Physicochemical determinants of skin absorption; in Gerrity TR, Henry CJ (eds): Principles of Route-to-Route Extrapolation for Risk Assessment. New York, Elsevier Science, 1990, pp 93-127.
Anderson BD, Higuchi WI, Raykar PV: Heterogeneity effects on permeability-partition coefficient relationships in human stratum corneum. Pharm Res 1988;5:566-573.324731910.1023/A:1015989929342
Anderson BD, Raykar PV: Solute structure-permeability relationships in human stratum corneum. J Invest Dermatol 1989;93:280-286.275427710.1111/1523-1747.ep12277592
Cleek RL, Bunge AL: A new method for estimating dermal absorption from chemical exposure. 1. General approach. Pharm Res 1993;10:497-506.848383110.1023/A:1018981515480
Cooper ER: Penetrating topical pharmaceutical compositions containing n-(2-hydroxyethyl) pyrrolidone. US patent No 4537776. August 27, 1985. Cincinnati, Procter & Gamble.
Kasting GB, Francis WR, Roberts GE: Skin penetration enhancement of triprolidine base by propylene glycol. J Pharm Sci 1993;82:551-552.836083710.1002/jps.2600820525
Potts RO, Guy RH: Predicting skin permeability. Pharm Res 1992;9:663-669.160890010.1023/A:1015810312465
Cooper ER: Diffusional lag time asymmetry for membranes which possess heterogeneous adsorptive capacities. J Colloid Interface Sci 1975;51:538-539.
Higuchi T: Physical chemical analysis of percutaneous absorption process from creams and ointments. J Soc Cosmet Chem 1960;11:85-97.
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References_xml – reference: Anderson BD, Higuchi WI, Raykar PV: Heterogeneity effects on permeability-partition coefficient relationships in human stratum corneum. Pharm Res 1988;5:566-573.324731910.1023/A:1015989929342
– reference: Cooper ER, Kasting GB: Transport across epithelial membranes. J Control Release 1987;6:23-35.10.1016/0168-3659(87)90061-7
– reference: Kasting GB, Smith RL, Cooper ER: Effect of lipid solubility and molecular size on percutaneous absorption. Skin Pharmacol 1987;1:138-153.
– reference: Cooper ER: Nanoparticles: a personal experience for formulating poorly water soluble drugs. J Control Release 2010;141:300-302.1982217710.1016/j.jconrel.2009.10.006
– reference: Michaels AS, Chandrasekaran SK, Shaw JE: Drug permeation through human skin: theory and in vitro experimental measurement. Am Inst Chem Eng J 1975;21:985-996.10.1002/aic.690210522
– reference: Berner B, Cooper ER: Asymptotic solution for nonsteady-state diffusion through oil-water multilaminates. J Membr Sci 1983;14:139-145.10.1016/S0376-7388(00)80100-3
– reference: Collander R, Barlund H: Permeability in chara certophylla. II. Permeability to nonelectrolytes. Acta Botan Fenn 1930;2:1-114.
– reference: Wu X, Keister JC, Cooper ER: Theoretical effects of binding on transport lag times in the case of multilayered membranes. J Membr Sci 1990;50:57-69.10.1016/S0376-7388(00)80886-8
– reference: Anderson BD, Raykar PV: Solute structure-permeability relationships in human stratum corneum. J Invest Dermatol 1989;93:280-286.275427710.1111/1523-1747.ep12277592
– reference: Cooper ER: Penetrating topical pharmaceutical compositions containing n-(2-hydroxyethyl) pyrrolidone. US patent No 4537776. August 27, 1985. Cincinnati, Procter & Gamble.
– reference: Bronaugh RL, Stewart RF: Methods for in vitro percutaneous absorption studies. VI. Preparation of the barrier layer. J Pharm Sci 1986;75:487-491.373508810.1002/jps.2600750513
– reference: Cooper ER, Berner B, Bruce RD: Kinetic analysis of relationship between partition coefficient and biological response. J Pharm Sci 1981;70:57-59.722993010.1002/jps.2600700110
– reference: Cooper ER, Berner B: Effect of decylmethyl sulfoxide on skin penetration; in Mittal KL, Fendler EJ (eds): Solution Behavior of Surfactants: Theoretical and Applied Aspects. New York, Plenum Press, 1982.10.1007/978-1-4613-3494-1_51
– reference: Cooper ER: Pharmacy International 1986;December:308-310.
– reference: Ackermann C, Flynn GL, Smith WM: Ether-water partitioning and permeability through nude mouse skin in vitro. II. Hydrocortisone 21-n-alkyl esters, alkanols and hydrophilic compounds. Int J Pharm 1987;36:67-71.10.1016/0378-5173(87)90238-9
– reference: Higuchi T: Rate of release of medicaments from ointment bases containing drugs in suspensions. J Pharm Sci 1961;50:874-875.1390726910.1002/jps.2600501018
– reference: Cooper ER: Effect of substituents on benzoic acid transport across human skin in vitro. J Control Rel 1984;1:153-156.10.1016/0168-3659(84)90008-7
– reference: Raykar PV, Fung M-C, Anderson BD: The role of protein and lipid domains in the uptake of solutes by human stratum corneum. Pharm Res 1988;5:140-150.324462510.1023/A:1015956705293
– reference: Cooper ER: Increased skin permeability for lipophilic molecules. J Pharm Sci 1984;73:1153-1156.649192210.1002/jps.2600730831
– reference: Cleek RL, Bunge AL: A new method for estimating dermal absorption from chemical exposure. 1. General approach. Pharm Res 1993;10:497-506.848383110.1023/A:1018981515480
– reference: Cooper ER, Loomans ME, Wickett RR: Penetrating topical pharmaceutical compositions. US patent No 4954487. September 4, 1990. Cincinnati, Procter & Gamble.
– reference: Cooper ER, Merritt EW, Smith RL: Effect of fatty acids and alcohols on the penetration of acyclovir across human skin in vitro. J Pharm Sci 1985;74:688-689.402065710.1002/jps.2600740623
– reference: Berner B, Cooper ER: Desorption out of an oil-water multilaminate membrane. J Control Rel 1984;1:149-152.10.1016/0168-3659(84)90007-5
– reference: Cooper ER: Effect of adsorption on membrane diffusion. J Colloid Interface Sci 1974;48:516-517.10.1016/0021-9797(74)90199-4
– reference: Cooper ER: Diffusional lag time asymmetry for membranes which possess heterogeneous adsorptive capacities. J Colloid Interface Sci 1975;51:538-539.
– reference: Kasting GB, Smith RL, Anderson BD: Prodrugs for dermal delivery: solubility, molecular size, and functional group effects; in Sloan KB (ed) Prodrugs: Topical and Ocular Drug Delivery. New York, Dekker, 1992, pp 117-161.
– reference: Higuchi T: Physical chemical analysis of percutaneous absorption process from creams and ointments. J Soc Cosmet Chem 1960;11:85-97.
– reference: Kasting GB, Francis WR, Roberts GE: Skin penetration enhancement of triprolidine base by propylene glycol. J Pharm Sci 1993;82:551-552.836083710.1002/jps.2600820525
– reference: Wilschut A, ten Berge WF, Robinson PJ, McKone TE: Estimating skin permeation. The validation of five mathematical skin penetration models. Chemosphere 1995;30:1275-1296.774972310.1016/0045-6535(95)00023-2
– reference: Cooper ER, Berner B: Finite dose pharmacokinetics of skin penetration. J Pharm Sci 1985;74:1100-1102.407871010.1002/jps.2600741018
– reference: Cooper ER, Loomans ME, Fawzi MB: Penetrating topical pharmaceutical compositions containing corticosteroids. US patent No 4552872. November 12, 1985. Cincinnati, Procter & Gamble.
– reference: Flynn GL: Physicochemical determinants of skin absorption; in Gerrity TR, Henry CJ (eds): Principles of Route-to-Route Extrapolation for Risk Assessment. New York, Elsevier Science, 1990, pp 93-127.
– reference: Cooper ER, Berner B: Skin permeability; in Skerrow D, Skerrow CJ (eds): Methods in Skin Research. New York, Wiley & Sons, 1985, pp 407-432.
– reference: Cooper ER, Dahler JS, Verlin JD, Matzen MK, Hoffman DK: Model calculations of magnetic field effects on diffusion and thermal diffusion coefficients of binary gas mixtures. J Chem Phys 1973;59:403-408.10.1063/1.1679819
– reference: Bronaugh RL, Stewart RF: Methods for in vitro percutaneous absorption studies. III. Hydrophobic compounds. J Pharm Sci 1984;73:1255-1258.649194510.1002/jps.2600730916
– reference: Potts RO, Guy RH: Predicting skin permeability. Pharm Res 1992;9:663-669.160890010.1023/A:1015810312465
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RelatedPersons Eugene Rex ER Cooper
Eugene Rex Cooper
Cooper Eugene Rex
RelatedPersons_xml – fullname: Eugene Rex ER Cooper
– fullname: Eugene Rex Cooper
– fullname: Cooper Eugene Rex
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Snippet Gene Cooper was a bright theoretician, a skilled product developer, and a motivational leader who applied his talents to the skin science area early in his...
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SubjectTerms Administration, Cutaneous
Cooper Eugene Rex
Drug Design
Eugene Rex Cooper
Further Section
History, 20th Century
History, 21st Century
Humans
Models, Biological
Molecular Weight
Pharmaceutical Preparations - administration & dosage
Pharmaceutical Preparations - chemistry
Pharmaceutical Preparations - metabolism
Quantitative Structure-Activity Relationship
Skin - metabolism
Skin Absorption
Solubility
Title Lipid Solubility and Molecular Weight: Whose Idea Was That
URI https://karger.com/doi/10.1159/000351956
https://www.ncbi.nlm.nih.gov/pubmed/23921116
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Volume 26
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