A simple procedure for determining octanol-water patition coefficients using reverse phase high performance liquid chromatography (RPHPLC)

Kock, AC De; Lord, D. A.

doi:10.1016/0045-6535(87)90117-2

Cited by 47 publications

(7 citation statements)

References 30 publications

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“…Anthralin 8) (1); l-acetoxy-9-anthrone 9) (2); l,8-diacetoxy-9-anthrone 10) (3); l-hydroxy-8-methoxy-9-anthrone n) (4); l,8-dimethoxy-9-anthrone n) (5); l-amino-9-anthrone 12) (6) from 1-amino-anthraquinone (Aldrich); 1-hydroxy-9-anthrone 13) (7); 9-anthrone (8) (Janssen); l,8-dichloro-9-anthrone 14) (9); benzophenone (10) (Merck); 2,2'-dihydroxybenzophenone (11) (EGA-Chemie); (9,10-dihydro-1,8-dihydroxy-9-oxo-anthracen-2-yl)-acetic acid 15 Partition coefficients were determined by a HPLC method 25,26,27 *. Stationary phase: Nucleosil 100 C18 7-u.M; mobile phase: methanol/ water/acetic acid (77:23:0.1 by vol., pH 5.5); flow rate: 1 ml/min; standards: benzoic acid, benzophenone, naphthalene, anthracene, 1,8-diacetoxy-9-anthrone.…”

Section: Methodsmentioning

confidence: 99%

Anthralin derivatives—inhibition of 5‐lipoxygenase—antipsoriatic efficacy

Tanzer

Braun

Seidel

et al. 1991

Archiv der Pharmazie

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Inhibition of 5-lipoxygenase by anthralin (1) and 41 derivatives is determined: the acids 38 and 39, the lactones 40-42 and 9-anthrone (8) are the most potent inhibitors, the lactone 41 reaching the efficacy of nordihydroguaiaretic acid (NDGA). The results were correlated with the hydrophilic/lipophilic balance of the test compounds and their clinical efficacy as far as known. There is no correlation between the "minimum structure" of Krebs and SchalteggeP^ concerning antipsoriatic activity and the inhibitory effects against 5-lipoxygenase. Dithranol-Derivate: Hemmung der 5-Lipoxygenase und antipsoriatische WirksamkeitDie Hemmung der 5-Lipoxygenase durch Dithranol (1) und 41 Derivate wird bestimmt: die Säuren 38 und 39, die Laktone 40-42 und 9-Anthron (8) sind die stärksten Inhibitoren, das Lakton 41 erreicht die Wirksamkeit der Nordihydroguajaretsäure. Die Ergebnisse werden mit den hydrophilen/lipophilen Eigenschaften der Verbindungen und -soweit bekannt -mit deren klinischer Wirksamkeit in Beziehung gesetzt: es besteht keine Korrelation zwischen der sog. "antipsoriatischen Minimalstruktur" nach Krebs und SchalteggeP^ und der Hemm wirkung auf die 5-Lipoxygenase.Psoriasis is a common chronic inflammatory and proliferative skin disease with unknown aetiology. An important feature is the abnormal metabolism of arachidonic acid, particularly by the lipoxygenase pathways. Lesional skin contains increased concentrations of arachidonic acid, 12-HETE and LTB 4 , whereas the cyclooxygenase-products PGF^ and PGE2 are only modestly elevated 1 *. LTB 4 and 12-HETE are potent chemoattractans for human polymorphonuclear leukocytes (PMNs) 2) , which are part of a characteristic inflammatory infiltrate and were suggested to play an important physiologic role in cutaneous lesion of psoriasis 3 *. In the present study structure-activity relationships concerning the in vitro 5-lipoxygenase inhibitory activity of various anthrone derivatives and related compounds were investigated. The results were compared with the antipsoriatic properties of the compounds according to the "minimum structure" concept by Krebs and SchalteggeP\ Anthralin (dithranol Materials and Methods

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Section: Methodsmentioning

confidence: 99%

Anthralin derivatives—inhibition of 5‐lipoxygenase—antipsoriatic efficacy

Tanzer

Braun

Seidel

et al. 1991

Archiv der Pharmazie

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“…Chromatographie parameters like capacity factors in reverse phase high performance liquid chromatography (RP-HPLC) (De Kok and Lord 1987, Swann et al 1983, Szabo et al 1990. Physicochemical parameters are not sufficient for a description of environmental behaviour.…”

Section: Please Scroll Down For Articlementioning

confidence: 99%

Acetochlor - a comparative study on parameters governing the potential for water pollution

Balinova¹

1997

J. of Env. Sc. & Hlth., Part B

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The leaching behaviour of the herbicide acetochlor [2-chloro-N-(2-ethyl-6-methylphenyl)-N-(ethoxymethyl)acetamide] was determined as compared with two congener compounds, alachlor [2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide] and metolachlor [2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamid e]. The leaching profiles of the herbicides in columns with different types of soil and their capacity factors in reverse phase HPLC were compared. An approach for preliminary characteristic of the potential for water pollution of acetochlor is presented. The herbicide is classified as a leacher in soil and its potential for contamination of ground water is comparable with those of alachlor and metolachlor.

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“…Octanol/water partition coefficients (K ow ) for each ferrocene were determined via reversed-phase high performance liquid chromatography (RP-HPLC) [37][38][39][40][41][42]. A HewlettPackard Series 1050 HPLC system was employed with an Econosphere C18 column (150 mm length, 3.2 mm inside diameter, 5 lm particle size) as the stationary phase and 70:30 methanol:water as the mobile phase (the pH of the aqueous component was 7.0).…”

Section: Chromatographymentioning

confidence: 99%