1983
DOI: 10.1021/jm00361a014
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A simplified high-pressure liquid chromatography method for determining lipophilicity for structure-activity relationships

Abstract: A highly deactivated octadecyl-bonded silica column and a mobile phase consisting of an water-methanol mixture in the range of blood pH and ionic strength are used to correlate log kappa' with biological activity for a series of sulfonamides and barbiturates. The results were compared to literature methods by using retention volume (VR) and retention indexes (I). For the nine sulfonamides tested, log VR and log kappa' were used with and without correction for ionization. For each biological end point (protein … Show more

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Cited by 72 publications
(17 citation statements)
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“…It has long been recognized that retention of a compound in reversed-phase liquid chromatography is governed by its lipophilicity/hydrophobicity, and thus shows correlation with its P value. [41,42] Interestingly, there were noticeable differences in lipophilicity (log P) between the compounds prepared in this work. [41,42] Interestingly, there were noticeable differences in lipophilicity (log P) between the compounds prepared in this work.…”
Section: Log P Valuesmentioning
confidence: 94%
“…It has long been recognized that retention of a compound in reversed-phase liquid chromatography is governed by its lipophilicity/hydrophobicity, and thus shows correlation with its P value. [41,42] Interestingly, there were noticeable differences in lipophilicity (log P) between the compounds prepared in this work. [41,42] Interestingly, there were noticeable differences in lipophilicity (log P) between the compounds prepared in this work.…”
Section: Log P Valuesmentioning
confidence: 94%
“…Lipophilicity indices of VE and pro‐vitamins were estimated by reverse‐phase chromatographic retention times, since previous works demonstrated a good correlation between log P and log K ′,19–21 and both pro‐vitamins analyzed and VE are almost insoluble in water. log K ′ was calculated using a ODS Hypersil column (5 µm; 25 cm × 4.6 mm i.d.…”
Section: Methodsmentioning
confidence: 99%
“…The technique, therefore, is easily applicable for measurement of more than just octanol/water partitions. Since the advent of publications on chromatographic techniques [16][17][18] in the early 1970's, several hundred papers have been published about the applicability of reversed phase liquid chromatography for the determination of lipophilicity. From time to time, several review papers have summarised the major approaches [19][20][21].…”
Section:  mentioning
confidence: 99%