High-Performance Liquid Chromatographic Determination of Zinc Pyrithione in Antidandruff Shampoos Using On-Line Copper Chelate Formation

Nakajima, Keiko; Ohta, Mitsue; Yazaki, Hirohisa; Nakazawa, Hiroyuki

doi:10.1080/10826079308020926

Cited by 13 publications

(4 citation statements)

References 6 publications

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“…The pyrithione group compounds are known chelators of metal cations and as such have been widely used in industry (Edrissi et al 1971 ;Fenn and Alexander 1988 ;Nakajima et al 1993). In this study, the presence of EDTA together with NaPT resulted in the chelation and removal of free iron from the chemically defined medium.…”

Section: Discussionmentioning

confidence: 85%

Pyrithione biocide interactions with bacterial phospholipid head groups

Dinning

Al-Adham

Austin³

et al. 1998

Journal of Applied Microbiology

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Sodium pyrithione and zinc pyrithione (NaPT and ZnPT, respectively) are antimicrobial agents widely used in both the cosmetics and fuel industries. They are also utilized in the mining industry because of their metal chelating properties. They have been shown to depolarize membrane electropotential in fungi and are also known to inhibit fungal and bacterial substrate transport processes. Recent work has shown that both pyrithiones cause the leakage of intracellular material (potassium ions and O.D.260nm absorbing material) from exposed bacterial cells. The work here reports studies on the interactions between the pyrithiones and the bacterial phospholipid head group structures, at both a practical and a theoretical level, utilizing tube dilution neutralizer studies, scanning spectrophotometry and molecular modelling. The tube dilution neutralizer studies exhibited a decrease in minimum inhibitory concentration (MIC) for both pyrithiones in the presence of extracellular phosphatidyl‐ethanolamine and EDTA. Scanning spectrophotometry exhibited the chelation of the central zinc atom from the ZnPT chelate by the addition of EDTA. Molecular modelling studies exhibited the chelation of the phosphatidyl‐ethanolamine head group by ZnPT. Zinc pyrithione also exhibited an interaction with the ammonium tail of the head group structures. Sodium pyrithione exhibited electrostatic interactions with the phospholipid head groups in the molecular modelling studies.

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Section: Discussionmentioning

confidence: 85%

Pyrithione biocide interactions with bacterial phospholipid head groups

Dinning

Al-Adham

Austin³

et al. 1998

Journal of Applied Microbiology

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“…Methods need to be validated or revalidated [3]. There are articles in the literature validating analytical methods using HPLC for the quantification of ZPT in shampoos [2,4,5,6]. However, analytical methods by UV-VIS spectrophotometry are fast, simple and cheap [7].…”

Section: Introductionmentioning

confidence: 99%

Development and application of analytical method for quantification of zinc pyrithione in shampoos by UV/VIS spectroscopy / Desenvolvimento e aplicação de método analítico para quantificação de piritionato de zinco em xampus por espectroscopia UV/Vis

Lopes¹,

Leal²,

Nogueira³

et al. 2022

Braz. J. Hea. Rev.

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Objective: develop and evaluate an analytical methodology using uv/vis spectroscopy for quantification of industrialized and compounded shampoos, and perform a physicochemical characterization in the products, including the content of zinc pyrithione. Methods: the validation of the analytical method was performed following the parameters of specificity and selectivity, linearity, precision, accuracy, and robustness established by anvisa in rdc nº 166/2017, validation of analytical procedures: text and methodology (complementary guideline on methodology dated 6 november 1996 incorporated in november 2005) and analytical procedures and methods validation for drugs and biologics (fda). The following assays of physical-chemical characterization were performed for both zinc pyrithione shampoo and placebo formulation: organoleptic characterization, ph, conductivity, content, foam index and viscosity. Results: the method was precise, repeatability obtained cv% between 3.71 and 3.91%, complying with the resolution. The study of intermediate precision also was in accordance with the resolution, which value obtained for cv% was between 3.17 and 3.79%. Results did not show statistically significant differences (p0.005). Accuracy had a slight variation, regarding to 100% of active principle. The method was considered robust. Sample a content presented a concentration of zinc pyrithione inferior to the recommended in the literature. Conclusion: the presented methodology showed to be simple and cheap through uv/vis-spectrophotometry. It is important to characterize the final product in order to provide the desired effect.

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“…They are the most abundantly used of the pyrithione group of antimicrobial compounds (Hyde and Nelson 1984) and are widely applied in the cosmetics and fuel industries as preservatives (Cooney 1969 ;Neihof et al 1979 ;Khattar et al 1988 ;Khattar and Salt 1993). Both NaPT and ZnPT exhibit excellent metal chelating properties (Davies 1985 ;Fenn and Alexander 1988) and ZnPT is the most utilized metal chelate of hydroxypyrithione (Imokawa and Okamoto 1982 ;Marks et al 1985 ;Nakajima et al 1993). The behaviour of NaPT and ZnPT in solution enables transchelation to occur when these compounds are in the presence of transition metal ions (i.e.…”

Section: Introductionmentioning

confidence: 99%

“…Cu 2¦ and Fe 3¦ ) (Edrissi et al 1971). The transchelation properties of the pyrithione biocides have aided the development of techniques for their assay by thin layer chromatography (TLC) (Seymour and Bailey 1981) and high performance liquid chromatography (HPLC) (Fenn and Alexander 1988 ;Nakajima et al 1993). The metal chelating properties of these biocides have also allowed their utilization in the estimation of metal content of ores in the metal purification industry (Edrissi et al 1971).…”

Section: Introductionmentioning

confidence: 99%

A novel assay for the distribution of pyrithione biocides in bacterial cells

Dinning

Al-Adham

Austin³

et al. 1998

Lett Appl Microbiol

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A .J . D I NN IN G , I .S . I. AL -AD HA M , P . A U ST IN A ND P. J . C OL L IE R. 1998. Sodium pyrithione and zinc pyrithione (NaPT and ZnPT, respectively) are widely used as cosmetic preservatives and metal chelating agents. They are commonly assayed using thin layer chromatography (TLC) and high performance liquid chromatography (HPLC). However, a simple quantitative colorimetric assay has not been previously reported for these compounds. This paper describes the development of a spectrophotometric assay for the quantification of the pyrithiones which is based on the chelation of copper (II) ions by the biocides. This assay was developed in order to facilitate the determination of the distribution of these biocides in the Gram-negative bacteria Escherichia coli NCIMB 10000 and Pseudomonas aeruginosa NCIMB 10548. Sodium pyrithione was exhibited only in the cytosol of E. coli and Ps. aeruginosa. Zinc pyrithione, however, was assayed in the cytosol of both bacteria and was found in the cell envelope of Ps. aeruginosa. These findings suggest that the pyrithione biocides are active within bacterial cells as well as at the cell membrane.

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High-Performance Liquid Chromatographic Determination of Zinc Pyrithione in Antidandruff Shampoos Using On-Line Copper Chelate Formation

Cited by 13 publications

References 6 publications

Pyrithione biocide interactions with bacterial phospholipid head groups

Pyrithione biocide interactions with bacterial phospholipid head groups

Development and application of analytical method for quantification of zinc pyrithione in shampoos by UV/VIS spectroscopy / Desenvolvimento e aplicação de método analítico para quantificação de piritionato de zinco em xampus por espectroscopia UV/Vis

A novel assay for the distribution of pyrithione biocides in bacterial cells

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