Toward the Rational Design of Sustainable Hair Dyes Using Cheminformatics Approaches: Step 2. Identification of Hair Dye Substance Database Analogs in the Max Weaver Dye Library

Williams, Tova N.; Driessche, George Van Den; Valery, Alain R. B.; Fourches, Denis; Freeman, Harold S.

doi:10.1021/acssuschemeng.8b02882

Cited by 9 publications

(7 citation statements)

References 37 publications

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“…Thus, studies in this important arena continue. This work includes the use of cheminformatics modeling to facilitate the screening of large dye databases for potential hair dye alternatives [53].…”

Section: Alternative Permanent Hair Dye Precursors and Coloration Tecmentioning

confidence: 99%

Coloration, Hair

Williams¹

2020

Encyclopedia of Color Science and Technology

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Section: Alternative Permanent Hair Dye Precursors and Coloration Tecmentioning

confidence: 99%

Coloration, Hair

Williams¹

2020

Encyclopedia of Color Science and Technology

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“…3 Biology Institute, UNICAMP, Campinas, SP, Brazil. 4 Laboratory of Analytical Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, Greece. 5 Amalex Environmental Solutions, Leipzig, Germany.…”

Section: Supplementary Informationmentioning

confidence: 99%

“…It was anticipated that this donation would lead to technological advances for the good of society. To help enable these advances, steps were taken to digitize the dye structures, together with their spectroscopic properties, and to make this information publicly available [3,4].…”

Section: Introductionmentioning

confidence: 99%

Towards a reliable prediction of the aquatic toxicity of dyes

et al. 2019

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Background: The Max Weaver Dye Library (MWDL) from North Carolina State University is a repository of around 98,000 synthetic dyes. Historically, the uses for these dyes included the coloration of textiles, paper, packaging, cosmetic and household products. However, little is reported about their ecotoxicological properties. It is anticipated that prediction models could be used to help provide this type information. Thus, the purpose of this work was to determine whether a recently developed QSAR (quantitative structure-activity relationships) model, based on ACO-SVM techniques, would be suitable for this purpose. Results: We selected a representative subset of the MWDL, composed of 15 dyes, for testing under controlled conditions. First, the molecular structure and purity of each dye was confirmed, followed by predictions of their solubility and pKa to set up the appropriate test conditions. Only ten of the 15 dyes showed acute toxicity in Daphnia, with EC 50 values ranging from 0.35 to 2.95 mg L −1. These values were then used to determine the ability of the ACO-SVM model to predict the aquatic toxicity. In this regard, we observed a good prediction capacity for the 10 dyes, with 90% of deviations within one order of magnitude. The reasons for this outcome were probably the high quality of the experimental data, the consideration of solubility limitations, as well as the high purity and confirmed chemical structures of the tested dyes. We were not able to verify the ability of the model to predict the toxicity of the remaining 5 dyes, because it was not possible to determine their EC 50. Conclusions: We observed a good prediction capacity for the 10 of the 15 tested dyes of the MWDL, but more dyes should be tested to extend the existing training set with similar dyes, to obtain a reliable prediction model that is applicable to the full MWDL.

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“…In this work, the use of cheminformatics tools helped in rapidly identifying analogs of HDSD prototype dyes to test for hair coloration, expediting the experimental design and analysis phase appreciably (Williams et al . 2018b).…”

Section: Introductionmentioning

confidence: 99%

“…The digitized component of the MWDL was subsequently used to demonstrate the usefulness of the Hair Dye Substance Database (HDSD) (Williams et al 2018a) as a screening tool for identifying potential hair dyes. In this work, the use of cheminformatics tools helped in rapidly identifying analogs of HDSD prototype dyes to test for hair coloration, expediting the experimental design and analysis phase appreciably (Williams et al 2018b).…”

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confidence: 99%

A promising Ames battery for mutagenicity characterization of new dyes

Umbuzeiro

Morales

Vacchi

et al. 2020

Environ and Mol Mutagen

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When testing new products, potential new products, or their impurities for genotoxicity in the Ames test, the quantity available for testing can be a limiting factor. This is the case for a dye repository of around 98,000 substances the Max Weaver Dye Library (MWDL). Mutagenicity data on dyes in the literature, although vast, in several cases is not reliable, compromising the performance of the in silico models. In this report, we propose a strategy for the generation of high-quality mutagenicity data for dyes using a minimum amount of sample. We evaluated 15 dyes from different chemical classes selected from 150 representative dyes of the MWDL. The purity and molecular confirmation of each dye were determined, and the microplate agar protocol (MPA) was used. Dyes were tested at the limit of solubility in single and concentration-response experiments using seven strains without and with metabolic activation except for anthraquinone dyes which were tested with eight strains. Six dyes were mutagenic. The most sensitive was YG1041, followed by TA97a > TA98 > TA100 = TA1538 > TA102. YG7108 as well as TA1537 did not detect any mutagenic response. We concluded that the MPA was successful in identifying the mutagenicity of dyes using less than 12.5 mg of sample. We propose that dyes should be tested in a tiered approach using YG1041 followed by TA97a, TA98, and TA100 in concentration-response experiments. This work provides additional information on the dye mutagenicity database available in the literature.

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Toward the Rational Design of Sustainable Hair Dyes Using Cheminformatics Approaches: Step 2. Identification of Hair Dye Substance Database Analogs in the Max Weaver Dye Library

Cited by 9 publications

References 37 publications

Coloration, Hair

Coloration, Hair

Towards a reliable prediction of the aquatic toxicity of dyes

A promising Ames battery for mutagenicity characterization of new dyes

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