High yield preparation of purpurin-18 from Spirulina maxima

Drogat, Nicolas; Barrière, Matthieu; Granet, Robert; Sol, Vincent; Krausz, Pierre

doi:10.1016/j.dyepig.2010.05.006

Cited by 13 publications

(8 citation statements)

References 8 publications

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“…In fact, Hynninen, Leppakasesa & Mesilaakso (2006) have demonstrated that the oxidative allomerization of 13 2hydroxy-chlorophyll a generates Mg-purpurin-18 a phytyl ester. A derivative from this catabolite, purpurin-18 a (without central magnesium nor phytol) has attracted much interest as it could be used as efficient photosensitizer (PS) for mediating photodynamic therapy (Drogat, Barrière, Granet, Sol & Krausz, 2011). Purpurin-18 a in combination with light induces rapid apoptotic cell death in the human leukemia cell line and necrosis (Stefano, Ettorrea, Sbranab, Giovaniab & Ner, 2001).…”

Section: Discussionmentioning

confidence: 99%

“…Purpurin-18 a in combination with light induces rapid apoptotic cell death in the human leukemia cell line and necrosis (Stefano, Ettorrea, Sbranab, Giovaniab & Ner, 2001). Consequently, several methods have been developed to improve its synthesis (Drogat et al, 2011), although there was no information about its MS-fragmentation behaviour. The purpurin-type chlorophyll derivatives present an interesting rearrangement structurally related to the 15 1 -hydroxy-lactone ones (structures E and B in Figure 1), as both classes of derivatives share the lactone function at the V ring but the former lack the carboxymethoxy group and include a keto function at the C15 1 .…”

Section: Discussionmentioning

confidence: 99%

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Comprehensive chlorophyll composition in the main edible seaweeds

et al. 2017

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Comprehensive chlorophyll composition in the main edible seaweeds

et al. 2017

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“…It should be noted, however, that the relatively high DBE values (i.e., 20–23) are close to those of protochlorophyllide and its analogues found in steams [ 43 ]. Moreover, many tissue-specific protochlorophyllides can be found in stems, shoots, and algae [ 44 , 45 ]. Therefore, these two peaks can be considered as potentially novel compounds.…”

Section: Resultsmentioning

confidence: 99%

Analysis of Primary Liquid Chromatography Mass Spectrometry Data by Neural Networks for Plant Samples Classification

Turova

Ставрианиди²,

Svekolkin³

et al. 2022

Metabolites

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Plant samples are potential sources of physiologically active secondary metabolites and their classification is an extremely important task in traditional medicine and other fields of research. In the production of herbal drugs, different plant parts of the same or related species can serve as adulterants for primary plant material. The use of highly informative and relatively easily accessible tools, such as liquid chromatography and low-resolution mass spectrometry, helps to solve these tasks by means of fingerprint analysis. In this study, to reveal specific plant part features for 20 species from one family (Apiaceae), and to preserve the maximum information content, two approaches are suggested. In both cases, minimal raw data pretreatment, including rescaling of time and m/z axes and cutting off some uninformative regions, was applied. For the support vector machine (SVM) method, tensor unfolding was required, while neural networks (NNs) were able to work directly with squared heatmaps as input data. Moreover, five data augmentation variants are proposed, to overcome the typical problem of a lack of data. As a result, a comparable F1-score close to 0.75 was achieved by SVM and two employed NN architectures. Eight marker compounds belonging to chlorophylls, lipids, and coumarin apio-glucosides were tentatively identified as characteristic of their corresponding sample groups: roots, stems, leaves, and fruits. The proposed approaches are simple, information-saving and can be applied to a broad type of tasks in metabolomics.

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“…First, chlorophyll‐a was extracted from dried S. maxima , an ideal source for chlorophyll‐a whose purification is greatly simplified because of the absence of chlorophyll 23,24 . Treatment of chlorophyll‐a with 1 M HCl enabled to easily remove the magnesium ion to afford a crude pheophytin‐a in the form of a precipitate.…”

Section: Resultsmentioning

confidence: 99%

“…22 First, chlorophyll-a was extracted from dried S. maxima, an ideal source for chlorophyll-a whose purification is greatly simplified because of the absence of chlorophyll. 23,24 Treatment of chlorophyll-a with 1 M HCl enabled to easily remove the magnesium ion to afford a crude pheophytin-a in the form of a precipitate. Selective hydrolysis of the phytyl ester function of pheophytin-a was realized with 80% TFA in water to afford pheophorbide-a as a fine powder.…”

Section: Extraction and Hemisynthesis Of Pheophorbide-amentioning

confidence: 99%

Acetylxylan‐pheophorbide‐a nanoparticles designed for tumor‐targeted photodynamic therapy

Bouramtane

Bretin

Pinon

et al. 2021

J of Applied Polymer Sci

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The poor solubility of most photosensitizers (PS) hampers their practical use as clinical agents. Conjugation of PS with water‐soluble nanoparticles has been often used to bypass this hurdle. We describe in this study the extraction of glucuronoacetylxylan from chestnut sawdust, the hemisynthesis of pheophorbide‐a (Pha) and its covalent attachment to xylan. The resulting conjugates (xyl‐Pha) spontaneously form water‐soluble spherical nanoparticles (xyl‐Pha NPs) ranging between 100 and 250 nm in diameter. Assayed against the HT‐29 colorectal cancer cell line, xyl‐Pha NPs exhibited a dose‐dependent phototoxicity only when irradiated with red light.

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High yield preparation of purpurin-18 from Spirulina maxima

Cited by 13 publications

References 8 publications

Comprehensive chlorophyll composition in the main edible seaweeds

Comprehensive chlorophyll composition in the main edible seaweeds

Analysis of Primary Liquid Chromatography Mass Spectrometry Data by Neural Networks for Plant Samples Classification

Acetylxylan‐pheophorbide‐a nanoparticles designed for tumor‐targeted photodynamic therapy

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