Identification of porphyrin modified photosensitizer porfimer sodium and its precursors by high performance liquid chromatography and mass spectrometry

Stoev, G.; Stoyanov, Al.; Shopova, Maria; Dachev, Kr.

doi:10.1016/j.chroma.2007.01.071

Cited by 8 publications

(10 citation statements)

References 8 publications

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“…In the MS/MS spectrum of HP IX ([M+H] + -m/z 599), only one fragment ion peak at m/z 511 was found which can be obtained by the loss of two hydroxyethyl groups as CH(OH)=CH 2 or two CO 2 ([MH-88] + ) from the positions 7 and 12 or 2 and 18, respectively (Figure 1) - [7]. Two isomers 7-(1-hydroxyethyl)-12-vinyl-and 7-vinyl-12-(1-hydroxyethyl)-derivatives of 3,8,13,17-tetramethylporphyrin-2,18-dipropionic acid were separated in the retention scale between 1.5 and 2.5 min, with similar MS/ MS spectra consisting of molecular ion at m/z 581 ( Figure 5A,B).…”

Section: Resultsmentioning

confidence: 99%

“…Hematoporphyrin derivatives belong to the family of porphyrin compounds found in the products used in PDT such as Photofrin® and Photodit® [7,8]. On the other hand, high performance liquid chromatography (HPLC) and mass spectrometry (MS) are indispensable experimental techniques for the separation, identification and quantitation of porphyrins such as hematoporphyrin [1].…”

Section: Introductionmentioning

confidence: 99%

“…Hematoporphyrin is a widely used porphyrin-photosensitizer in the photodynamic therapy of tumors, which is also used as a precursor in the oligomerization produced new PDT-sensitizers [7]. Hematoporphyrin derivatives belong to the family of porphyrin compounds found in the products used in PDT such as Photofrin® and Photodit® [7,8].…”

Section: Introductionmentioning

confidence: 99%

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Hematoporphyrin derivatives: The ultrahigh performance liquid chromatography: Diode array: Electrospray ionization: Mass spectrometry analysis

Zvezdanovic¹,

Petrović²,

Marković³

2017

Adv Techol

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Recent advances in the column technology have led to the development of small particles as stationary phase carriers in reversed-phase liquid chromatography for separation of large scale of molecules. This work represents an application of UHPLC (ultrahigh performance liquid chromatography with 1.9 µm C-18 particles) coupled with ESI-MS (electro spray ionization-mass spectrometry) and DAD (diode array) analysis for the identification of the mixture of porphyrins such as hematoporphyrin and protoporphyrin derivatives, widely known photosensitizers used in medicine. Five porphyrin derivatives were separated and identified in the hematoporphyrin mixture: hematoporphyrin IX, protoporphyrin IX, two hydroxyethyl-vinylderivatives and methyl-ester of protoporphyrin IX.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Hematoporphyrin derivatives: The ultrahigh performance liquid chromatography: Diode array: Electrospray ionization: Mass spectrometry analysis

Zvezdanovic¹,

Petrović²,

Marković³

2017

Adv Techol

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“…Compounds 9, 10 and 11 have not been fully characterized but we are confident of their characterisations in view of the sprectroscopic details and characterisation of compounds 4-8. Dimethyl 3,7,12,: Violet solid; m.p. 121-122 °C; 1 H NMR (500 MHz, mixtures of diastereoisomers, CDCl 3 , TMS): δ ppm = 10.59, 10.56, 10.16, 10.12 (4s, 4H, 5-, 10-, 15-, 20- ,7.08;N,8.56.…”

Section: Methodsmentioning

confidence: 99%

A Convenient Synthesis of Haematoporphyrin Ester-Ethers under Ultrasound Irradiation

Qiaoli

et al. 2011

Journal of Chemical Research

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“…In ref. (3) it is even stated that the identification power of LC-DAD is similar to that of low resolution LC-MS-MS. Another means of improving the identification power is to carry out simultaneous screening on two dissimilar columns, i.e., columns showing significant selectivity differences. Simultaneous LC analyses, can improve the identification power of the analysis with only a little increase in analysis time and only a moderate increase in cost 4.…”

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confidence: 99%

Evaluation of the Identification Power of RPLC Analyses in the Screening for Drug Compounds

2010

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The identification of drugs of abuse is an important issue in forensic science. The main goal is to trace and identify as many drugs as possible in the shortest possible time preferably with a simple analysis method. One possibility is to screen samples using a Liquid Chromatography -Diode Array Detection (LC-DAD) system. However, when simultaneously performing another analysis on a chromatographic column exhibiting selectivity differences from the first one, i.e., orthogonal or dissimilar columns, a greater number of drugs can be possibly identified without investing a lot of extra time or money. The primary difficulty is then selecting the most appropriate columns. In this paper, it is demonstrated that selecting the most dissimilar columns based on measures such as correlation or Snyder's F s value is not optimal, because these measures do not take into account the identification power of the individual systems. This implies that a large number of drugs may not necessarily be identified on the systems selected using these criteria. Therefore, three other measures are tested to evaluate the identification power obtained by parallel screening on two columns or by comprehensive two-dimensional LC (LC×LC). The simplest approach is counting the number of compounds separable with a difference in retention time greater than a predefined critical value. However, this measure does not reflect the co-elution pattern of the unidentified drugs nor the separation degree of all compounds. The second tested measure, information, enables differentiation between systems identifying the same number of compounds, but resulting in a different co-elution pattern. Multivariate selectivity, the third tested parameter, takes into account the degree of separation of all compounds and has the advantage that it reflects the gain in identification power achieved by introducing DAD data. All three proposed measures also enable evaluation of whether the corresponding LC×LC method will result in a greater identification power.Keywords information theory; two-dimensional separations; Snyder F s ; correlation; multivariate selectivity In forensic laboratories, powder samples, liquids or biological fluids often need to be screened for a large number of drugs in a short time. For this purpose, the most simple * srutan@vcu.edu . SUPPORTING INFORMATION AVAILABLE Additional Tables S-1-S-5 and Figures S-1-S-6 as noted in text.This material is available free of charge via the Internet at http://pubs.acs.org. NIH Public Access Author ManuscriptAnal Chem. Author manuscript; available in PMC 2011 July 15. NIH-PA Author ManuscriptNIH-PA Author Manuscript NIH-PA Author Manuscriptanalysis method with a high identification power is desired. The analyst should thus find a compromise between simplicity and efficiency. One-dimensional (1D) reversed phase liquid chromatography (LC) coupled to diode-array-detection (DAD) is one possible choice of several possible screening procedures.1 , 2 Although LC coupled with mass spectrometry (MS) offers more id...

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Identification of porphyrin modified photosensitizer porfimer sodium and its precursors by high performance liquid chromatography and mass spectrometry

Cited by 8 publications

References 8 publications

Hematoporphyrin derivatives: The ultrahigh performance liquid chromatography: Diode array: Electrospray ionization: Mass spectrometry analysis

Hematoporphyrin derivatives: The ultrahigh performance liquid chromatography: Diode array: Electrospray ionization: Mass spectrometry analysis

A Convenient Synthesis of Haematoporphyrin Ester-Ethers under Ultrasound Irradiation

Evaluation of the Identification Power of RPLC Analyses in the Screening for Drug Compounds

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