<i>In vitro</i> polarization‐resolved resonance Raman studies of the interaction of hematin with the antimalarial drug chloroquine

Frosch, Torsten; Küstner, Bernd; Schlücker, Sebastian; Szeghalmi, Adriana; Schmitt, Michael; Kiefer, W.; Popp, Jürgen

doi:10.1002/jrs.1252

Cited by 45 publications

(48 citation statements)

References 11 publications

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“…[21] Indications for covalent or hydrogen bonds between FPIX and the drug molecule were not observed in any of the complexes. For CQ, this finding is supported by electrospray-ionization mass spectroscopy [43] and polarization-resolved resonance Raman spectroscopy [44] on FPIX:CQ complexes. Both studies rule out a covalent interaction between the molecules.…”

Section: Discussionmentioning

confidence: 55%

The Novel Antimalarial Compound Dioncophylline C Forms a Complex with Heme in Solution

et al. 2007

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A structural model of the complex formed between the novel antimalarial compound dioncophylline C (DioC) and its presumed target ferriprotoporphyrin IX heme (FPIX) is presented. The complex structure was calculated with molecular dynamics (MD) simulations using intermolecular distance restraints between DioC and the iron center in FPIX, determined from NMR paramagnetic relaxation. Besides the spin state of the iron and longitudinal relaxation rates of hydrogen nuclei in DioC, the effective correlation time of paramagnetic relaxation was determined from NMR measurements at three different magnetic field strengths. The derived structural model shows high similarity to complexes formed by FPIX and antimalarials of the quinoline family (chloroquine, quinine, quinidine, and amodiaquine). The conformation of DioC is sterically stabilized by a water molecule coordinated to iron in FPIX. This structural feature may provide an important hint at possibilities for a further optimization of novel naphthylisoquinoline alkaloid (NIQ) antimalarial drugs.

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Section: Discussionmentioning

confidence: 55%

The Novel Antimalarial Compound Dioncophylline C Forms a Complex with Heme in Solution

et al. 2007

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“…The hematin-chloroquine CQ mechanism interaction was recently reported using resonance Raman (RR) spectroscopy. 18 Polarization-resolved RR spectra of hematin and its complex with CQ were recorded under Q-band resonance conditions in order to monitor the binding of the drug to the heme structure. A noncovalent interaction in the electronic ground state of the CQ-heme complex was concluded.…”

Section: Introductionmentioning

confidence: 99%

“…A noncovalent interaction in the electronic ground state of the CQ-heme complex was concluded. 18 Surface-enhanced Raman scattering (SERS) has been proven to trigger exciting opportunities in the field of biomedical spectroscopy, 21,22 where it allows the study of structural-functional properties of biologically relevant molecules, which are often present in extremely small concentrations at physiological level. SERS combines the FT-Raman and NIR-SERS characterization of CQ and MQ and their interaction with hematin structural information available by Raman spectroscopy with ultrasensitive detection limits, allowing a detection down to the single-molecule level.…”

Section: Introductionmentioning

confidence: 99%

“…RR data 18,19 of hematin and the hematin-CQ complex 18 have been recently published, but, to the best of our knowledge, SERS investigations of the antimalarial drugs or of the monomeric precursor, hematin, have not been reported.…”

Section: Introductionmentioning

confidence: 99%

“…Here, we employed NIR-SERS in order to monitor the interaction of hematin with two widely used antimalarial drugs, CQ diphosphate (C 18 …”

Section: Introductionmentioning

confidence: 99%

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FT‐Raman and NIR‐SERS characterization of the antimalarial drugs chloroquine and mefloquine and their interaction with hematin

Pinzaru¹,

Peica²,

Küstner³

et al. 2006

J Raman Spectroscopy

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Raman and surface-enhanced Raman scattering (SERS) spectroscopies were employed to probe the interaction of the antimalarial drugs chloroquine (CQ) and mefloquine (MQ) with hematin. NIR-SERS spectra of both quinoline derivatives were obtained from a colloidal gold surface. Strong chemical interactions of each drug with the Au particles are observed and the similarities of the two NIR-SERS spectra allowed to predict a similar orientation geometry for both of the drugs on the colloidal surface, namely through the quinoline skeletal part of each molecular structure.Separately, the adsorption behavior of hematin on the Au colloid was studied under nonresonant conditions. In addition, both hematin-antimalarial drug systems (CQ and MQ) were prepared and investigated by NIR-SERS.

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R aman Spectroscopy in Medicine

Krafft

Rösch

Popp

2009

Digital Encyclopedia of Applied Physics

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Raman spectroscopy is an emerging tool in medicine to study tissues and body fluids. This contribution gives an overview of experimental techniques and selected applications. The methodological section presents Raman spectra of biomolecules, the near‐infrared advantage, combination with microscopy, Raman imaging, fiber‐optic probes, and signal enhancement principles. Pathological applications of Raman spectroscopy were reported in the context of oncology, for mineralized tissue such as bone, teeth, and calculi in organs, for blood vessels, for skin, and for the visual system. Raman spectroscopy in clinical chemistry was applied to determine glucose in diabetic patients; to analyze serum, hair and nails; and to investigate malaria.

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In vitro polarization‐resolved resonance Raman studies of the interaction of hematin with the antimalarial drug chloroquine

Cited by 45 publications

References 11 publications

The Novel Antimalarial Compound Dioncophylline C Forms a Complex with Heme in Solution

The Novel Antimalarial Compound Dioncophylline C Forms a Complex with Heme in Solution

FT‐Raman and NIR‐SERS characterization of the antimalarial drugs chloroquine and mefloquine and their interaction with hematin

R aman Spectroscopy in Medicine

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