Porphyrins as possible preventers of heterocyclic amine carcinogenesis

Hayatsu, Hikoya; Sugiyama, Chitose; Arimoto‐Kobayashi, Sakae; Negishi, Tomeo

doi:10.1016/s0304-3835(99)00122-6

Cited by 22 publications

(18 citation statements)

References 10 publications

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“…Chlorophyllin exhibits antioxidant, antimutagenic, and anticarcinogenic properties in several models. It is known to bind to planar compounds such as heterocyclic amines [14,15], dioxin [16], aflatoxin [17,18], and benzo[ a ]pyrene [19]. The antimutagenic activity of chlorophyllin comes also from the scavenging of free radicals and active oxygen species, and suppression of or interference with metabolic activation by a specific cytochrome (P-450) and other metabolizing enzymes [20,21].…”

Section: Introductionmentioning

confidence: 99%

Sodium Copper Chlorophyllin Immobilization onto Hippospongia communis Marine Demosponge Skeleton and Its Antibacterial Activity

Norman

Bartczak

Zdarta

et al. 2016

IJMS

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In this study, Hippospongia communis marine demosponge skeleton was used as an adsorbent for sodium copper chlorophyllin (SCC). Obtained results indicate the high sorption capacity of this biomaterial with respect to SCC. Batch experiments were performed under different conditions and kinetic and isotherms properties were investigated. Acidic pH and the addition of sodium chloride increased SCC adsorption. The experimental data were well described by a pseudo-second order kinetic model. Equilibrium adsorption isotherms were determined and the experimental data were analyzed using both Langmuir and Freundlich isotherms. The effectiveness of the process was confirmed by 13C Cross Polarization Magic Angle Spinning Nuclear Magnetic Resonance (13C CP/MAS NMR), Fourier transform infrared spectroscopy (FTIR), energy-dispersive X-ray spectroscopy (EDS) and thermogravimetric analysis (TG). This novel SCC-sponge-based functional hybrid material was found to exhibit antimicrobial activity against the gram-positive bacterium Staphylococcus aureus.

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Section: Introductionmentioning

confidence: 99%

Sodium Copper Chlorophyllin Immobilization onto Hippospongia communis Marine Demosponge Skeleton and Its Antibacterial Activity

Norman

Bartczak

Zdarta

et al. 2016

IJMS

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“…Diversity of the agents whose antimutagenic activity was neutralized by CHL points out that different protective mechanisms may be involved. One mechanism is the ability of CHL to form complexes with the aromatic mutagens [13][14][15]. Formation of the complex of CHL with mutagen leads to reduction of concentration of mutagen in its monomeric form and thereby of its activity.…”

Section: Introductionmentioning

confidence: 99%

The “interceptor” properties of chlorophyllin measured within the three-component system: Intercalator–DNA–chlorophyllin

Pietrzak

Wieczorek

et al. 2006

Biophysical Chemistry

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In aqueous solutions, in the presence of double-stranded DNA, chlorophyllin (CHL) forms complexes with each of the three DNA intercalators: acridine orange (AO), quinacrine mustard (QM), and doxorubicin (DOX). The evidence for these interactions was obtained by measurement changes in the absorption and fluorescence spectra of the mixtures containing DNA and intercalators during titration with CHL. A model of simple competition between DNA and CHL for the intercalator was used to define the measured interactions. The concentrations of the complexes estimated based on this model were consistent with the concentrations obtained by actual measurement of the absorption spectra.The present data provide further support for the role of chlorophyllin as an "interceptor" that may neutralize biological activity of aromatic compounds including mutagens and antitumor drugs.

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“…It has frequently been reported during the past decade that CHL has strong anti-oxidative, antimutagenic and anti-carcinogenic properties [1]. Thus, the mutagenicity of such diverse agents as heterocyclic amines [2][3][4][5], aflatoxin B 1 [6,7], benzo[a]pyrene [8][9][10][11], dibenzo[a, 1]pyrene [12], doxorubicin [13], cyclophosphamide [14], reactive oxygen intermediates (ROIs) [15] or heavy metal ions [16][17][18], was shown to be reduced in the presence of CHL.…”

Section: Introductionmentioning

confidence: 99%

“…Still another mechanism to account for the antimutagenic property of CHL was explained by the formation of heterologous complexes with mutagens [3,4,9]. The latter mechanism was postulated based on the observation that CHL was most effective in reducing mutagenicity in the case of polycyclic compounds with flat aromatic structures [5,11,24]. According to this mechanism, the complexes are maintained by stacking interactions that involve π-π bonds between the porphyrin ring of CHL and aromatic rings of the mutagens [4].…”

Section: Introductionmentioning

confidence: 99%

Interactions of chlorophyllin with acridine orange, quinacrine mustard and doxorubicin analyzed by light absorption and fluorescence spectroscopy

Pietrzak

Wieczorek

Stachelska

et al. 2003

Biophysical Chemistry

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The present study was designed to estimate the ability of chlorophyllin (CHL) to interact with two acridine mutagens, quinacrine mustard (QM) and acridine orange (AO), and with the antitumor anthracycline doxorubicin (Dox). To this end, aqueous solutions of QM, AO or Dox during titration with CHL were subjected to spectrophotometry and spectrofluorimetry to detect possible interactions between these reagents. The data indicate that CHL forms complexes with AO, QM or Dox in these solutions. The presence of the complexes was manifested by a bathochromic shift of the absorption spectra, as well as by strong quenching of the fluorescence of each of these mutagens in the presence of CHL. CHL, thus, may serve as an interceptor of these mutagenic acridines in different in vivo or in vitro applications. Its ability to interact with Dox may potentially be utilized to detoxify patients overdosed with this or similar drugs.

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Porphyrins as possible preventers of heterocyclic amine carcinogenesis

Cited by 22 publications

References 10 publications

Sodium Copper Chlorophyllin Immobilization onto Hippospongia communis Marine Demosponge Skeleton and Its Antibacterial Activity

Sodium Copper Chlorophyllin Immobilization onto Hippospongia communis Marine Demosponge Skeleton and Its Antibacterial Activity

The “interceptor” properties of chlorophyllin measured within the three-component system: Intercalator–DNA–chlorophyllin

Interactions of chlorophyllin with acridine orange, quinacrine mustard and doxorubicin analyzed by light absorption and fluorescence spectroscopy

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