Binding of chemicals to melanins re-examined: Adsorption of some drugs to the surface of melanin particles

Bridelli, Maria Grazia; Ciati, A.; Crippa, P.R.

doi:10.1016/j.bpc.2005.06.004

Cited by 44 publications

(46 citation statements)

References 24 publications

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“…In contrast, methotrexate appeared to bind to specific homogeneous sites. The data from that study (14) demonstrated the significant capacity of melanin to interact with drugs, since its adsorption capacity was comparable to those of other absorbers, like medicinal activated charcoal.…”

Section: Evidence That Melanins Bind To Drugs In Vitromentioning

confidence: 68%

“…Melanins bind to chemically diverse compounds (62,70). The binding of gentamicin, methotrexate, and chlorpromazine to melanins has recently been revisited by using isotherm binding equations to characterize the adsorption of the drugs to synthetic and Sepia officinalis melanins (14). Although there were significant variations in adsorption, each drug bound to melanin.…”

Section: Evidence That Melanins Bind To Drugs In Vitromentioning

confidence: 99%

See 1 more Smart Citation

Impact of Melanin on Microbial Virulence and Clinical Resistance to Antimicrobial Compounds

Nosanchuk

Casadevall

2006

Antimicrob Agents Chemother

341

284

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Section: Evidence That Melanins Bind To Drugs In Vitromentioning

confidence: 68%

Section: Evidence That Melanins Bind To Drugs In Vitromentioning

confidence: 99%

Impact of Melanin on Microbial Virulence and Clinical Resistance to Antimicrobial Compounds

Nosanchuk

Casadevall

2006

Antimicrob Agents Chemother

341

284

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“…* p < 0.05, ** p < 0.01 as compared with controls many different regions of the human and animal bodies, has attracted a considerable interest since 1962, the year of the publication of the first paper on the binding of phenothiazines to eye melanin [34]. Successively, a noticeable number of papers devoted to this topic appeared, and many drugs were studied with the aim to determine the possible toxic effects that their accumulation could cause at the level of pigmented tissues and organs [4]. Melanins are present in external and internal tissues (skin, hair, ear, eye and brain).…”

Section: Discussionmentioning

confidence: 99%

Cytotoxic effect of lomefloxacin in culture of human epidermal melanocytes

Beberok

Otręba

Wrześniok

et al. 2013

Pharmacological Reports

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Abstract:Backround: Lomefloxacin is a potent bactericidal antibiotic. The use of this drug in treatment of various infections is accompanied by serious adverse effects on pigmented tissues. The exact mechanisms of lomefloxacin side effects have not been well established yet. The aim of this study was to characterize the interaction between lomefloxacin and melanin, and to examine how this interaction affects the cell viability and melanization in melanocytes. Methods: Normal human epidermal melanocytes and the model DOPA-melanin were used. The binding parameters of lomefloxacin-melanin complexes as well as the antibiotic effect on cell viability and melanization in pigmented cells were investigated using a spectrophotometric method. Results: Our results indicate that lomefloxacin forms stable complexes with melanin. The analysis of drug binding to melanin has shown that at least two classes of independent binding sites are involved in formation of these complexes. The WST-1 assay was used to detect the antibiotic cytotoxic effect. The value of ED 50 for lomefloxacin was about 0.75 mmol/l. It has been shown that lomefloxacin causes inhibition of tyrosinase activity, and reduces melanin content in human skin melanocytes in a dose-dependent manner. Conclusion:The ability of the analyzed fluoroquinolone to form complexes with melanin, and the demonstrated inhibitory effect on a melanization process in melanocytes in vitro may explain a potential role of melanin biopolymer in the mechanisms of undesirable side effects of lomefloxacin in vivo resulting from its accumulation in pigmented tissues.

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“…Eumelanin is a heterogeneous macromolecule of 5,6-dihydroxyindole (DHI) and its 2-carboxylated form 5,6-dihydroxyindole-2-carboxylic acid (DHICA) [6]. Melanin exhibits many interesting physical and chemical properties such as anti-oxidant and free-radical scavenger behavior, metal and drug binding nature [7][8][9], and broad band UV-Vis absorption [10,11] leading to photoprotective function [12,13]. A strong non-radiative relaxation of photo-excited electronic states was also measured [6].…”

Section: Introductionmentioning

confidence: 99%

Ultrafast transient absorption of eumelanin suspensions: the role of inverse Raman scattering

Aloi¹,

Brunetti²,

Perna³

et al. 2015

Biomed. Opt. Express

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An ultrafast investigation is carried out on synthetic eumelanin suspended either in water or in DMSO-methanol. Upon photoexcitation by visible femtosecond pulses, the transient absorption (TA) dynamics of the suspensions are probed in a broad visible spectral range, showing clear nonlinearities. The latter arise from pump-probe interactions that induce the inverse Raman scattering (IRS) effect. We show how eumelanin TA dynamics are modified in proximity of the solvent Stokes and anti-Stokes scattering peaks, demonstrating that IRS affects the sign of TA but not the relaxation times. We compare the results obtained in both suspensions, unveiling the role of the surrounding environment. Eventually, the intrinsic response of synthetic eumelanin to ultrafast photoexcitation is evaluated.

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Binding of chemicals to melanins re-examined: Adsorption of some drugs to the surface of melanin particles

Cited by 44 publications

References 24 publications

Impact of Melanin on Microbial Virulence and Clinical Resistance to Antimicrobial Compounds

Impact of Melanin on Microbial Virulence and Clinical Resistance to Antimicrobial Compounds

Cytotoxic effect of lomefloxacin in culture of human epidermal melanocytes

Ultrafast transient absorption of eumelanin suspensions: the role of inverse Raman scattering

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