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Studies on the binding mechanism of fluoroquinolones to melanin

2000; Elsevier BV; Volume: 6; Issue: 2 Linguagem: Inglês

10.1007/pl00012154

1437-7780

Masamichi Fukuda, Kazuyuki Sasaki, Yasuo Morita, Yutaka Yamamoto,

Drug Transport and Resistance Mechanisms

In order to elucidate the binding mechanism of melanin and fluoroquinolones (ofloxacin, norfloxacin, ciprofloxacin, lomefloxacin, levofloxacin), we investigated the interaction of fluoroquinolones with compounds such as l-β-(3,4-dihydroxyphenyl) alanine (l-DOPA), l-tyrosine, 5-hydroxy-l-tryptophan, l-tryptophan, and l-phenylalanine, which possess the kind of functional groups that melanin does and are closely related to melanin. The recovery of drugs from the melanin-drug complexes by metal ions of Li, Na, Ka, Mg, Ca, Ba, Cu, Ni, and Fe was demonstrated. Smaller and highly charged cations were found to be more effective for this recovery, and magnesium ions were the most effective of all the ions investigated.