Small molecule modulators of aggregation in synthetic melanin polymerizations

ArticleinBioorganic & medicinal chemistry letters 22(17):5503-7 · July 2012with10 Reads
Impact Factor: 2.42 · DOI: 10.1016/j.bmcl.2012.07.027 · Source: PubMed

    Abstract

    There are numerous potential applications for melanin-binding compounds, and new methods are of interest to identify melanin-binding agents. A portion of the polymerization to eumelanin, the black to brown pigment in humans, is thought to be supramolecular aggregation of nanoparticles derived from dihydroxyindoles. Starting with chloroquine, a known eumelanin-binding compound, the ability of small molecules to influence aggregation in synthetic eumelanin polymerizations was investigated. Twenty-eight compounds were tested, including pharmaceuticals, dyes, aromatics, and amines. Compounds that either accelerate or delay the appearance of macroscopic particles in synthetic eumelanin polymerizations were uncovered.