Aebly Andrew H, Levy Jeffrey N, Steger Benjamin J, Quirke Jonathan C, Belitsky Jason M
Department of Chemistry and Biochemistry, Oberlin College 119 Woodland St. Oberlin OH 44074 USA
RSC Adv. 2018 Aug 7;8(50):28323-28328. doi: 10.1039/c8ra06148c.
Dihydroxyindoles such as 5,6-dihydroxyindole-2-carboxylic acid (DHICA) are the main monomer units of eumelanin, the black to brown pigment in humans, and have emerging biological roles beyond melanin. Elaboration of commercially available 5,6-dimethoxy-2-carboxylate ethyl ester provides ready access to DHICA-inspired small molecules, including 3-(hetero)aryl-indoles and 4,7-di-(hetero)aryl-indoles.
二羟基吲哚,如5,6 - 二羟基吲哚 - 2 - 羧酸(DHICA)是真黑素的主要单体单元,真黑素是人类体内黑色至棕色的色素,并且除了黑色素之外还具有新出现的生物学作用。对市售的5,6 - 二甲氧基 - 2 - 羧酸乙酯进行修饰可方便地获得受DHICA启发的小分子,包括3 - (杂)芳基吲哚和4,7 - 二 - (杂)芳基吲哚。