Universidade Federal Fluminense, Departamento de Química Orgânica, Outeiro de São João Batista, s/n°, Centro, Niterói, 24020-141, Rio de Janeiro, Brazil.
Org Biomol Chem. 2011 Jun 7;9(11):4315-22. doi: 10.1039/c1ob05209h. Epub 2011 Apr 13.
A synthetic method to obtain α- and β-pyran naphthoquinones 10 and 11 with a hydroxyl substituent on the aromatic ring was developed. Two series of α- and β-pyran naphthoquinones were obtained from the 8-hydroxy-lawsone, and their anticancer properties were evaluated against four tumor cell lines. In general, the new compounds displayed good activity, possibly indicating that these compounds have increased pro-oxidant capacity. The 9-hydroxy-α-lapachone and 7-hydroxy-β-lapachone analogues of the natural products α-lapachone and β-lapachone were successfully produced by this methodology.
开发了一种合成方法，可获得具有芳香环上羟基取代基的α-和β-吡喃萘醌 10 和 11。从 8-羟基拉索酮获得了两个系列的α-和β-吡喃萘醌，并评估了它们对四种肿瘤细胞系的抗癌特性。一般来说，新化合物表现出良好的活性，这可能表明这些化合物具有增加的促氧化剂能力。天然产物α-拉帕酮和β-拉帕酮的 9-羟基-α-拉帕酮和 7-羟基-β-拉帕酮类似物通过该方法成功合成。
