Synthesis and Cytotoxicity of 9‐Substituted Benzo[<i>de</i>]chromene‐7,8‐dione and 5‐Benzyl‐9‐substituted Benzo[<i>de</i>]chromene‐7,8‐dione
作者:Shi‐Liang Huang、Yi Luo、Zhi‐Shu Huang、Xing‐Yuan Wang、Xian‐Zhang Bu、Pei‐Qing Liu、Lin Ma、Bing‐Fen Xie、Zong‐Chao Liu、Yue‐Ming Li、Albert S. C. Chan
DOI:10.1080/00397910600764683
日期:2006.9
New Mansonone analogues of 9-substitued benzo[ de] chromene-7,8-dione 5b-e and 5-benzyl-9-substitued benzo[ de] chromene-7,8-dione 6a-e were prepared through a modified route. The first step involved a bulky base t-butylamine mediated regioselective deacetylation of 2-substituted-1,4-naphth-diyl diacetate, resulting in obtaining of monoacetate 4-acetate 2 in high yield. The mechanism of cyclization, debenzylation, and oxidation for the formation of 5a - e and 6a - e were discussed. The cytotoxicity of the prepared compounds 5 and 6 were comparable with naturally occurring Mansonone F.