Ma Zheng-Yue, He Yang, Zhao Wang-Guo, Yang Ning, Yang Geng-Liang, Zheng Ya-Jun
Key Laboratory for Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Sciences, Hebei University, Baoding 071002, China.
Yao Xue Xue Bao. 2012 May;47(5):614-8.
Substituted phenols as the starting materials were transformed into substituted chromanones by substitution reaction and cyclization reaction, and then 3-(hydroxymethylene)chroman-4-ones were synthesized from substituted chromanones by condensation reaction; at last, the target compounds were synthesized from 3-(hydroxymethylene)chroman-4-ones by chlorination reaction. Their structures were confirmed by 1H NMR and MS. The antifungal activity of the target compounds in vitro was measured by consecutive double dilution, and the result of antifungal experiment indicated that the target compounds had good antifungal action on most fungi tested in vitro. The MIC value of compounds 4c, 4e, 4g and 4h on M. gypseum is 1 microg x mL(-1), better than fluconazole and amphotericin B.
以取代苯酚为起始原料，通过取代反应和环化反应将其转化为取代色满酮，然后通过缩合反应由取代色满酮合成3-（羟基亚甲基）色满-4-酮；最后，通过氯化反应由3-（羟基亚甲基）色满-4-酮合成目标化合物。通过1H NMR和MS对其结构进行了确证。采用连续倍比稀释法测定了目标化合物的体外抗真菌活性，抗真菌实验结果表明目标化合物对大多数测试的体外真菌具有良好的抗真菌作用。化合物4c、4e、4g和4h对石膏样小孢子菌的MIC值为1μg·mL-1，优于氟康唑和两性霉素B。
