Park Ki Duk, Lee Jong Hun, Kim Sung Han, Kang Tae Hoon, Moon Jae Sun, Kim Sung Uk
Division of Biomaterials Science, Korea Research Institute of Bioscience and Biotechnology, Daejeon 305-333, Republic of Korea.
Bioorg Med Chem Lett. 2006 Aug 1;16(15):3913-6. doi: 10.1016/j.bmcl.2006.05.033. Epub 2006 May 30.
By introducing various aromatic groups in 13-C of berberine and berberrubine, a series of 13-(substituted benzyl) berberine and berberrubine derivatives were synthesized and examined for antifungal activities against various human pathogenic fungi. The synthesized compounds exhibited more potent antifungal activities than berberine and berberrubine. Among them, 13-(4-isopropyl benzyl) berberine (6e) exerted the most potent antifungal activities against Candida species (MIC=1-8 microg/ml) and a 4-fold stronger activity than 13-(4-isopropyl benzyl) berberrubine (7e) synthesized by pyrolysis of compound 6e.
通过在小檗碱和小檗红碱的C-13位引入各种芳香基团，合成了一系列13-（取代苄基）小檗碱和小檗红碱衍生物，并检测了它们对多种人类致病真菌的抗真菌活性。合成的化合物表现出比小檗碱和小檗红碱更强的抗真菌活性。其中，13-（4-异丙基苄基）小檗碱（6e）对念珠菌属具有最强的抗真菌活性（MIC = 1-8微克/毫升），其活性比通过化合物6e热解合成的13-（4-异丙基苄基）小檗红碱（7e）强4倍。
