Kim Sung Han, Lee Sang Jun, Lee Joo Hyoung, Sun Won Suck, Kim Jung Han
Planta Med. 2002 Mar;68(3):277-81. doi: 10.1055/s-2002-23128.
For the structure-activity relationship study on berberrubine derivatives, a series of compounds bearing 9-O-acyl- and 9-O-alkyl-substituents were synthesized and tested for antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. Octanoyl, decanoyl, lauroyl derivatives among the acyl analogs and hexyl, heptyl, octyl, nonyl, decyl, undecyl derivatives among the alkyl analogs showed strong antimicrobial activity against Gram-positive bacteria and fungi. As a whole, alkyl analogs were more active than acyl analogs for antimicrobial activity. Synthesized derivatives had no activity on Gram-negative bacteria. Too short or too long substituents decreased activity. These results suggest that the presence of lipophilic substituents with moderate sizes might be crucial for the optimal antimicrobial activity.
为了进行小檗红碱衍生物的构效关系研究，合成了一系列带有9-O-酰基和9-O-烷基取代基的化合物，并测试了它们对革兰氏阳性菌、革兰氏阴性菌和真菌的抗菌活性。酰基类似物中的辛酰基、癸酰基、月桂酰基衍生物以及烷基类似物中的己基、庚基、辛基、壬基、癸基、十一烷基衍生物对革兰氏阳性菌和真菌表现出较强的抗菌活性。总体而言，烷基类似物的抗菌活性比酰基类似物更强。合成的衍生物对革兰氏阴性菌没有活性。取代基过短或过长都会降低活性。这些结果表明，具有适度大小的亲脂性取代基的存在可能是实现最佳抗菌活性的关键。
