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Title 

Synthesis and antifungal activity of a novel series of 13-(4-isopropylbenzyl)berberine derivatives

 

새로운 13-(4-아이소프로필벤질)버버린 유도체의 합성과 항진균 활성

Authors 

K D ParkS J ChoJae Sun MoonSung Uk Kim

Publisher 

Elsevier

Issue Date 

2010

Citation 

Bioorganic & Medicinal Chemistry Letters, vol. 20, no. 22, pp. 6551-6554

Keywords 

13-(4-Isopropylbenzyl)berberineAntifungal activityBerberine derivativesHuman pathogenic fungi

Abstract 

By replacing the methyl group of 13-(4-isopropylbenzyl)berberine 2 with various acyl, alkyl, and benzyl groups via the demethylated intermediate, 13-(4-isopropylbenzyl)berberrubine 4, a novel series of 9-O-alkyl-13-(4- isopropylbenzyl)berberine derivatives was synthesized and examined for antifungal activities against various human pathogenic fungi. The introduction of various alkyl groups led to enhanced antifungal activity but that of acyl groups resulted in decrease of the activity. Among them, 9-O-butyl-13-(4- isopropylbenzyl)berberine 6d exhibited the most potent antifungal activities against Cryptococcus neoformans, Candida species (MIC = 0.25-1 μg/ml), and Aspergillus species (MIC = 2-4 μg/ml). The compound was found to be relatively safe up to 900 mg/kg in oral administration to mice.

ISSN 

0960-894X

Link 

http://dx.doi.org/10.1016/j.bmcl.2010.09.045

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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