Synthesis of N-Heterocyclic Analogues of 28-O-Methyl Betulinate, and Their Antibacterial and Antifungal Properties

被引:5
作者
Shakurova, Elvira R. [1 ]
Parfenova, Lyudmila, V [1 ]
机构
[1] RAS, Inst Petrochem & Catalysis, Ufa Fed Res Ctr, 141 Prosp Oktyabrya, Ufa 450075, Russia
基金
俄罗斯基础研究基金会;
关键词
C28-methyl ester of betulinic acid; Tempo(+)Br(3)(-) cation; pyridinium salts; antibacterial activity; antifungal activity; LUPANE TRITERPENOIDS; DIMETHYLAMINOPYRIDINE DERIVATIVES; INDUCE;
D O I
10.3390/M1100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The paper presents the results on the one-pot pyridine quaternization using betulinic 28-O-methyl ester (1) and Tempo(+)Br(3)(-) cation followed by reduction of the resulting salt (2) to 1,2,5,6-tetrahydropyridine derivative (3). The structures of new compounds are confirmed by means of 1D and 2D-NMR spectroscopy, as well as MALDI TOF/TOF spectrometry. The derivatives 2 and 3 are active against S. aureus at the minimum inhibitory concentration (MIC) of 4 mu g/mL and 16 mu g/mL, correspondingly.
引用
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页数:7
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