期刊
CANADIAN JOURNAL OF CHEMISTRY
卷 93, 期 11, 页码 1305-1311出版社
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
DOI: 10.1139/cjc-2015-0400
关键词
aliphatic amines; antimicrobial; antimycobacterial; boronate esters; lipophilic; tuberculosis
资金
- Mount Allison University
- University of New Brunswick
- Canada Research Chair Program
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- New Brunswick Innovation Foundation (NBIF)
- New Brunswick Health and Research Foundation (NBHRFl)
Ten lipophilic amines were prepared from the reductive amination of vanillin and the corresponding primary amines using sodium borohydride in methanol. All compounds have been obtained elementally pure and an X-ray diffraction study on the 4-n-butylaniline derivative has confirmed the molecular structure. Whilst the overall antibiotic activity of the derivatives was low, some of these compounds, particularly the boronate ester 2-methoxy-4-((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenylamino) methyl) phenol (7), showed a promising degree of antimycobacterial activity against Mycobacterium tuberculosis H37Ra, where activity seemed to vary by the position of the boron substitution on the aniline ring.
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