Synthetic piperine amide analogs with antimycobacterial activity

被引：25
|
作者：
Philipova, Irena [1 ]
Valcheva, Violeta [2 ]
Mihaylova, Rositsa [3 ]
Mateeva, Mina [3 ]
Doytchinova, Irini [3 ]
Stavrakov, Georgi [1 ,3 ]
机构：
[1] Bulgarian Acad Sci, Inst Organ Chem, Ctr Phytochem, Sofia, Bulgaria
[2] Bulgarian Acad Sci, Inst Microbiol, Sofia, Bulgaria
[3] Med Univ Sofia, Fac Pharm, Sofia, Bulgaria
来源：
CHEMICAL BIOLOGY & DRUG DESIGN | 2018年 / 91卷 / 03期
关键词：
camphane; piperine; terpene; tuberculosis; EFFLUX PUMP INHIBITORS; MYCOBACTERIUM-TUBERCULOSIS; NATURAL-PRODUCTS; STAPHYLOCOCCUS-AUREUS; MULTIDRUG-RESISTANCE; BLACK PEPPER; AGENTS; DRUGS; ASSAY; PROLIFERATION;
D O I：
10.1111/cbdd.13140
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Piperine amide analogs are synthesized by replacement of the piperidine moiety with different types of cyclic amines, including adamantyl and monoterpene-derived fragments. The compounds are screened for activity against Mycobacterium tuberculosis H37Rv. The most potent compounds are the 1-adamantyl and the monoterpene-derived hybrids, which combine nanomolar antimycobacterial activity with low cytotoxicity against human cells. The presence of quaternary carbon atom as main structural requirement for anti-TB activity is pointed out by a QSAR study. The most promising compound is the (+)-isopinocampheylamine-derived amide which is characterized with selectivity index of 1387.8.
引用
收藏
页码：763 / 768
页数：6
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