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

页码：763 / 768

页数：6

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