Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia, Bulgaria.
Institute of Microbiology, Bulgarian Academy of Sciences, Sofia, Bulgaria.
Chem Biol Drug Des. 2018 Mar;91(3):763-768. doi: 10.1111/cbdd.13140. Epub 2017 Nov 27.
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.
胡椒酰胺类似物是通过用不同类型的环状胺（包括金刚烷和单萜衍生片段）取代哌啶部分合成的。这些化合物被筛选对结核分枝杆菌 H37Rv 的活性。最有效的化合物是 1-金刚烷和单萜衍生的杂种，它们将纳摩尔抗分枝杆菌活性与对人细胞的低细胞毒性结合在一起。通过 QSAR 研究指出，具有季碳原子作为主要结构要求的化合物具有抗结核活性。最有前途的化合物是（+）-异松油基胺衍生的酰胺，其选择性指数为 1387.8。
