Department of Chemistry, College of Science, King Saud University, P.O Box 2455, Riyadh 11451, Saudi Arabia.
Department of Chemistry, College of Science, King Saud University, P.O Box 2455, Riyadh 11451, Saudi Arabia.
Bioorg Chem. 2021 May;110:104798. doi: 10.1016/j.bioorg.2021.104798. Epub 2021 Mar 5.
Novel spirooxindolopyrrolidine embedded indandione heterocyclic hybrids were obtained in excellent yields via a regio- and stereoselective one-pot three component reaction between Baylis-Hillman adduct and non-stabilized azomethine ylides. The structure of newly synthesized compounds was elucidated through 1D and 2D spectroscopic data and the stereochemistry was determined by single crystal X-ray diffraction analysis. In vitro tubercular activity against Mycobacterium tuberculosis H37Rv using MABA assay reveals that the compound bearing chlorine substituted on the oxindole ring displayed the most potent activity with MIC 0.78 μg/mL and is two-fold active than the standard drug, ethambutol (MIC 1.56 μg/mL).
新型螺环氧吲哚并吡咯烷嵌入茚满二酮杂环化合物通过 Baylis-Hillman 加成物与非稳定亚甲胺叶立德之间的区域和立体选择性的一锅三步反应以优异的产率获得。通过 1D 和 2D 光谱数据阐明了新合成化合物的结构，并且通过单晶 X 射线衍射分析确定了立体化学。使用 MABA 测定法对结核分枝杆菌 H37Rv 的体外结核活性表明，在吲哚环上带有氯取代基的化合物显示出最强的活性，MIC 为 0.78μg/mL，比标准药物乙胺丁醇（MIC 为 1.56μg/mL）活性高两倍。
