Al Matarneh Cristina M, Mangalagiu Ionel I, Shova Sergiu, Danac Ramona
a Chemistry Department , Alexandru Ioan Cuza University of Iasi , Iasi , Romania and.
b Petru Poni Institute of Macromolecular Chemistry , Iasi , Romania.
J Enzyme Inhib Med Chem. 2016;31(3):470-80. doi: 10.3109/14756366.2015.1039530. Epub 2015 May 6.
A study concerning design, synthesis, structure and in vitro antimycobacterial and anticancer evaluation of new fused derivatives with pyrrolo[2,1-c][4,7]phenanthroline skeleton is described. The strategy adopted for synthesis involves a [3 + 2] dipolar cycloaddition of several in situ generated 4,7-phenanthrolin-4-ium ylides to different substituted alkynes and alkenes. Stereo- and regiochemistry of cycloaddition reactions were discussed. The structure of the new compounds was proven unambiguously, single-crystal X-ray diffraction studies including. The antimycobacterial and anticancer activity of a selection of new synthesized compounds was evaluated against Mycobacterium tuberculosis H37Rv under aerobic conditions and 60 human tumour cell line panel, respectively. Five of the tested compounds possess a moderate antimycobacterial activity, while two of the compounds have a significant antitumor activity against renal cancer and breast cancer.
描述了一项关于具有吡咯并[2,1-c][4,7]菲咯啉骨架的新型稠合衍生物的设计、合成、结构以及体外抗分枝杆菌和抗癌评估的研究。合成所采用的策略涉及几种原位生成的4,7-菲咯啉-4-鎓叶立德与不同取代的炔烃和烯烃的[3 + 2]偶极环加成反应。讨论了环加成反应的立体化学和区域化学。通过单晶X射线衍射研究等明确证实了新化合物的结构。分别在需氧条件下针对结核分枝杆菌H37Rv以及60种人类肿瘤细胞系评估了一系列新合成化合物的抗分枝杆菌和抗癌活性。所测试的化合物中有五种具有中等抗分枝杆菌活性，而其中两种化合物对肾癌和乳腺癌具有显著的抗肿瘤活性。
