Synthesis and Biological Evaluation of New Hydrazone Derivatives of Quinoline and Their Cu(II) and Zn(II) Complexes against Mycobacterium tuberculosis

A new series of quinoline hydrazone derivatives and their metal complexes have been synthesized and their biological properties have been evaluated against Mycobacterium tuberculosis (H37 RV strain). Most of the newly synthesized compounds displayed 100% inhibitory activity at a concentration of 6.25–25 μg/mL, against Mycobacterium tuberculosis. Fluorescence properties of all the synthesized compounds have been studied

Synthesis, structural studies and antituberculosis evaluation of new hydrazone derivatives of quinoline and their Zn(II) complexes

The quinoline hydrazone ligands were synthesized through multi-step reactions. The 2-hydroxy-3-formylquinoline derivatives (1a–1c) were prepared from acetanilide derivatives as starting materials using Vilsmeier–Haack reaction. Then the condensation of 2-hydroxy-3-formylquinoline derivatives with hydrazide derivatives (2a–2c) yielded quinoline hydrazone ligands (3a–3i). The synthesis of a new series of Zn(II) complexes carried out by refluxing with these quinoline hydrazone ligands (3a–3i) is reported. The molecular structures of the ligands (3a–3i) and the Zn complexes were characterized by elemental analysis and spectral studies like FT-IR, 1H and 13C NMR, MS, UV–Visible and fluorescence. The preliminary results of antituberculosis study showed that most of the Zn(II) complexes 4a–4i demonstrated very good antituberculosis activity while the ligands 3a–3i showed moderate activity. Among the tested compounds 4e and 4g were found to be most active with minimum inhibitory concentration (MIC) of 8.00μM and 7.42 μM respectively against Mycobacterium tuberculosis (H37 RV strain) ATCC No-27294 which is comparable to “first and second line” drugs used to treat tuberculosis

A review on quinoline hydrazone derivatives as a new class of potent antitubercular and anticancer agents

Tuberculosis (TB) and Cancer remains a global public health problem in recent years. There is an urgent need for the screening of new bioactive molecules with new targets and with a different mechanism of action. Among heterocyclic compounds, compounds with Quinoline core gained much importance in medicinal chemistry. Quinoline hydrazone scaffold plays an important role in anti-tuberculosis and anticancer drug development as their derivatives have shown outstanding results. This broad spectrum of biological and biochemical activities has been further assisted by the synthetic flexibility of quinoline, which permits the invention of a large number of structurally varied hydrazone derivatives and their metal complexes. In order to pave the way for future advanced research, there is a need to collect and analyze the latest information available so far in this promising area. In this review, we have compiled and discussed the published reports specifically on anti-tuberculosis and anticancer potential of quinoline hydrazone derivatives. It is hoped that this review will be helpful for researchers in developing a new view in the search for rational designs of more active and less toxic quinoline-based anti-TB and anticancer drugs. Keywords: Biological activity, Quinoline, Hydrazone, Cancer, Tuberculosi