Formula: C7H5N3O2SIn 2022, Moodley, Rashmika;Mashaba, Chakes;Rakodi, Goitsemodimo H.;Ncube, Nomagugu B.;Maphoru, Mabuatsela V.;Balogun, Mohammed O.;Jordan, Audrey;Warner, Digby F.;Khan, Rene;Tukulula, Matshawandile published 《New Quinoline-Urea-BenzΞothiazole Hybrids as Promising Antitubercular Agents: Synthesis, In Vitro Antitubercular Activity, Cytotoxicity Studies, and In Silico ADME Profiling》. 《Pharmaceuticals》published the findings. The article contains the following contents:
A series of 25 new benzothiazole-urea-quinoline hybrid compounds, I (X = H, Me, F, NO2, etc.) and II (n = 0, 2, 3, 4, and 6) were synthesized successfully via a three-step synthetic sequence involving an amidation coupling reaction as a critical step. In vitro evaluation of these hybrid compounds for their antitubercular inhibitory activity against the Mycobacterium tuberculosis H37Rv pMSp12::GPF bioreporter strain was undertaken. Of the 25 tested compounds, 17 compounds exhibited promising anti-TB activities of less than 62.5μM (MIC90) and 13 compds showed promising activity with MIC90 values in the range of 1-10μM, while compound I(X = CF3), being the most active, exhibited sub-micromolar activity (0.968μM) in the CAS assay. In addition, minimal cytotoxicity against the HepG2 cell line (cell viability above 75%) in 11 of the 17 compounds, at their resp. MIC90 concentrations, was observed, with compound I(X = CF3), exhibiting 100% cell viability. The hybridization of the quinoline, urea, and benzothiazole scaffolds demonstrated a synergistic relationship because the activities of resultant hybrids were vastly improved compared to the individual entities. In silico ADME predictions showed that the majority of these compounds have drug-like properties and are less likely to potentially cause cardiotoxicity (QPlogHERG > -5).6-Nitrobenzo[d]thiazol-2-amine (cas: 6285-57-0) were involved in the experimental procedure.
6-Nitrobenzo[d]thiazol-2-amine(cas:6285-57-0Formula: C7H5N3O2S) has been shown to lower blood pressure in mice by inhibiting angiotensin converting enzyme and potassium channels. This drug also has a protective effect on the heart and brain from ischemia reperfusion injury.
Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica