Synthesis and antitumor activity of heteroatom-substituted azulenes derivatives of 1,2-benzothiazine

VernacularTitle:含1,2-苯并噻嗪结构的杂原子取代薁类衍生物的合成及其抗肿瘤活性
Author: Xiaomei ZHAO ; Xin WANG ; Xia JI ; Jing Zhang ; Hua ZHANG ; Guoqiang HU
Publication Type:Journal Article
Keywords: azulenes derivatives / 1,2-benzothiazine / synthesis / antitumor activity
From: Journal of China Pharmaceutical University 2024;55(5):634-638
CountryChina
Language:Chinese
Abstract: Using methylated pyrroloxicam as a starting material and following the principles of drug design such as bioisosterism and active site binding, we designed and synthesized ten structurally novel target compounds, whose structures were characterized by 1H NMR and MS analysis. The in vitro antitumor activity of these title compounds was evaluated by measuring their inhibitory activity against pancreatic cancer cells Capan-1, leukemia cells L1210, and human liver cancer cells SMMC-7721. The results showed that compound 6f (IC50=4.8±0.5 μmol/L) exhibited good inhibitory activity against Capan-1 pancreatic cancer cells, that compound 6b (IC50=2.6±0.3 μmol/L) showed good inhibitory activity against L1210 leukemia cells, and that compound 6c (IC50=2.1±0.2 μmol/L) displayed good inhibitory activity against SMMC-7721 human liver cancer cells. These preliminary results from the antitumor activity experiments suggest that the introduction of benzothiazine derivatives plays a certain role in enhancing the antitumor activity of this class of compounds.